Martinis, Mokes and Mid-Century Modern: 16 Hotels for the Ultimate Vintage Girls’ Summer Vacation

The Dunlin is a boutique property that feels like a Southern summer house with breezy “coastal grandma” details of mint green, wicker furnishings and wide porches. Think caftans, iced tea, beach reads set alongside the serene Kiawah River. Named after an arresting local shorebird, this hotel is just 20 miles from Charleston and is spread over 2,000 scenic acres for picnics and bike riding. This boutique stay was basically built for a vintage girls vacation: bike rides, picnics, porch lounging, and slow afternoons by the marsh. There are 72 cottage-style guest rooms and suites and two riverfront bungalows perfect for big groups of your best gals. Partake in culinary workshops crafting the Lowcountry’s favorite spread in a pimento cheese cooking class or lounge in wicker chair as you learn Mahjong. 

Girls' Trip Must:

• The Dunlin’s Coastal Safari
• Southern Sips Cocktail Class
• Picnic & Boat Ride Experience 
• Mahjong Lessons 
• Farm Visit to Feed Animals and Gather Eggs 

Private martini service, anyone? Municipal Grand is a 44-room boutique hotel in Savannah’s North Historic District, situated within a restored 1961 mid-century bank building. The property marries Savannah’s architectural heritage with a more playful, cocktail-forward energy, which is anchored by Municipal Bar (the lobby bar), Sun Club (rooftop bar and lounge), and The Hot Eye (a moody, subterranean cocktail den).

Moreover, the chic property recently introduced a new “For the Girls” package in partnership with Joyride Boat Club, which includes a Property Martini Service (martinis and fries served either in-room or at the bar), a two-hour private boat cruise through Savannah’s waterways, and a vintage car rental. 

Girls' Trip Must: 

• Picnic and play cards while cruising the lowlands in a vintage boat 
• Order swan martinis and fries to your room 
• Cruise downtown in a Moke 

The Shelborne Hotel first opened its doors in 1941 as a sumptuous Miami Beach retreat an is one of the district’s most celebrated examples of Art Deco architecture, and in 2024 it was honorably restored to its original 1940s glory. Over the years, it hosted the likes of Frank Sinatra, Marilyn Monroe, and The Beatles. The hotel is now home to 251 elegant guest rooms and suites, each inspired by Miami and its Art Deco heritage. The hotel’s pool, which boasts a landmark Art Deco diving platform and expansive Beach Club, featuring private cabanas and chaise lounges, is the spot for a leisurely girls’ getaway. 

Girls' Trip Must: 

• Explore Miami Beach’s Art Deco District, a living museum and home to over 800 historic façades. 
• Read books on the beach. As a guest you will have direct access to the beach, including two lounge chairs and towels. 

Faraway Nantucket blends historic island charm with a fresh, design-forward perspective. Centered around garden courtyards and lantern-lit lounges, the 58-room boutique hotel offers a walkable, social base for the harbor, shops, and beaches. To vacation like the Kennedys, Faraway Nantucket is once again bringing back the quintessential “East Coast” summer, with sailboats in the harbor, breezy bike rides through town, and evenings by the water. Aye Aye, Captain!

Girls' Trip Must: 

• Bike into town on vintage beach cruisers for homemade ice cream at The Juice Bar.
• Book a group surfing lesson with ACK Surf School.
• Book the bunk bed room that sleeps four, for ultimate childhood nostalgia. 

Find a full girls' trip for Faraway Nantucket itinerary here ->

First opened in 1966  and reopened in summer 2024 following the full reimagination of a classic mid-century motor lodge, The Beachside is basically the Nantucket girls trip for anyone who wants that “great American summer” feeling. Think vintage arcade games, classic movie nights, complimentary cruiser bikes, a private lawn for barefoot cornhole, and a Swim Club. The design nods to Nantucket’s 1960s and 1970s era as an artistic hideaway, with neutral and mocha checks, burnt orange, organic green accents, Marshall speakers, D.S. & Durga bath amenities, and plush checkered robes that make the whole thing feel retro, but not dusty. It’s walking distance to Jetties Beach and town, which means the itinerary can stay delightfully unserious: bike ride, pool, arcade, lobster bake, repeat.

Girls' Trip Must: 

• Take the complimentary cruisers into town
• Hide from the heat in the vintage arcade
•  Make the Swim Club your daytime headquarters
•  Plan a classic movie night
• Claim the lawn for picnics, cornhole, cocktails, and barefoot hangs
• Pack picnic snacks or plan a lobster bake

Private tarot card readings with your girls? Yes, please! Situated on the beach near the center of Montauk, Marram is a boutique retreat. The inviting hotel features 96 guest rooms, an open communal lounge, and a South American café, Mostrador, helmed by renowned chef Fernando Trocca. For the perfect vintage girls’ summer vacation, opt for the hotel’s creative workshops, such as painting or jewelry making, nature walks, and RetroSpec cruiser bikes. Additionally, you can also book experiences like private tarot card readings, guided nature walks, catamaran charters, and crystal workshops.

Marrying mid-century nostalgia with the spirit of Hawaii, Wayfinder Waikiki transports guests to a more relaxed, analog era of travel. Vintage-inspired design details, from striped poolside loungers to thoughtfully curated interiors, set a timeless, transportive tone. The hotel’s coffee bar, B-Side, adds to the ambiance with its off-the-beaten-path feel, vinyl-spinning soundtrack, and design reminiscent of classic album covers. Your crew can fully unplug with in-room record players after a day of surfing, or explore Waikiki in style with a spin in the hotel’s open-air Moke.

Girls' Trip Must: 

• Order a round of pineapple and coconut slushies at the poolside tropical speakeasy
• Room service + records: wind down the evening with some jams from your in-room record player while munching on a poke bowl
• Take a group ukelele class 

For a relaxed yet fun vintage girls’ weekend, make your way to Lafayette Hotel, a landmark of San Diego’s history situated in the city’s North Park neighborhood. The Lafayette Hotel is a two-and-a-half-acre Colonial-style hotel constructed in 1946 by entrepreneur Larry Imig as a sanctuary for Hollywood celebrities. The Lafayette Hotel’s most recent renovation includes eight new food and beverage outlets. Begin your day at the iconic Lafayette Pool, followed by brunch at Beginner’s Diner and bowling at the Gutter. End your night with cocktails at the Lobby Bar, dinner at Quixote, and a nightcap and jazz show at Lou Lou’s Jungle Room.

Girls' Trip Must: 

• Unwind at the onsite retro-inspired bowling alley. Make sure to reserve a lane ahead of your trip. 
• Have a late night feast at the 24 hour diner.
• Lounge at Lafayette Hotel's retro-inspired pool, blending 1940s glamour with modern comfort.

Hotel Bardo is the Savannah girls trip for anyone who wants their Southern charm with a pool chair and a pasta reservation. Set in a reimagined 1888 mansion near Forsyth Park, the property mixes historic Savannah bones with 1960s and Italian-coast-inspired design: colorful interiors, a sun-drenched pool scene, lush courtyard spaces, coastal Italian dining at Saint Bibiana, cocktails at The Green Room, poolside bites at Bar Bibi, Saltgrass Spa, Shop Bardo, and even hands-on cooking classes. It’s polished but not sleepy, glamorous but not stiff, and very much built for a girls weekend where the itinerary is basically: massage, spritz, pasta, pool, repeat. Their Girlfriends Getaway package makes it even easier, with a Champagne welcome, dinner reservations at Saint Bibiana, and massages included with a two-night stay

This Relais & Châteaux property offers a modern take on the “golden age” getaway. The historic, adults-only desert retreat mixes heritage, glamour, and analog ease in a setting where days are sun-soaked and time slows down in all the right ways. Originally founded in 1896, the 1,100-acre oasis channels a Riviera-like nostalgia through the lens of the American West, where palm-lined paths, mineral hot springs, and open-air dining invite guests to dress up and disconnect. The property’s new Top of the Lodge accommodation (3-bedroom, 4-bathroom suite) serves as an ideal home base for group getaways, accommodating up to eight guests with panoramic mountain views and a warm, communal layout. We also love their complimentary group activities that include paddleboard yoga, meditation, pickleball lessons and guided hiking excursions.

Located on the picturesque Harbour Island, this hotel showcases the vibrancy of The Bahamas with its bright and bold interiors. The property’s guest rooms, cottages, and private residences are conceptualized for easy island living. Expect arresting decor pieces and a fun, tropical design style. Begin your day at the serene beach, spend the afternoon with margaritas at the Beach Bar or the  oceanfront pool followed by a game of tennis, padel or pickleball. If you’re looking for more adventure, go on a fishing trip or a boat excursion. 

Perched along the edge of Somes Sound, and the Acadia National Park, The Claremont Hotel offers a kind of summer vacation that feels both timeless and entirely your own. Originally built in 1883, this heritage property has that unmistakable, nostalgic pull. Housing guest rooms, cottages, cabins, and full vacation homes, the hotel is designed for a group vacation. Go on a boat tour aboard the Lady Clare, a beautifully restored, 47 foot, 1948 wooden boat or have a leisurely meal at Little Fern or Fish Camp. Moreover, you don’t want to miss their daily yoga sessions. Namaste!

Established in 1919, Hotel El Roblar showcases a Californian take on Golden Age glamour, featuring Spanish Mission-inspired architecture. The property is located in the heart of Ojai, a quaint town known for its awe-inspiring natural beauty, farmers’ markets, wine and olive oil tastings, outdoor dining, and live music, making it an ideal destination for an analog, activity-driven escape. The 50-room hotel boasts two eateries, including the old-school Condor Bar, a well-manicured Spanish walled garden, and a ruffle, cabana-lined pool.

Girls' Trip Must:

• Spend the day biking around the town of Ojai with your girlfriends on the property’s complimentary vintage bicycles.

Originally unveiled in the roaring twenties as a trendy waterfront retreat developed by local banker Fred B. Dunn, this historic hotel quickly became a playground for Hollywood legends such as Elizabeth Taylor and Babe Ruth. Presently, the hotel has been reimagined to include elevated dining destinations, including Sky Room, Nettuno, HALO Rooftop, Alter Ego, and La Sala. Grab a drink or two at Alter Ego, the hotel’s speakeasy-style jazz lounge, which is reminiscent of the hotel’s 1920s roots. It is the perfect destination for a group looking to celebrate the history of California’s beautiful coast.

A contemporary interpretation of a luxurious residential estate, this scenic property is home to a 10-acre setting in the center of Austin. This hotel and social club marries European elegance with Texas hospitality. Reimagined by well-known designer Ken Fulk, the property’s interiors are sumptuous, and feature aesthetically pleasing furnishings. Grab sharing plates and cocktails at Lutie's Garden Restaurant, which serves delectable seasonal dishes crafting using the freshest locally sourced ingredients. Yum!

If your girls’ trip Pinterest board includes tiled courtyards, late dinners, and a little bit of mystery, Esmé Hotel is your spot. Set along Española Way, the hotel feels like a hidden Mediterranean pocket in the middle of South Beach, all terracotta walls, carved wood doors, and glossy green zellige bathrooms that make getting ready feel like part of the night. Rooms lean cozy and romantic, with options to take over Casa Matanza if your group wants something a bit more private (and a little moodier). Rooftop pool afternoons that turn into Golden Hour at The Roof (spritzes, margaritas, small plates), wood-fired dinners at The Drexel, then Bamboo Room for tiki cocktails and vinyl sets. Add live music, Jazz Sundays, and a lineup of bars and restaurants built into the property, and you have a setup that covers the full night without overthinking it, with the beach and everything else just a short walk away.

Banana leaves pressed into the skyline, pink stucco and ornate supper clubs, a girls’ trip that feels lifted from another era of resort life, where afternoons revolve around the pool and evenings call for a reservation somewhere swanky and a round of espresso martinis. Send the text, pick the dates, and make it official before the group chat turns into “we should’ve.”

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