19 Cool Cities Perfect for Weekend Getaways in the USA

Looking to get away for a quick weekend trip?

Well, you’re in luck: there are so many incredible weekend getaways in the USA!

The more we travel in our home country, the more we appreciate how its enormous size and incredible diversity mean that city breaks in the United States can cover just about any interest.

Want to lay out on one of the best urban beaches in the world, drink craft beer, attend an unforgettable festival, go hiking, hit a casino, or simply experience some of the most iconic tourist sites in the world in quick succession?

kate storm in elfreths alley philadelphia

Or, maybe you want to dig into a unique and delicious food scene, learn a bit of American history, or engross yourself in a walkable area and leave driving behind for your whole weekend trip?

No matter what you like to do, there’s an American city (or six) for that.

Here are 17 of the best cities for weekend getaways in the USA–3 of which we’ve been lucky enough to call home at various points!

Top of the Rock or Empire State Building: Photo of Girl in a Dress at Top of the Rock

Fun USA Weekend Getaways in the South

New Orleans

It’s often said that there’s nowhere like New Orleans–and as someone who travels for a living and loves the Big Easy, I have to say, that is completely true.

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Spending a weekend in New Orleans (or even a single day) means lots of jazz, lots of delicious food (gumbo, beignets, po’ boys, muffulettas, and more–oh my!), and lots of good times.

Be sure to make time for a ghost tour to take a look at the more mystical part of the city (even if you’re not the superstitious type, I promise a ghost tour is worth it in NOLA–we loved this one!), and a bayou tour to check out southern Louisiana’s incredible landscape.

The Garden District, with its gorgeous homes and eclectic shops, is also worth a look.

front facade of a new orleans garden district home decorated for mardi gras in nola in january

And, while it’s easy to have nothing but good times in New Orleans, you can (and arguably should) add more depth to your trip as well.

Consider a day trip out to somewhere like the Whitney Plantation to learn a bit about NOLA’s dark past, or even a Katrina-themed tour discussing the serious impacts of the 2005 hurricane.

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Where to Stay in New Orleans

  • Best Western Plus French Quarter Landmark Hotel: The hotel itself is beautiful in that classic New Orleans way, and the (included) breakfast is varied and tasty. Best of all, this hotel is situated right on the edge of the French Quarter, meaning that all of the French Quarter and some areas beyond are within easy walking distance.
  • Omni Royal Orleans Hotel: Located in the heart of the French Quarter, this beautiful hotel is known for its gorgeous building, attentive service, and lovely ambiance–plus its ghosts. Yeah, that attentive service? It just may come in the form of the ghost maid who likes to tuck guests in at night!
Kate Storm in a blue coat walking in front of a mansion and below a large oak tree in the Garden District during 3 days in NOLA new orleans

Miami

If you’re hoping to soak up some fun in the sun during your USA weekend getaway, look no further than Miami.

South Beach is often considered one of the best urban beaches on the planet, and we’d have to agree!

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Don’t limit yourself just to the beach, though: be sure to explore Miami Beach’s impressive Art Deco architecture, eat your way through Little Havana (we loved this Little Havana food tour), admire street art in Wynwood, and check out the views from Biscayne Bay.

For those who want to experience some unique nature in South Florida during their trip, consider also planning a trip out to the Everglades–or if you have a few extra days, road-tripping your way all the way out to Key West, the southernmost point in the USA!

Kate in a pink dress standing in front of a blue art deco lifeguard stand on South Beach in Miami Beach.

Where to Stay in Miami

  • The Marlin Hotel: This hotel offers the chance to stay in one of Miami Beach’s historic Art Deco buildings! Boasting a fantastic location on Collins Avenue, impeccable customer service, incredible reviews, and spacious suites, the Marlin Hotel is the perfect hotel for those looking for a luxury experience while also seeing a side of Miami Beach’s Art Deco history.
  • Hotel Victor: Located right on Ocean Drive and boasting sea views from some rooms and a Turkish-style hammam, and an extremely walkable location with everything you need on your doorstep, Hotel Victor is the perfect place to check in if you’re looking for luxurious surroundings in an ideal location.
  • The gorgeous pool on Ocean Drive is also a big selling point!
South Pointe Pier in Miami Beach, with view of downtown on the far left and South Beach on the right--definitely visit during your 3 days in Miami!

Savannah

Dripping with Spanish moss and home to one of the most stunningly beautiful historic centers of any city in the United States, Savannah is one of our favorite cities in the world and the perfect place to head for a quick weekend trip.

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Not too big, not too small, and positively packed with some of the best Lowcountry food you could ever hope to find, Savannah is one of the most walkable cities in the country.

Come here to wander through all 22 of Savannah’s remaining town squares, tour a house museum or two, pay a visit to Forsyth Park, and wander along gorgeous Jones Street.

Kate Storm in a black dress walking away from the camera along Jones Steet in Savannah GA, with several American flags hanging from homes on the right side of the photo

Shoppers will love all the boutiques on Broughton Street, River Street and in City Market, and those looking to indulge their taste buds will find limitless incredible food in Savannah, from classic southern meals at the Olde Pink House to tasty ice cream at Leopold’s to plenty of excellent local coffee shops.

If you’re a former Girl Scout like me, or just interested in their history, be sure to also pay a visit to the home of the organization’s founder, Juliette Gordon Low.

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Where to Stay in Savannah

  • The Marshall House: Featuring a popular included breakfast, a fantastic location in the heart of Savannah’s historic district, and phenomenal reviews, you can’t go wrong with a stay at The Marshall House!
  • Foley House Inn: Easily my favorite hotel that I’ve stayed in while in Savannah, the Foley House Inn is absolutely beautiful inside and out, and has a perfect location right on Chippewa Square (it also may or may not be haunted).
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Asheville

Of all of the weekend getaways in the USA covered here, Asheville is one of the best options for a group divided on whether to visit a city or spend a couple of days in the great outdoors.

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Home to an epic craft beer scene, the incredible Biltmore Estate, plenty of street art, and delicious food options, there’s no doubt that Asheville appeals to the city lovers among us.

Its location right next door to the Pisgah National Forest and Great Smoky Mountain National Park, however, also make it a fabulous US weekend destination for outdoor enthusiasts, as well, and there are plenty of easy hikes near Asheville that allow travelers of all skill levels to enjoy the beautiful mountain setting.

kate storm in a blue dress in front of the biltmore house asheville north carolina

No matter what your interests are, try to make time during your trip to Asheville to drive a small piece of the Blue Ridge Parkway–especially if you’re visiting in the fall and can enjoy the changing colors.

Often considered one of the most beautiful road trips in the United States, it’s a sight not to be missed.

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Where to Stay in Asheville

  • Cedar Crest Inn: This pink 1891 mansion house is a perfect place to base yourself in Asheville. Packed with historical details and stunning architecture you can imagine it as a mini Biltmore.
  • Omni Grove Park Inn — Widely considered the most luxurious hotel in Asheville, the Omni Grove Park Inn is located a couple of miles outside of downtown Asheville–but with stunning views, four on-site restaurants, and a fantastic spa, you won’t be sorry to lay your head here during an Asheville weekend getaway.
looking glass falls in pisagh national forest, an easy stop during a weekend trip to asheville nc

Nashville

Home to country music, hot chicken, street art, and plenty of barbecue, there’s no doubt that Nashville, Tennessee is an excellent place to let the good times roll on your weekend away.

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While Nashville is extremely popular as a bachelorette party destination and for other girls’ getaways, large groups are far from the only types of travelers who will enjoy a weekend in Music City, USA.

The best places to visit in Nashville include visiting the Grand Ole Opry (both for the show and for the backstage tour!), checking out the Johnny Cash Museum, seeing the Country Music Hall of Fame, and exploring Gulch, the street art neighborhood home to, among many other things, the social media famous Nashville wings.

country band playing banjois in nashville tennessee

Be sure to save some time to enjoy the city’s famous nightlife when exploring the best things to do in Nashville.

Its famous food scene is also an important ingredient on any Nashville bucket list. Be sure to try the hot chicken at least once, but be aware of your heat tolerance before ordering!

Where to Stay in Nashville

  • Hutton Hotel: Book into this stylish hotel for your trip, relax on the hotel balcony, check into the on-site spa for a treatment, or stroll 10 minutes to Music Row.
  • Virgin Hotels Nashville: Located on Music Row, this popular hotel is part of the Virgin Group and boasts all the luxury details you might expect, including an outdoor swimming pool, 3 on-site restaurants, and plenty of red and white details!
Skyline of Nashville Tennessee at sunset overlooking the river, one of the most romantic getaways in the United States

Charleston

Located just a couple of hours north of Savannah, Charleston shares a lot of similarities with its neighbor to the south: fantastic southern food, Spanish moss dripping from the trees, beautiful architecture, and lots of history to uncover–but it has a distinct personality as well.

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Charleston’s historic center is situated on a tiny and walkable peninsula, and the metro surrounding it sprawls into a collection of low-lying beach towns with plenty of day trip potential.

Be sure to visit the beautiful and photogenic Rainbow Row, check out the tea-making process at the Charleston Tea Garden, visit the gorgeous and interesting Angel Oak Tree, stroll through Waterfront Park and Battery Park, and check out City Market.

ranger storm in philadelphia alley when visiting charleston sc
Don’t miss Philadelphia Alley when exploring Charleston’s historic center!

Those interested in US military history will no doubt want to visit Patriots Point to tour the former US naval ships docked there and Fort Sumter for its history (and views).

Even for non-military-history buffs like us, these sites are still an interesting way to spend some time!

Beach lovers, don’t miss the chance to check out the many nearby beaches, including (but not limited to) Folly Beach and Isle of Palms!

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Where to Stay in Charleston

  • Market Pavillion Hotel: This hotel is a stunning choice in the heart of the historical district. Rooms feature four poster beds and charming classic decor, but the hotel amenities are something special, and include a mosaic pool and even its own Executive Pastry Chef whipping up delicious pastries for breakfast.
  • French Quarter Inn: A fabulous historical hotel located in the French Quarter overlooking Charleston City Market. You are welcomed with champagne on arrival, there is also a port wine and cheese reception, and freshly baked cookies with milk are served every evening. The perfect treats for your trip!
Rainbow Row in as seen during 3 days in Charleston SC

Epic Weekend Trips in the USA Out West

Seattle

Set right on the water with the dramatic backdrop of Mount Rainier, it’s no wonder that busy and beautiful Seattle is one of the most popular West Coast weekend getaways in the USA!

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A weekend trip is the perfect amount of time to eat your way through Pike Place Market, head to the top of the Space Needle, visit the famous Chihuly Museum, and check out the fun and interesting Museum of Pop Culture.

Looking for interesting neighborhoods? Head to Fremont, where the self-proclaimed unofficial motto is “des libertas quirkas”, aka “the freedom to be quirky”.

Seattle Waterfront with space needle visible through the ferris wheel

Hoping to spend some time outside?

Nestled in the heart of the magnificent Pacific Northwest, endless waterfalls, trails, and mountains–even Mount Rainier itself–are located within day-tripping distance from Seattle.

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Where to Stay in Seattle

  • Gaslight Inn: Located on Capitol Hill this historic building is a great option for Seattle. Recognized as a historic landmark, the Gaslight Inn is beautifully preserved but with all the modern luxuries. It does sell out, so book in advance if you can!
  • MarQueen Hotel: Another popular historic hotel, the MarQueen Hotel was built in 1918 in the Queen Anne neighborhood. Rooms all have hardwood floors and period features, as well as huge beds perfect for relaxing during your weekend trip.
Seattle WA skyline on a cloudy day with Space Needle visible in the center--one of your first stops during this 3 days in Seattle itinerary!

Portland

Much like Austin, Portland proudly embraces its weirdness, celebrating the eclectic and bizarre in all possible ways–and that makes it endlessly fun to visit!

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Bookworms like me will immediately head to Powell’s City of Books–I think it’s the biggest bookstore I’ve ever visited–while foodies will want to head directly to the local ice cream obsession, Salt & Straw

Voodoo Doughnut, now featuring several locations nationally, originated here and remains popular with tourists (though depending on who you ask, not locals–for what it’s worth, we’d rate the doughnuts 7/10).

Photo of steal sign stating "portland oregon" in front of a blue sky, a must-see during 3 days in portland or

During your weekend trip to Portland, make time to visit the Japanese Garden and the International Rose Garden, especially if you visit when everything is in bloom.

Plenty of incredible parts of the Columbia River Gorge, including the famous Multnomah Falls, are also within easy reach of the city and deserve to feature on your list of things to do in Portland!

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Where to Stay in Portland

  • Portland Regency Hotel & Spa: This historic hotel offers a hot tub, steam room, full-service spa, and other luxurious amenities that will truly make your vacation to Portland one to remember!
  • Portland Harbor Hotel: Located on Portland Waterfront, this luxury and stylish hotel is worth checking into. With beautifully designed rooms and a great restaurant, it’s also well-located to explore more of Portland.
Fountain in the Rose Garden, an excellent summer addition to a 3 days in Portland itinerary

Las Vegas

Possibly the most iconic of all these weekend getaways in the USA, Las Vegas is a prime destination for short trips.

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First-time visitors will certainly want to hit the Strip, even if only to check out the hotels, fountains, malls, and generally see what all the fuss is about–but there’s more to Vegas than the Strip (if you want there to be, that is).

Whether you want to hit the casinos to gamble and soak in some shows, check out Las Vega’s interesting (and far less touristed) downtown area, or get out and experience the fantastic natural highlights of the Southwest, Las Vegas has something to offer.

Welcome to Las Vegas sign, one of the most popular weekend getaways in the USA

While the famous southern rim of the Grand Canyon is really too far away from Las Vegas to make a practical day trip (which doesn’t stop everyone), options like Valley of Fire State Park, Red Rock Canyon, and the Hoover Dam are all possibilities.

If you absolutely want to include the Grand Canyon in your Vegas trip, visiting the West Rim or taking a helicopter tour are the most realistic options.

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Where to Stay in Las Vegas

  • The Venetian: As one of the most iconic hotels on the Las Vegas strip this is a fabulous choice for your quick trip. Everything about this resort is luxurious and huge, from the 1.2-acre pool deck to the in-house shopping mall. Book a suite and feel like a real star.
  • Bellagio: Fans of the Ocean franchise will know this hotel and its fountains, although almost any Las Vegas fans know the fountain show of the Bellagio! Stay in this famous hotel for the ultimate treat.
view of venice st marks square in las vegas, one of the best attractions long weekend in vegas getaway

San Francisco

The city of hills, ocean views, and the famous Golden Gate Bridge is at the top of many people’s lists of best USA weekend getaways–and with an endless list of things to do that cater to all interests, it’s a fantastic choice!

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Be sure to pay a visit to the touristed highlights that most interest you, including checking Fisherman’s Wharf (and its adorable sea lions!), touring Alcatraz, walking across the Golden Gate Bridge, visiting the Painted Ladies (of Full House fame), and checking out Lombard Street.

Once you cross those highlights off your list, though, make time for a few less-obvious attractions, like San Francisco’s Japanese Garden, the Land’s End Labyrinth, and Fort Point.

view of the golden gate bridge on a sunny day visiting san francisco california

And, of course, you can’t forget to go for a walk in the woods while visiting San Francisco!

The Muir Woods are an unforgettable experience worthy of your time on any weekend trip to the Bay Area.

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Where to Stay in San Francisco

  • Petit Auberge: This adorable hotel in Nob Hill is the perfect place to base yourself for a romantic trip. Styled like a French Auberge with cozy furnishings and fireplaces in the rooms that onto pretty terraces, the hotel also has private parking–a huge boon in the city.
  • Beacon Grand: Opened in 1928 as a hotel for the creators of San Francisco society and recently reopened after restoration preserving architectural details and artisan crafts, the popular Beacon Grand gives you a chance to literally check into a piece of San Francisco history.
Man standing in front of enormous Redwood trees with a sunflare in the top left corner of the photo

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New York City

How much of New York can you see on just a USA weekend getaway? Enough that you’ll want to come back immediately.

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We fell in love with New York on a classic first-timers weekend getaway to NYC, and loved it so much that we eventually ended up moving there!

New York certainly can’t be “done” in a weekend–nor can it be done in a lifetime–but the great thing about New York City is that no matter who you are or what your interests are, whether you want to track down iconic spots, explore the best food in New York, see a show (or three), or discover offbeat NYC, you can find something to captivate you.

For tourists hoping for the classic NYC experience like we were on our first few visits, a weekend in New York is certainly long enough to see all those sights we’ve seen in movies and shows throughout our lives!

kate storm standing at a magnifying glass on liberty island overlooking financial district manhattan

Central Park, Fifth Avenue, Grand Central, Times Square, the Public Library, a Broadway show or two, a visit to Top of the Rock or the Empire State Building, walking the Brooklyn Bridge–in a weekend, you can see all of that and more.

If you’re into museums, we also recommend hitting just one (no more–too much else to do!) during your weekend in New York: the Met, MOMA, and the Natural History Museum are all great, classic choices.

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Where to Stay in New York City

  • The Plaza Hotel: For a memorable place to stay, this is one of the most classic and luxurious hotels in New York. It is located at the southeast corner of Central Park, close to Rockefeller Center, Times Square, and some of NYC’s most popular museums.
  • The Renwick: Offering stylish residential-style accommodation, this beautiful hotel is equipped with plenty of amenities and high-class comfort. It is also a short walk to the Empire State Building and Bryant Park for exploring.
4 Day New York Itinerary: Manhattan Skyline with Brooklyn Bridge

Boston

Incredibly beautiful and steeped in both American history and its own distinct, modern culture, Boston is one of those cities you visit for a weekend and fall in love with for a lifetime (we would know–we’ve been smitten with it ever since our brief 3-month stint of living there).

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While you’re there, be sure to visit the picturesque North End, fashionable Back Bay, and grand Beacon Hill–three Boston neighborhoods you absolutely can’t miss.

Also consider strolling through the Boston Public Garden (one of our favorite spots in the city) and the Boston Common, visiting the penguins at the New England Aquarium, meandering along the Freedom Trail, and hitting the water with a whale-watching cruise.

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Bibliophiles like us shouldn’t miss the Boston Public Library (check out the Reading Room on the second floor!), or Brattle Bookshop.

Sports fans, head directly to Fenway Park for a tour and/or a game.

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Where to Stay in Boston

  • Found Hotel Boston Common: This boutique hotel in the Theatre District is perfect for exploring Boston. Rooms are bright and comfortable, and there is access to public transport a short walk from the hotel.
  • Revere Hotel Boston Common: Also in the Theatre District and close to Boston Common is this stylish hotel with a stunning rooftop terrace and bar, perfect for afternoon drinks. Rooms are spacious and have a coffee machine for those of you who need coffee the moment you wake up.
boston public garden in the summer, one of the best things to do in boston ma

Washington DC

Our country’s capital city is not only the seat of our national government, but it’s also a fabulous place for a weekend trip in the United States!

It’s also an incredibly popular stop for visitors from other countries who are planning a trip to the USA, and many visitors’ first taste of our home.

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Museum-goers will be delighted with the enormous array of impressive options to choose from in Washington DC–everything from the many Smithsonian Museums, to quirky options like the International Spy Museum, to meaningful stops like the US Holocaust Memorial Museum and the National Museum of African American History and Culture, are available–far more than you can visit in a single weekend.

Many of DC’s museums, including all the Smithsonian Museums, are famously free to visit (though note that you may need to register for a time slot in advance).

Washington Monument in Washington DC framed by cherry blossoms in the foreground. Washington DC is one of the best places to visit in the United States

Those interested in US History and government will also have plenty to keep them busy along the National Mall, including iconic stops like the Washington Monument and the Lincoln Memorial, and those looking to enjoy the city’s magnificent food scene will love taking a DC food tour.

Touring the US Capitol is always an interesting experience, and if you plan ahead, you may even be able to tour the White House!

While DC has plenty to offer year-round, there’s no doubt that cherry blossom season in Washington DC is one of the best (and most popular) times to visit.

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Where to Stay in Washington DC

  • CitizenM Capitol: With modern decor and rave reviews, CitizenM Washington DC is an excellent and centrally located choice in the capital. Expect all the style and comfort these hotels are known for!
  • Riggs Washington DC: Located in the former home of Riggs National Bank this iconic building is now home to a classic and beautiful hotel. Rooms are huge and comfortable and offer views of Penn Quarter.
US Capitol Building with a Christmas tree in front of it. The ground is snowy. Washington DC is one of the best christmas trips in the us

Philadelphia

Philadelphia has been one of the best US cities to visit for centuries, and–like Boston–it features strong ties to the American Revolution.

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This is where the Declaration of Independence and the Consitution were signed, and touring Independence Hall and visiting the nearby Liberty Bell are among the best things to do in Philadelphia today as a result!

You can’t miss Philly’s food scene when visiting, either–from whoopie pies to Philly cheesesteaks, the city has a (literal) flavor all its own.

We loved taking this fun food tour when visiting Philadelphia, and of course, eating our way through Reading Terminal Market.

kate storm walking down elfreths alley during a long weekend in philadelphia itinerary

Be sure to also make time to visit some of Philadelphia’s incredible museums during your visit, including the Philadelphia Museum of Art, the Museum of the American Revolution (we loved this one), and the dark but fascinating Eastern State Penitentiary.

The Philadelphia Museum of Art is also home to another essential stop in this iconic American city: the Rocky Steps (and if you’re willing to work up a sweat, definitely consider running up them yourself.

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Where to Stay in Philadelphia

  • Home2Suites By Hilton: The Home2Suites concept of combining the appeal of a hotel and an Airbnb into one property was excellent (our spacious room had a kitchenette), and the customer service is great. We loved staying here!
  • Morris House Hotel: Located right by Washington Square and a short walk from Independence Hall, Morris House Hotel is both a National Historic Landmark dating to the 18th century and a popular boutique hotel!
independence hall in philadelphia on a sunny day with red and pink flowers in the foreground. attractions in usa things to do

Portland

No, not Portland, Oregon (though it’s amazing too)–the lighthouse-and-lobster-loving Portland, Maine!

Known for its charming Portland Head Light, its warehouse-district-turned-trendy-neighborhood of Old Port, and many, many breweries, Portland is an absolute blast to visit.

While you’re there, be sure to take a quick ferry over to nearby Peaks Island for a day, tour the beautiful Victoria Mansion, and enjoy (at least) one afternoon on a sailboat.

Portland Head Light on a sunny summer day with flowers in the foreground

Of course, no trip to Portland is complete without snapping photos at the Portland Head Light, but Bug Light deserves a quick look, too!

Portland is also less than an hour by car from famous Kennebunkport–so if you want to mix a famous small town into this classic weekend getaway in the USA, you absolutely can.

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Where to Stay in Portland

  • Portland Regency Hotel & Spa: This historic hotel offers a hot tub, steam room, full-service spa, and other luxurious amenities that will truly make your vacation to Portland one to remember!
  • Portland Harbor Hotel: Located on Portland Waterfront is this luxury and stylish hotel. With beautifully designed rooms and a great restaurant, you are also well-located to explore more of Portland.
Portland Bug Light as seen from the side with a sailboat passing by behind it

Best Central USA Cities to Visit for a Weekend

Austin

The self-proclaimed Live Music Capital of the World is the home of the world-famous SXSW festival, the United States Grand Prix for Formula One fans, and classic American charm with a country flair.

When you’re looking for the best weekend getaways in the USA, it would be a shame to leave off the gem that is Austin, TX!

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I have lived in Austin as both a child and an adult, and when I wasn’t living there, and have returned at least 1-2 times a year for most of my life due to family living in the area–and I never, ever get tired of visiting to tuck into a plate a delicious breakfast tacos, general TexMex, or barbecue.

During your weekend trip to Austin, head down to South Congress for fabulous food, eclectic boutiques, and incredible street art, and “Dirty Sixth” for some unforgettable nightlife (or alternatively, Rainey Street or Guadalupe Street for a different (read: less Bourbon-Street-esque) vibe).

kate storm standing undernath the iconic austin motel sign on south congress

Of course, this is the capital of Texas, so save some time during your weekend trip to Austin for some more typical cultural highlights, like visiting the Texas State Capitol and the historic (and possibly haunted) Driskill Hotel.

Plus, as Austin is surrounded by the stunning Texas Hill Country, no trip there is complete without going for at least one hike in Austin and taking a day trip to beloved nearby towns and wineries–Wimberley and Fredericksburg are both favorites.

Want Hill Country views without leaving the city? Mount Bonnell, pictured below, is an easily accessible option.

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Where to Stay in Austin

  • The Driskill: Originally built in 1886, The Driskill elegantly combines old-world charm with all of today’s modern luxuries. Dine at the award-winning on-site restaurant and enjoy the luxury of this iconic Austin landmark.
  • Hotel Saint Cecilia: This hotel set in pretty gardens is a great oasis in the city. There is an on-site pool with featuring private bungalows, perfect for retreating from the afternoon heat.
kate storm and ranger storm overlooking mount bonnell in austin texas

Chicago

Visiting Chicago means it’s time for pizza, pizza, and more pizza… and okay, probably some sightseeing as well.

The sprawling city of Chicago, set right up against beautiful Lake Michigan, is certainly worthy of being included on any list of the best weekend getaways in the USA!

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There are endless fun things to do in Chicago to keep you busy while you’re there, including snapping selfies at The Bean, testing your fear of heights on the famous Chicago Skydeck at Willis Tower, paying a visit to Navy Pier, and of course, eating a lot of deep dish pizza.

Art lovers will find plenty of museums to devour in Chicago, including the incredible Art Institute of Chicago, and baseball fans will enjoy seeing the Cubs play a game at the famous Wrigley Field.

View of Chicago IL skyline from willis tower skydeck, a must-see during a 3 day Chicago vacation

If you love exploring cities by water, taking an architecture river cruise like this is one of the most popular things to do in Chicago for good reason!

For animal lovers and family travelers, head directly to Shedd Aquarium (and for family travelers, make note of the American Girl Place as well–the highlight of my first visit to Chicago long, long ago!).

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Where to Stay in Chicago

  • Warwick Allerton: Situated on the Magnificent Mile in Downtown Chicago, the hotel is perfect for shopping and discovering iconic architecture.
  • Staypineapple: This uniquely named hotel was designed by a world-renowned architect and features stylish details such as mosaic floors and marble ceilings. No detail is spared and rooms are a testament to the thought that has gone into each part of the hotel!
Photo of Chicago train traveling on a bridge over car traffic--using Chicago's public transportation is the best way to get around on a Chicago weekend getaway!

San Antonio

Austin is definitely Texas’ most talked about city on the national (and international) tourism scene… but as someone who has lived in and loves both cities, I have to point out that San Antonio is at least as remarkable of a Texas city to visit on a short trip (and for history buffs or families, possibly even a better one).

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Home to Texas’ most famous building (the Alamo), the beautiful Riverwalk, fun museums like the Witte Museum and Briscoe Western Art Museum, and some of the best food in Texas and therefore the country (yes, really), San Antonio is a remarkable place to visit.

San Antonio is also home to Texas’ only UNESCO World Heritage Site (and one of only 26 in the US as a whole), the 18th-century San Antonio Missions.

San Jose Mission in San Antonio Texas as seen through a stone window. San Antonio is one of the best places to visit in Texas.

The Alamo is one of only several properties to be included in the UNESCO listing–and it’s arguably the least interesting of them all (personally, my favorites are Mission San Jose and Mission Espada).

While spending a weekend in San Antonio, consider also visiting the Japanese Tea Garden, the Majestic Theatre, the 18th-century San Fernando Cathedral, and for kids and kids at heart, Six Flags Fiesta Texas!

Where to Stay in San Antonio

  • O’Brien Boutique Riverwalk Hotel — If you’re looking for a peaceful hotel with a boutique feel near the San Antonio Riverwalk, you can’t go wrong with a stay at the popular and charming O’Brien Boutique Hotel, located a block from the Riverwalk and within a short walk of both the Alamo and La Villita.
  • Hotel Havana — Housed in a Cuban-style villa that dates to 1914, the popular Hotel Havana is one of the most unique hotels in San Antonio and a wonderful place to stay during your vacation. The hotel is also home to Ocho, an incredibly popular–and photogenic–San Antonio restaurant.
frozen drink being held up in front of the riverwalk in san antonio texas with red boat in the background, one of th best cities to visit in usa for a weekend

Read More About Visiting the USA

If you found this guide to fun city breaks in the US helpful, we’d love to continue to be part of your travel research here at Our Escape Clause!

You can browse our 100+ blog posts about the USA here, or check out these guides:

Set of 4 photos, from top left: life guard stand in Miami, Acorn Street in Boston, Jones Street in Savannah, Manhattan Skyline in NYC. There's white text on a red background in the center of the image that reads "15 Epic Cities Perfect for USA Weekend Getaways"
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    • Well isn’t that an embarrassing typo for someone who has owned a Keep Austin Weird shirt for 20 years! Lol. I’ll get it fixed.

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    • Thanks, Priti!

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