Fountain in a park at Savannah, GA
Weekend Getaways

America’s Best Long Weekend Getaways

Of course you want months off for vacation. Who doesn’t? But sometimes the best we can do is a restorative (or raucous) two-night weekend trip to somewhere fantastic. Here, the highlights from 13 of our favorite quick trips.

See recent posts by Kathryn O'Shea-Evans

Subscribe to Jetsetter's YouTube Channel

Countryside Exterior golden hour Greenery isolation Lake landscape Mountains Nature orange sky Outdoors remote rural Scenic views sunrise Sunset trees Trip Ideas view Weekend Getaways sky outdoor grass agriculture mountainous landforms field mountain hill morning rural area valley Vineyard evening plateau plant lush highland
charming cozy Elegant extravagant fancy Fireplace foyer Historic interior Lobby Lounge Luxury quaint regal Road Trips sophisticated Trip Ideas warm Weekend Getaways indoor ceiling room property Living estate living room home interior design wood area furniture
Trip Ideas Weekend Getaways indoor floor room living room property Living estate home house interior design mansion Lobby real estate Design dining room cottage farmhouse ceiling furniture area
Trip Ideas Weekend Getaways indoor wall bed floor room property Bedroom hotel home estate living room ceiling real estate cottage interior design Suite hardwood condominium farmhouse apartment decorated furniture

Asheville, North Carolina

For a low-key romantic weekend away, the art-centric mountain town of Asheville won’t do you wrong. Perhaps the crowning jewel of the trendy yet traditional city, the Biltmore Estate simply isn’t to be missed. The 250-room Gilded Age chateau sits on 8,000 acres of highly-curated gardens and meadow (all designed by the very guy behind NYC’s Central Park, Frederick Law Olmsted) with the Blue Ridge Mountains serving as a super casual backdrop. Peeling yourself away from the largest mansion in the U.S., you’ll get your night’s sleep at The Windsor Boutique Hotel, a homey 14-suite rustic stay right in the heart of downtown. End your mini-retreat with brunch at Cúrate, a buzzy tapas-inspired restaurant with crowd pleasers like honey-drizzled fried eggplant and traditional tortilla española.

Trip Ideas Weekend Getaways building indoor floor ceiling station estate restaurant interior design Bar Lobby dining room
Bedroom Boutique City Modern Trip Ideas Weekend Getaways indoor sofa wall room window floor Living property home living room interior design estate Suite furniture white bed Design real estate cottage condominium apartment
activities art conservatory Garden glass Green house Trip Ideas Weekend Getaways tree outdoor sky building botany greenhouse backyard park flower outdoor structure yard botanical garden lawn area surrounded Playground
Pike Place market in Seattle, WA

Seattle, Washington

Kimpton Hotels know how to turn on the quirk, and the historic Palladian is no exception. Guest rooms at the Belltown spot work screenprinted Mr. T and David Bowie pillows, vintage maps, and smart brass fixtures into an otherwise classic mix. Two blocks away, you’ll find the famous Pike Place Market, your go-to place for quick bites, while luxe sit-down meals are best at The Butcher’s Table, which delivers with a raw bar, inventive sides, and every cut of steak known to man. To walk it all off, head for exhibits at Chihuly Garden and Glass, an IG goldmine dripping in galleries of vibrant glass sculptures—the center of which is a suspended red, yellow, and amber floral piece that lives in the Glasshouse.

Design Lounge Play Pool Resort Trip Ideas Weekend Getaways indoor swimming pool leisure gazebo
airy artistic artsy charming cozy Hip homey interior living area living room Lounge natural light Rustic trendy Trip Ideas Weekend Getaways windows indoor floor table chair dining room room property estate home Dining interior design wood Lobby restaurant real estate farmhouse cottage Villa furniture area
ambient lighting building candlelight Exterior fancy Hip hotel lanterns lights night lights outdoor lounge palm trees Patio sophisticated tables Terrace Travel Tips trendy Trip Ideas Tropical Weekend Getaways tree outdoor leisure property Resort estate vacation swimming pool backyard home restaurant mansion Villa furniture

Miami Beach, Florida

Bed down at the ultra-quirky Freehand Miami for a stay packed with vintage travel ephemera, mod furniture (making use of a ROYGBIV palette), and a social courtyard with a pool, bocce, yoga, and art classes. Dinner is to be had at Byblos, a design-savvy, family-style Eastern Mediterranean joint that serves up duck kibbeh, Persian fried chicken, and fattouche, in an impossibly bright (and chic) dining room. Art is all around in the Magic City, and to see the best of it, you don’t need a ticket or a proper tour—simply take yourself on a self-guided walk around Ocean Drive’s Art Deco and Art Nouveau buildings, making sure to stop for photos at favorites like Hotel Breakwater South Beach, the Leslie Hotel, the Essex House Hotel, and The Tides South Beach.

RELATED: Save BIG with these incredible deals on Florida hotels going on right now >>>

Trip Ideas Weekend Getaways marketplace person City market public space road human settlement urban area bazaar vendor scene street retail shopping infrastructure grocery store people store travel stall Shop
Budget Trip Ideas Weekend Getaways outdoor Town tourism hindu temple marketplace temple colorful Shop crowd
Boutique City Design Exterior Hip Trip Ideas Weekend Getaways building outdoor metropolitan area street landmark road urban area metropolis night Downtown Architecture facade plaza evening cityscape shopping mall

Philadelphia, Pennsylvania

The boutique Palomar Philadelphia deftly spins an eccentric take on a classic American design scheme with neon presidential portraits, rainbow-hued busts, and plush velvet seating. Take an hour or so to hit Philadelphia’s Magic Gardens, a museum, outdoor art installation, and indoor gallery from mosaic artist Isaiah Zagar, which takes up half a block on the once-dilapidated (and now handsomely revitalized) South Street. Or swing by the Barnes Foundation to see a stunning display of French impressionist and post-impressionist paintings. For some Philly history that isn’t the Liberty Bell, you can check out Eastern State Penitentiary—a massive, fortified prison that once held Al Capone—on an audio-guided tour narrated by the one and only Steve Buscemi. Afterwards, skip the over-hyped cheesesteaks at dueling shops Geno’s and Pat’s, and head instead for the Reading Terminal Market, where you can nom on pad thai, oyster sliders, and sweet dessert crepes all under one roof.

Trip Ideas Weekend Getaways indoor floor ceiling interior design restaurant retail Design Bar
Trip Ideas Weekend Getaways person indoor lunch meal sense grocery store brunch restaurant counter dining table
Arts + Culture Austin Nashville Trip Ideas Weekend Getaways tree outdoor water Boat swimming pool estate River Pool waterway Lake pond docked backyard shore swimming surrounded day

Austin, Texas

A weekend is all you need to see the very best of Texas’s coolest city. Kick it off with a locals-only brunch at Elizabeth St. Cafe, a chic French-Vietnamese boulangerie where coconut water and preserved tangerine margaritas are served in Chinese takeout containers. Newer spots on our radar include the Southern-inspired Colleens Kitchen, Pool Burger (we love the Blue Hawaiian, topped with grilled pineapple slices, bacon, crumbled blue cheese, and Thousand Island dressing), and Aviary Wine & Kitchen. For some retail therapy, head to South Congress for an afternoon at the boutiques; United Apparel Liquidators is the place for designer couture (Balenciaga, Rag & Bone, Givenchy, to name a few) at bargain basement discounts. Don’t leave the city without going for a dip at Barton Springs Pool, the aquifer-fed swimming hole of choice where a young Robert Redford learned how to swim.

RELATED: How to Plan the Ultimate Girls’ Weekend Getaway in Austin

Book Hotels in Austin
Trip Ideas Weekend Getaways grass sky outdoor building Architecture corporate headquarters real estate facade campus headquarters roof landscape estate house City plant
Trip Ideas Weekend Getaways indoor wall window interior design ceiling conference hall table several
Trip Ideas Weekend Getaways indoor building floor ceiling structure daylighting tourist attraction interior design loft flooring roof
Buildings City city lights city views night night lights skyline skyscrapers Trip Ideas Weekend Getaways building metropolitan area metropolis outdoor skyscraper cityscape geographical feature landmark urban area tower block human settlement Downtown neighbourhood evening reflection tower

Chicago, Illinois

You can’t go to Chi-town without stopping by the Art Institute of Chicago. We’d say the same about leafy Garfield Park Conservatory, built on nearly five acres in 1906 and often referred to as “landscape art under glass;” the Chicago architecture river cruise; and, of course, Wrigley Field. (Yes, all of these are touristy, but so worth it.) You could spend an entire weekend eating your way through this city. Some of our favorite spots to hit up now include the Michelin-starred brewpub, Band of Bohemia; the wildly popular Korean-American restaurant, Parachute (book early!); and the British-inspired Owen and Engine, which serves one of the finest burgers in town. As for where to stay, we’re digging Hotel Zachary, with its stunning grand staircase and knockout views of Wrigley Field from almost every room.

Trip Ideas Weekend Getaways chair indoor floor recreation room ceiling room billiard room conference hall auditorium sport venue interior design convention center estate furniture area
Trip Ideas Weekend Getaways table indoor Drink alcoholic beverage distilled beverage beer alcohol glass Bar
Trip Ideas Weekend Getaways sky grassland vegetation cloud wilderness ecosystem mountainous landforms meadow grass mountain field prairie mount scenery shrubland hill highland tree leaf landscape daytime rural area pasture wildflower meteorological phenomenon mountain range biome plain national park ecoregion grass family plateau plant community steppe escarpment ridge savanna

Boulder, Colorado

Just north of Denver, an outdoorsy paradise where locals are tanned, toned, and likely just back from a trail run awaits. Catch up with the best of them on the one-mile First Flatiron trail, which winds through Boulder’s iconic sandstone slab rock formations. Break for afternoon tea in an intricately carved wooden teahouse at Boulder Dushanbe Teahouse originally made in Tajikistan—it’s a highbrow prelude to an afternoon tour of Avery Brewing, home to the hoppy India Pale Ale. After a couple of brews, head back to your hotel (there’s the funky, low-key Basecamp and more upscale St. Julien Hotel and Spa) for a quick nap before dinner at the ever-popular northeastern Italian-inspired restaurant Frasca Food and Wine run by Chef Lachlan Mackinnon-Patterson.

Hotels Trip Ideas Weekend Getaways indoor restaurant interior design Bar Boutique coffeehouse Design Lobby retail library furniture
Trip Ideas Weekend Getaways food dish doughnut piece dessert half powdered sugar cuisine baked goods eaten baking beignet snack food sugar flavor close
Trip Ideas Weekend Getaways table indoor floor chair room window restaurant cafeteria meal café real estate interior design function hall plaza estate area furniture several dining room
Hotels Offbeat Trip Ideas Weekend Getaways indoor Lobby room estate Bar restaurant interior design café furniture

New Orleans, Louisiana

In the land of beignets, po’ boys and kicked-up cajun cuisine, a weekend in NOLA is all about EATING. Start the gluttony with the classic creole-inspired brunch (and 25 cent martinis!) at Commander’s Palace—the wild Louisiana white shrimp stuffed with spicy tasso ham, Crystal hot sauce, pickled okra, and pepper jelly is a must. And we can’t leave out classics like Cafe Du Monde’s famous deep-fried pastry, Bon Ton Cafe’s jambalaya, and Bevi Seafood Co.’s peacemaker po’ boy full of fried shrimp, swiss cheese, and roast beef gravy with a side of seafood gumbo. Newcomers worth checking out include Josephine Estelle, the Italian osteria at the Ace Hotel. Alternatively, skip all of that and go from breakfast to lunch to dinner at the Roch Market food hall. You’ll want to pack those fat pants.

Fountain in a park at Savannah, GA
Trip Ideas Weekend Getaways building outdoor Town neighbourhood urban area stone estate tourism facade Courtyard palace walkway
Trip Ideas Weekend Getaways tree outdoor cemetery park grave building plant shrine
Food + Drink Trip Ideas Weekend Getaways plate food table dish fried food meal breakfast meat cuisine produce snack food fried chicken chicken meat vegetarian food

Savannah, Georgia

Warning: A trip to Savannah is highly caloric. But if you don’t indulge, you’re not doing it right. The line runs down the block for Mrs. Wilkes Dining Room, for very good reason: the fried chicken, candied yams, and macaroni and cheese are so good, you’ll want to get in line all over again for dinner. Explore the city’s art scene at the various galleries around City Market on your own or sign up for a tour on the second Saturday of every month. History buffs can learn about Savannah’s past at the 1868 Mercer Williams House, the former home of Jim Williams and the site of the killing of Danny Hansford in May of 1981 (remember, Midnight in the Garden of Good and Evil?). It’s also worth checking out the iconic Bonaventure Cemetery, dripping in Spanish moss and rumored to be full of ghosts—you can shake off the heebie-jeebies with a jalapeño margarita at the 18th century Olde Pink House.

RELATED: 8 Can’t-Miss Things to Do in Savannah

Book Hotels in Savannah
Family Travel Trip Ideas Weekend Getaways outdoor grass sky natural environment road hill cloud badlands mountain rock landscape Sea rural area Coast sand infrastructure valley geology terrain stone dirt
Trip Ideas Weekend Getaways outdoor estate Courtyard building Architecture arch palace mansion Garden home hacienda monastery facade stone walkway
Trip Ideas Weekend Getaways grass sky outdoor habitat Nature shore Coast reflection Sea body of water cloud water horizon Ocean rock Beach morning Sunset sunlight loch landscape wave sunrise wetland marsh terrain bay dawn clouds
Trip Ideas Weekend Getaways outdoor sky Nature shore Coast Sea Ocean Beach sunrise Sunset wave body of water horizon cloud rock wind wave dawn morning evening sand reflection dusk sunlight material cape terrain

San Diego, California

Of course, you’ll want to hit the beach in San Diego. La Jolla Cove is our personal favorite, with verdant grass that leads to craggy cliffs, but there’s so much more to do in this SoCal city. Wander the 15 (!) museums at the 1,200-acre Balboa Park, hike to the lagoon at Torrey Pines State Natural Reserve, and feast on some of the best Mexican food north of the border at Lucha Libre Gourmet Taco Shop (we love the steak, shrimp, avocado and chipotle taco).

Book Hotels in San Diego
Lakes + Rivers Landmarks Road Trips Trip Ideas Weekend Getaways tree outdoor Nature Waterfall water body of water water feature geological phenomenon Forest rainforest wasserfall ravine old growth forest surrounded
Trip Ideas Weekend Getaways water sky outdoor River bridge skyline City geographical feature landmark cityscape reflection urban area human settlement skyscraper Lake Downtown waterway traveling day
Food + Drink Style + Design Trip Ideas Weekend Getaways shelf book indoor library person bookselling building case retail librarian Design tall
Editors Picks Food + Drink Luxury Travel Style + Design Trip Ideas Weekend Getaways building outdoor road sign street neighbourhood sidewalk Downtown pedestrian corner signage City store

Portland, Oregon

Portland has a reputation for being the Brooklyn of the West—which isn’t entirely unfounded, given its profusion of microbrews and macro-beards. Your first stop: Ned Ludd, where almost everything on the menu (local rabbit and roasted radishes, or chocolate chip cookies in a cast iron pan, for example) is cooked on a wood fire. Hike through the rainforest to feel the spray of the 627-foot waterfall at Multnomah Falls, just half an hour from downtown Portland. Leave time for a trip to peruse the two million-some volume at Powell’s City of Books, a local favorite on Burnside St.

Book Hotels in Portland
Trip Ideas Weekend Getaways mountain sky outdoor Nature mountainous landforms geographical feature mountain range sport venue background valley landscape plateau golf course panorama alps highland
Trip Ideas Weekend Getaways mountain outdoor sky mountainous landforms landform mountain range cable car Nature Adventure hill alps canyon summit walking hillside
Jetsetter Guides Road Trips Trip Ideas Weekend Getaways indoor room red restaurant interior design Bar recreation room decorated
Jetsetter Guides Trip Ideas Weekend Getaways indoor color pink flower food floristry petal sweetness macro photography centrepiece produce flavor meal

Palm Springs, California

Frank Sinatra, Dean Martin, Elizabeth Taylor — a who’s who of showbiz has long found solace in Palm Springs. Today this desert oasis is the perfect mix of modern and kitschy which attracts a hip L.A. crowd. Spend an afternoon wandering the Uptown Design District, where eye-catching boutiques (we love the Midcentury housewares at Christopher Anthony) are joined by retro-chic restaurants and bars. Bootlegger Tiki, Palm Canyon Drive’s mixology-centered newcomer, has a 12–2 a.m. happy hour, kitschy luau-themed décor, and hangover-worthy cocktails (we love the cheekily-named Mango Unchained.) If live music is what you seek, check out Melvyn’s, the storied supper club-style hangout once frequented by Ol’ Blue Eyes himself.

RELATED: The Coolest Things to Do in Palm Springs

Book Hotels in Palm Springs
Trip Ideas Weekend Getaways tree room property porch home living room interior design cottage backyard estate Villa real estate outdoor structure Balcony plant decorated furniture
Trip Ideas Weekend Getaways water sky Boat outdoor vehicle Sea ship Ocean ferry Coast watercraft channel fishing vessel tugboat freight transport Harbor passenger ship cargo ship bay traveling
Trip Ideas Weekend Getaways plate food table dish cuisine white mussel produce Seafood vegetable italian food spaghetti european food scampi meat sauce pasta meal shrimp piece de resistance
Trip Ideas Weekend Getaways outdoor building house sky tree property home residential area estate neighbourhood Architecture cottage old facade suburb mansion farmhouse siding manor house Villa window Garden residential square

Shelter Island, New York

The 12-square-mile atoll sits between the tony North Fork and the Hamptons but feels a hushed world away (more than a third of the area is fiercely protected by the Nature Conservancy). Here, it’s all about unwinding, from the golden-sand beaches and hiking paths to farm fresh produce and sunset cocktails. The island’s newest place to bed down is Chequit Inn, with 37 shabby-chic rooms, C.O. Bigelow toiletries, and complimentary breakfast. For dinner, don’t miss the Montauk pearl oysters and lobster pot pie at Vine Street Café (or pick up goodies to go at the food market out back).

What to Pack

Traveling this season? Don’t forget to pack some of our favorites from Everlane, Shopbop, and more.

For info on these editor-selected items, click to visit the seller’s site. Things you buy may earn us a commission.

Want more?



All products are independently selected by our writers and editors. If you buy something through our links, Jetsetter may earn an affiliate commission.