Best Winter Family Vacations
Best Winter Family Vacations offer a delightful mix of adventure, relaxation, and quality time with loved ones. These getaways cater to a range of interests, from snowy mountain escapes to festive city breaks, ensuring that every family member finds something to enjoy.
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For families seeking winter wonderlands, destinations like Aspen, Colorado, or Whistler, Canada, provide world-class skiing and snowboarding opportunities. These locations often feature kid-friendly slopes, ski schools, and other winter activities such as snow tubing and ice skating. For those who prefer a milder winter experience, cities like New York and Vienna transform into enchanting holiday hubs with dazzling lights, Christmas markets, and seasonal performances. Families can explore historic landmarks, enjoy hearty winter cuisine, and partake in cultural festivities. Additionally, destinations such as Lapland in Finland offer unique experiences like reindeer sleigh rides, visits to Santa Claus Village, and the chance to witness the magical Northern Lights. With diverse options available, winter vacations can create lasting memories for families of all sizes and preferences.
View AllHonolulu - Oahu - Tropical paradise with beaches, culture, and vibrant city life.
View AllLake Tahoe - Crystal-clear alpine lake, stunning mountainous scenery, year-round recreation.
View AllJackson Hole - Scenic valley, outdoor paradise, Grand Teton vicinity, Wyoming.
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View AllGatlinburg - Scenic mountain town, gateway to Great Smoky Mountains.
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View AllSan Antonio - Historic, vibrant city with rich culture and River Walk.
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View AllAspen - Aspen: Ski resort, luxury, scenic beauty, Colorado Rockies.
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View AllSt. Petersburg, FL - Sunny coastal city with vibrant arts and waterfront parks.
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View AllOrlando - Theme parks, sunny weather, family-friendly, vibrant nightlife.
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View AllAnaheim-Disneyland - Anaheim-Disneyland: Iconic theme park, family fun, magical experiences.
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View AllBreckenridge - Scenic mountain town with skiing, hiking, and historic charm.
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View AllU.S. Virgin Islands - Tropical paradise, pristine beaches, vibrant culture, and scenic views.
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View AllCayman Islands - Tropical paradise, crystal-clear waters, vibrant marine life.
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View AllBahamas - Tropical paradise, crystal-clear waters, vibrant culture, stunning beaches.
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View AllBanff - Scenic mountain town; lakes, wildlife, outdoor adventure hub.
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View AllQuebec City - Historic, charming, French-speaking, cobblestone streets, scenic views.
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View AllWhistler - Whistler: Mountain resort, skiing, biking, scenic beauty, vibrant village.
Best Winter Family Vacations
1.
Honolulu - Oahu
Honolulu, located on the island of Oahu, is a vibrant blend of natural beauty and urban sophistication. The city is famed for its stunning Waikiki Beach, where turquoise waters meet golden sands, attracting surfers and sunbathers alike. Beyond the beach, Honolulu offers rich cultural experiences, such as the historic Pearl Harbor National Memorial and the Iolani Palace, the only royal palace in the United States. The bustling streets are lined with upscale shops, world-class dining, and lively nightlife. Outdoor enthusiasts can explore Diamond Head, a dormant volcanic crater offering panoramic views of the island. Honolulu's mix of natural splendor, historical landmarks, and modern amenities make it a must-visit destination in Hawaii.
Hotels
- Halekulani
- The Royal Hawaiian, a Luxury Collection Resort
- Moana Surfrider, A Westin Resort & Spa
- Outrigger Waikiki Beach Resort
- The Modern Honolulu
- Hilton Hawaiian Village Waikiki Beach Resort
- Sheraton Waikiki
- Prince Waikiki
- Aston Waikiki Beach Hotel
- Hyatt Regency Waikiki Beach Resort and Spa
Dining
- Marukame Udon
- Roy's Waikiki
- Helena's Hawaiian Food
- Orchids
- Alan Wong's Honolulu
- Duke's Waikiki
- House Without A Key
- The Pig and the Lady
- MW Restaurant
- Merriman's Honolulu
2.
Lake Tahoe
Lake Tahoe, straddling the border of California and Nevada, is a stunning alpine lake renowned for its crystal-clear waters and picturesque mountain scenery. Nestled in the Sierra Nevada, it is the largest alpine lake in North America and the second deepest in the United States. The area is a year-round destination, offering winter sports like skiing and snowboarding at world-class resorts such as Heavenly and Squaw Valley, and summer activities including boating, hiking, and mountain biking. Emerald Bay, with its iconic Fannette Island, is a must-visit spot for breathtaking views. The lake's surrounding towns, like South Lake Tahoe and Tahoe City, offer vibrant dining, shopping, and entertainment options, making it a versatile getaway for nature lovers and adventure seekers alike.
Hotels
- The Ritz-Carlton, Lake Tahoe
- Hyatt Regency Lake Tahoe Resort, Spa and Casino
- Lake Tahoe Resort Hotel
- Edgewood Tahoe Resort
- The Landing Resort & Spa
- Harrah's Lake Tahoe Hotel & Casino
- Harvey's Lake Tahoe Hotel & Casino
- Basecamp Tahoe City
- Marriott's Timber Lodge
- Cedar Glen Lodge
Dining
- Edgewood Restaurant
- Lone Eagle Grille
- Riva Grill
- The Boathouse on the Pier
- Gar Woods Grill & Pier
- Sunnyside Restaurant & Lodge
- Christy Hill
- Jake's On The Lake
3.
Jackson Hole
Jackson Hole, nestled in Wyoming's Teton Range, is a stunning destination celebrated for its breathtaking natural beauty and outdoor adventures. The valley, flanked by the Grand Teton National Park and Bridger-Teton National Forest, offers a pristine wilderness experience. Visitors can explore scenic hiking trails, pristine rivers, and verdant forests. During winter, Jackson Hole transforms into a premier ski destination with world-class slopes at Jackson Hole Mountain Resort. The town of Jackson provides a charming, rustic atmosphere with art galleries, boutique shops, and gourmet dining. Wildlife enthusiasts can spot elk, bison, and bald eagles, especially at the National Elk Refuge. Jackson Hole's blend of rugged landscapes, rich wildlife, and vibrant local culture make it a must-visit spot in the American West.
Hotels
- Four Seasons Resort and Residences Jackson Hole
- Amangani
- Hotel Jackson
- The Wort Hotel
- Teton Mountain Lodge & Spa
- Snow King Resort
- Spring Creek Ranch
- The Rusty Parrot Lodge & Spa
- Anvil Hotel
- Mountain Modern Motel
Dining
- The Blue Lion
- Snake River Grill
- Trio
- An American Bistro
- Gun Barrel Steak & Game House
- The Kitchen
- Cafe Genevieve
- Persephone Bakery
- Bin22
- Local Restaurant & Bar
- Glorietta Trattoria
4.
Gatlinburg
Nestled in the heart of the Great Smoky Mountains, Gatlinburg, Tennessee, is a charming mountain town renowned for its stunning natural beauty and vibrant attractions. This picturesque destination offers an array of outdoor activities, including hiking, fishing, and wildlife viewing in the adjacent Great Smoky Mountains National Park. Visitors can explore the bustling downtown area, which features unique shops, local crafts, and a variety of dining options. Key attractions include the Gatlinburg SkyLift Park, offering breathtaking views, and the Ripley's Aquarium of the Smokies, which delights all ages. With its blend of scenic splendor and lively entertainment, Gatlinburg is a perfect getaway for nature enthusiasts and families alike.
Hotels
- The Park Vista
- a DoubleTree by Hilton Hotel
- The Greystone Lodge on the River
- Margaritaville Resort Gatlinburg
- Bearskin Lodge on the River
- Gatlinburg Inn
- Old Creek Lodge
- The Appy Lodge
- Riverhouse at the Park
Dining
- The Peddler Steakhouse
- Cherokee Grill
- The Park Grill
- Calhoun's
- Smoky Mountain Brewery
- The Melting Pot
- Bennett's Pit Bar-B-Que
- Crockett's Breakfast Camp
5.
San Antonio
San Antonio, located in south-central Texas, is a vibrant city rich in history and culture. Known for its stunning River Walk, a network of walkways along the San Antonio River, the area is lined with shops, cafes, and lush landscapes. The Alamo, a historic Spanish mission and the site of an iconic 1836 battle, draws millions of visitors annually. San Antonio also boasts the bustling Market Square, a lively hub of Mexican culture with local crafts, music, and food. The city’s diverse attractions include the historic missions, the San Antonio Zoo, and the Tower of the Americas, offering panoramic views. With its blend of tradition and modernity, San Antonio provides a unique and immersive experience for all visitors.
Hotels
- Hotel Valencia Riverwalk
- The St. Anthony, a Luxury Collection Hotel
- Omni La Mansión del Rio
- Hyatt Regency San Antonio Riverwalk
- Mokara Hotel & Spa
- The Westin Riverwalk, San Antonio
- Drury Plaza Hotel San Antonio Riverwalk
- Marriott Riverwalk
- Hotel Contessa
- Hilton Palacio del Rio
Dining
- Biga on the Banks
- Bliss
- Bohanan's Prime Steak and Seafood
- Cured
- Southerleigh Fine Food & Brewery
- Mi Tierra Cafe y Panaderia
- La Fonda on Main
- The Esquire Tavern
- Battalion
- Maverick Texas Brasserie
6.
Aspen
Aspen, nestled in Colorado's Rocky Mountains, is a premier destination renowned for its stunning natural beauty and outdoor recreational activities. Famous for its world-class ski resorts, Aspen Mountain and Snowmass offer pristine slopes for skiing and snowboarding enthusiasts. During the warmer months, the area transforms into a haven for hikers and bikers, with trails leading to breathtaking vistas and alpine lakes. The charming town itself boasts upscale shops, gourmet restaurants, and vibrant arts and cultural scenes, including the renowned Aspen Music Festival. Historic sites like the Wheeler Opera House add a touch of old-world charm. Surrounded by the White River National Forest, Aspen provides a perfect blend of adventure and luxury, attracting visitors year-round.
Hotels
- The Little Nell
- Hotel Jerome, Auberge Resorts Collection
- Limelight Hotel Aspen
- St. Regis Aspen Resort
- W Aspen
- Aspen Meadows Resort
- The Gant
- Aspen Square Condominium Hotel
Dining
- Element 47
- Matsuhisa Aspen
- The White House Tavern
- Ajax Tavern
- Casa Tua
- Clark’s Oyster Bar
- Meat & Cheese Restaurant and Farm Shop
7.
St. Petersburg, FL
St. Petersburg, FL, often known as "St. Pete," is a vibrant city on Florida's Gulf Coast renowned for its stunning waterfront parks, arts scene, and pleasant weather. The city's downtown area is bustling with unique shops, diverse dining options, and cultural attractions like the Salvador Dalí Museum, which houses an extensive collection of the surrealist's works. St. Pete's pristine beaches, particularly St. Pete Beach, offer powdery white sand and clear waters, perfect for relaxation and water activities. The Sunken Gardens, a botanical paradise over a century old, provides a tranquil escape with its exotic plants and cascading waterfalls. With its blend of natural beauty, cultural richness, and year-round sunshine, St. Petersburg, FL, offers an appealing destination for visitors of all interests.
Hotels
- The Vinoy Renaissance St. Petersburg Resort & Golf Club
- The Don CeSar
- Hollander Hotel
- Hyatt Place St. Petersburg / Downtown
- The Birchwood
- Hampton Inn & Suites St. Petersburg/Downtown
- Hilton St. Petersburg Bayfront
- Courtyard by Marriott St. Petersburg Downtown
Dining
- The Mill
- Birch & Vine
- 400 Beach Seafood & Tap House
- Red Mesa Cantina
- Parkshore Grill
- Sea Salt St. Pete
- The Library
- Stillwaters Tavern
- Teak
- Il Ritorno
8.
Orlando
Orlando, located in central Florida, is a world-renowned destination primarily celebrated for its thrilling theme parks, including Walt Disney World, Universal Studios, and SeaWorld. Beyond its iconic attractions, Orlando offers a diverse array of experiences, from lush botanical gardens and serene lakes to vibrant arts districts and eclectic dining options. The city boasts a favorable climate, making outdoor activities like golfing, boating, and exploring nature trails popular year-round. Downtown Orlando is a cultural hub, featuring theaters, galleries, and a bustling nightlife. Family-friendly yet sophisticated, Orlando seamlessly blends adventure with relaxation, attracting millions of visitors annually seeking both magical experiences and leisurely escapes.
Hotels
- Four Seasons Resort Orlando at Walt Disney World Resort
- Waldorf Astoria Orlando
- The Ritz-Carlton Orlando, Grande Lakes
- Universal's Loews Sapphire Falls Resort
- JW Marriott Orlando, Grande Lakes
- Hard Rock Hotel at Universal Orlando
- Disney's Grand Floridian Resort & Spa
- Hyatt Regency Orlando
- Rosen Shingle Creek
- Hilton Orlando Bonnet Creek
Dining
- The Ravenous Pig
- Victoria & Albert's
- Se7en Bites
- The Boathouse
- Prato
- Chatham's Place
- Kadence
- Bull & Bear Steakhouse
- The Capital Grille
- Morimoto Asia
9.
Anaheim-Disneyland
Anaheim, California is home to the world-renowned Disneyland Resort, a premier destination for families and Disney enthusiasts alike. Opened in 1955 by Walt Disney, Disneyland Park is the original theme park featuring iconic attractions such as Sleeping Beauty Castle, Space Mountain, and Pirates of the Caribbean. Adjacent to it is Disney California Adventure Park, which offers modern attractions like Guardians of the Galaxy – Mission: Breakout! and Pixar Pier. The resort also includes Downtown Disney, a lively promenade filled with shops, restaurants, and entertainment. Anaheim-Disneyland provides an enchanting experience with meticulously themed lands, beloved characters, and spectacular parades and fireworks, making it a magical adventure for visitors of all ages.
Hotels
- Disneyland Hotel
- Disney's Grand Californian Hotel & Spa
- Disney's Paradise Pier Hotel
- Anaheim Marriott
- Hilton Anaheim
- The Westin Anaheim Resort
- Courtyard by Marriott Anaheim Theme Park Entrance
- Hyatt House at Anaheim Resort/Convention Center
- Howard Johnson by Wyndham Anaheim Hotel & Water Playground
- Best Western Plus Stovall's Inn
Dining
- Napa Rose
- Blue Bayou Restaurant
- Carthay Circle Restaurant
- Goofy's Kitchen
- Ralph Brennan's Jazz Kitchen
- Trader Sam's Enchanted Tiki Bar
- Plaza Inn
- Tortilla Jo's
- Steakhouse 55
- Catal Restaurant
10.
Breckenridge
Breckenridge, nestled in Colorado's Rocky Mountains, is a charming town renowned for its world-class ski resort and rich history. Established during the mid-19th century Gold Rush, it retains a quaint, historic downtown area filled with Victorian-era buildings, boutique shops, and delightful eateries. In winter, Breckenridge Ski Resort offers diverse terrain for skiing and snowboarding, attracting enthusiasts from around the globe. Summer transforms the area into a haven for hiking, mountain biking, and fly fishing, with scenic trails and alpine lakes. The town also hosts vibrant festivals, such as the Breckenridge International Festival of Arts and Oktoberfest, ensuring year-round appeal. Its blend of outdoor adventure, historical charm, and cultural events make Breckenridge a versatile and attractive destination.
Hotels
- Beaver Run Resort
- The Lodge at Breckenridge
- One Ski Hill Place
- Gravity Haus
- DoubleTree by Hilton Hotel Breckenridge
- Crystal Peak Lodge
- Mountain Thunder Lodge
Dining
- Hearthstone Restaurant
- Relish
- Blue River Bistro
- Aurum Food & Wine
- Twist
- Empire Burger
- South Ridge Seafood Grill
- Modis
- The Canteen Tap House and Tavern
- Giampietro Pasta & Pizzeria
11.
U.S. Virgin Islands
The U.S. Virgin Islands, a Caribbean paradise, encompass St. Thomas, St. John, and St. Croix, each offering unique experiences. St. Thomas, with its bustling capital Charlotte Amalie, is known for vibrant nightlife, luxury shopping, and stunning views from the peak of Mountain Top. St. John, two-thirds of which is a protected national park, boasts pristine beaches like Trunk Bay and lush hiking trails. St. Croix, the largest island, blends rich cultural history with natural beauty, featuring charming towns like Christiansted and Frederiksted, and the underwater wonders of Buck Island Reef National Monument. The islands offer diverse activities from snorkeling and sailing to exploring colonial-era forts and savoring local cuisine, making it a captivating destination for all travelers.
Hotels
- The Ritz-Carlton, St. Thomas
- Marriott's Frenchman's Cove
- Bolongo Bay Beach Resort
- Secret Harbour Beach Resort
- The Buccaneer
- Gallows Point Resort
- Caneel Bay Resort
- Emerald Beach Resort
- Margaritaville Vacation Club by Wyndham
- St. Thomas
- Sugar Bay Resort & Spa
Dining
- The Terrace
- Extra Virgin Bistro
- La Tapa
- Oceana Restaurant & Bistro
- The Longboard
- The Terrace
- ZoZo's at Caneel Bay
- Prime at Paradise Point
- Caribbean Fish Market
- Sunset Grille
12.
Cayman Islands
The Cayman Islands, a trio of islands in the Caribbean Sea, are renowned for their stunning beaches, crystal-clear turquoise waters, and vibrant marine life. Grand Cayman, the largest island, boasts the famous Seven Mile Beach, offering pristine white sands and luxurious resorts. For nature enthusiasts, Stingray City provides a unique opportunity to interact with friendly southern stingrays in their natural habitat. The islands are also a diver's paradise, featuring the spectacular Bloody Bay Wall and the Kittywake shipwreck. Cayman Brac and Little Cayman offer a more tranquil, off-the-beaten-path experience, with rich birdlife and serene landscapes. Beyond natural beauty, the Cayman Islands are a global financial hub, blending tropical allure with modern amenities.
Hotels
- The Ritz-Carlton, Grand Cayman
- Kimpton Seafire Resort + Spa
- Margaritaville Beach Resort Grand Cayman
- Grand Cayman Marriott Beach Resort
- The Westin Grand Cayman Seven Mile Beach Resort & Spa
- Sunshine Suites Resort
- Wyndham Reef Resort
- Holiday Inn Resort Grand Cayman
Dining
- Blue by Eric Ripert
- Calypso Grill
- The Brasserie
- Morgan's Seafood Restaurant
- The Cracked Conch
- Luca
- Sunshine Grill
- Kaibo Beach Bar & Grill
- Agua Restaurant & Lounge
- The Wharf Restaurant & Bar
13.
Bahamas
The Bahamas, a stunning archipelago of 700 islands and over 2,000 cays, is renowned for its pristine white-sand beaches, crystal-clear turquoise waters, and vibrant marine life. Located in the Atlantic Ocean, southeast of Florida, this tropical paradise offers a myriad of attractions. Visitors can explore the bustling capital city of Nassau, dive into the depths of the Andros Barrier Reef, or relax on the pink sands of Harbour Island. The Exumas, a chain of islands, is famous for its swimming pigs and sapphire-blue waters. Rich in history and culture, the Bahamas also boasts colonial architecture, lively festivals, and a warm, welcoming atmosphere. It's a perfect destination for adventure, relaxation, and experiencing the natural beauty of the Caribbean.
Hotels
- The Ocean Club, A Four Seasons Resort
- Grand Hyatt Baha Mar
- SLS Baha Mar
- Breezes Resort & Spa Bahamas
- Atlantis Paradise Island
- Sandals Royal Bahamian Spa Resort & Offshore Island
- Melia Nassau Beach
- All Inclusive
- Warwick Paradise Island Bahamas
- All Inclusive
- The Cove at Atlantis
- Rosewood Baha Mar
Dining
- Graycliff Restaurant
- Fish Fry (Arawak Cay)
- Café Matisse
- Sapodilla
- Nobu
- Dune
- Luciano's of Chicago
- Mahogany House
- The Poop Deck
- Shoal Bistro
14.
Banff
Nestled in the heart of the Canadian Rockies, Banff is a picturesque town within Banff National Park, Alberta. Renowned for its stunning mountain scenery, crystal-clear alpine lakes, and abundant wildlife, Banff offers a plethora of outdoor activities year-round. Visitors can explore iconic sights like Lake Louise, Moraine Lake, and the Banff Gondola, which provides panoramic views of the Bow Valley. The town itself, with its charming streets, boutique shops, and diverse dining options, serves as a perfect base for adventures. Whether you're hiking, skiing, or simply soaking in the natural hot springs, Banff's breathtaking landscapes and vibrant atmosphere make it a must-visit destination for nature lovers and adventure seekers alike.
Hotels
- Fairmont Banff Springs
- Rimrock Resort Hotel
- Moose Hotel & Suites
- Banff Park Lodge
- Fox Hotel & Suites
Dining
- The Bison Restaurant
- The Maple Leaf
- Sky Bistro
- Eden
- Park Distillery Restaurant + Bar
- Grizzly House
- Block Kitchen + Bar
- Tooloulou’s
- Saltlik Banff
- The Bear Street Tavern
15.
Quebec City
Quebec City, the capital of the Canadian province of Quebec, is a charming blend of old-world European charm and modern North American vibrancy. Founded in 1608, its historic district, Old Quebec, is a UNESCO World Heritage site, featuring cobblestone streets, fortified city walls, and landmarks like the iconic Château Frontenac. The city's rich history is showcased in attractions such as the Citadelle of Quebec and the Plains of Abraham. Visitors can stroll along the picturesque Terrasse Dufferin, enjoy the bustling atmosphere of Petit Champlain, and savor French-inspired cuisine in numerous bistros and cafes. With its vibrant festivals, scenic views of the St. Lawrence River, and a warm, welcoming atmosphere, Quebec City offers a unique and memorable travel experience.
Hotels
- Fairmont Le Château Frontenac
- Auberge Saint-Antoine
- Hôtel Le Germain Québec
- Hôtel 71
- Hôtel Manoir Victoria
- Hôtel Palace Royal
- Le Monastère des Augustines
- Hôtel Clarendon
- Hôtel Château Laurier Québec
- Hôtel Le Priori
Dining
- Le Continental
- Légende
- Chez Muffy
- Restaurant Tanière³
- Bistro L'Orygine
- Laurie Raphaël
- Le Saint-Amour
- Chez Boulay-Bistro Boréal
16.
Whistler
Whistler, located in British Columbia, Canada, is a world-renowned resort town celebrated for its stunning natural beauty and outdoor recreational opportunities. Nestled in the Coast Mountains, it boasts two majestic peaks, Whistler and Blackcomb, which offer some of North America's best skiing and snowboarding terrain. In addition to winter sports, Whistler transforms in the summer into a haven for mountain biking, hiking, and golfing. The vibrant pedestrian village at the base of the mountains is alive with a mix of luxury accommodations, shops, restaurants, and lively entertainment options. Whistler also hosts cultural events and festivals year-round, including the Whistler Film Festival and Crankworx, a premier mountain biking event. Its breathtaking landscapes and diverse activities make Whistler an all-season destination for adventure seekers and relaxation enthusiasts alike.
Hotels
- Fairmont Chateau Whistler
- Four Seasons Resort Whistler
- The Westin Resort & Spa, Whistler
- Pan Pacific Whistler Mountainside
- Nita Lake Lodge
- Summit Lodge Boutique Hotel
- Delta Hotels by Marriott Whistler Village Suites
- The Crystal Lodge & Suites
- Aava Whistler Hotel
- Hilton Whistler Resort & Spa
Dining
- Araxi Restaurant & Oyster Bar
- Bearfoot Bistro
- Red Door Bistro
- Rimrock Café
- Il Caminetto
- 21 Steps Kitchen + Bar
- Alta Bistro
- The Wildflower
- Sushi Village
- Creekbread
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