Dreaming of a winter family getaway in Maine that combines luxury, adventure, and breathtaking scenery?
Look no further than our list of top luxury family resorts in Maine to visit this winter. From the rugged coast of Maine to the majestic mountains in the north, Maine offers a stunning backdrop for winter family fun.
Whether you’re hitting the slopes, relaxing in a hot tub with ocean views, or being pulled through the snow-covered trails by a team of dogs, these luxury resorts provide the perfect setting for an unforgettable family vacation in Maine.
Get ready to discover the best winter family getaways that Maine has to offer, where every detail is designed to make your stay memorable.
Oceanfront Views at
Cliff House Maine
Cozy photo, thanks to Cliff House Maine
Cliff House Maine is where family getaways meet grown-up luxury. Set on 70 oceanfront acres above Bald Head Cliff, this coastal resort blends New England charm with show-stopping Atlantic views and family-friendly amenities.
First opened in 1872 and now completely reimagined, it’s one of the most stunning year-round oceanfront resorts in New England. Spend mornings by the saltwater pool, afternoons exploring Ogunquit’s beaches, and evenings with a glass of wine watching waves crash below.
Just over an hour north of Boston and minutes from Portsmouth and Nubble Lighthouse, Cliff House makes it easy to pair luxury with Maine’s wild, natural beauty.
Gorgeous ocean view guest room (Photo Thanks to Cliff House Maine)
Accommodations and Dining at Cliff House Maine
- Family Suites and Cottages: Choose from spacious family suites at the main hotel or one of the coveted oceanfront private cottages.
- On-Site Restaurants: Enjoy fine family dining at The Tiller, which offers delicious food with stunning water views, or Nubb’s Lobster Shack, which offers oceanfront indoor meals or outside in heated Sea Globes during the winter.
- In-room Dining: Convenient in-room dining for when you need to stay in and enjoy delicious food.
Keep the Vacationland vibes going even after you head home with some of the state’s best local flavors.
Our Food Gifts from Maine guide has all the must-try treats to bring a taste of vacation back with you.
Families love the year-round heated indoor swimming pool and hot tub.
Family-Friendly Activities at Cliff House Maine
- Indoor Saltwater Pool: The heated indoor pool is perfect for year-round swimming and family fun.
- Outdoor Saltwater Hot Tub: Relax in the outdoor saltwater hot tub with a heated walkway, offering a luxurious way to unwind amidst the winter scenery. (ages 13 and up)
- Complimentary Family Movies: Enjoy complimentary family movies twice a day in the private movie theater.
- Art Classes and Crafts: Engage in creative activities with on-site art classes suitable for all ages, candle making, and fun craft sessions.
- Make Your Own Stuffed Animal: Children will love the chance to create their own stuffed animal as a unique souvenir to take home.
- Outdoor Fire Pit: Gather around the outdoor fire pit for s’mores and cozy evenings under the stars.
- Daily Activities and Recreation: The on-site recreation director ensures there is always something fun and engaging for families to do, with a comprehensive list of daily family activities.
Enjoy the oceanfront views of the Atlantic from the large outdoor hot tub.
Recreation and Wellness at Cliff House Maine
- Walking Trails: Explore Cliff House Maine’s 70 acres of scenic walking trails, ideal for winter hikes and nature walks.
- Fitness Center: Stay active with access to the fitness center, offering group or private classes.
- Volvo Driving Experience: Take advantage of Cliff House Maine’s complimentary Volvo driving experience to explore the area. Contact Cliff House Maine for details on the Volvo Driving Experience.
- Live Music: Enjoy live music Thursday through Sunday in the Tidemark Lounge.
Seasonal festivities take center stage at Cliff House Maine.
Shopping and Souvenirs at Cliff House Maine
- Gift Shops: Visit the two on-site gift shops for unique souvenirs and travel necessities.
The Nubble Lighthouse is located near Cliff House Maine's property.
Cliff House Maine’s Nearby Attractions
- Ogunquit Beach: Just minutes away, visit Ogunquit’s sandy beaches for a brisk winter stroll along the coast.
- Nubble Lighthouse: Explore this historic landmark, which offers picturesque views and photo opportunities.
Cliff House Maine is the perfect blend of luxury and family-friendly amenities, making it an ideal winter destination.
Its range of daily activities, luxury accommodations, and stunning views promise a memorable stay for families looking to enjoy the best of Maine in winter.
Start planning your winter trip to Cliff House Maine, today.
Visiting Samoset Resort
This Winter
Warm up by an outdoor fire pit at Samoset Resort this winter. (Photo thanks to Samoset Resort)
Samoset Resort in Rockport, Maine is a New England classic that somehow still feels fresh.
On the Atlantic coast just south of Camden, it’s known for its sweeping ocean views, easygoing luxury, and family-friendly vibe.
Open since 1889, this resort keeps things simple… great food, plenty of space to relax, and winter activities that actually make cold weather fun.
Go skating by the water, unwind in the wellness center, or just take in the view from your balcony. However you do it, Samoset makes winter on the Maine coast feel like time well spent.
Spacious guest suite at Samoset. (photo thanks to Samoset Resort)
Accommodations at Samoset Resort
With 178 guest rooms and suites, all with private balconies or terraces overlooking the ocean, you’ll enjoy the peaceful elegance of Penobscot Bay with all the comforts of home.
Family Suites:
Choose from a range of options, including connecting rooms, king-bed suites with bunk beds, condo-style rooms, and luxury private cottages.
Dogs under 30 lbs are allowed for a fee.
Enjoy the winter activities at Samoset Resort.
Winter Activities and Events at Samoset Resort
- Glacier Ice Bar: A must-see winter event on the Maine coast, the Glacier Ice Bar at Samoset Resort takes place over two weekends in January (January 16–18, 23–24, 2026). Enjoy a creative menu of hot and cold cocktails, beer, mocktails, and signature ice luges alongside light bites, locally loved chili, and New England clam chowder.
- Gather Around The Fire Pits: Roast marshmallows under the stars or relax in private igloos.
- Winter Break Activities: Offering a variety of family activities during winter break, including scavenger hunts, cookie decorating, crafts, movies, s’mores, and a later movie for older kids.
- Christmas and New Year’s Festivities: Enjoy festive celebrations and menus at the resort during the holiday season.
Splash year-round in Samoset's heated indoor pool.
On-Site Activities at Samoset Resort
- Family Game Room: The Game Room is equipped with play sets, foosball, ping pong, corn hole, board games, and movies, ensuring fun for the whole family on snowy days.
- Pools and Fitness Center: The resort features a seasonal heated outdoor pool, a year-round indoor pool, and a fitness center. Guests can also enjoy shuffleboard, cornhole, and matches on the outdoor tennis and basketball courts.
- Golf Course Walking: During the off-season, guests can walk along the coastal golf course paths. In-season, walking is permitted on the paths after 7 p.m. and early in the morning.
Dining Options at Samoset Resort
- La Bella Vita: Enjoy a variety of family-friendly Italian dishes, including delicious brick-oven pizzas and fresh pasta. This restaurant is perfect for a relaxed meal with options that everyone will love.
- Enoteca Lounge: Savor small bites in a cozy, inviting atmosphere. Ideal for a pre-dinner snack or a light meal before heading out.
- In-Room Dining: Convenient dining is brought directly to your room, perfect for relaxing after a day of winter activities. It’s a great option for private, comfortable meals when everyone wants to stay in.
View the Rockland Breakwater Lighthouse from Samoset Resort.
Samoset Resort’s Nearby Attractions
- Camden Snow Bowl: Experience the National Toboggan Races, cross-country skiing, inner tubing, and downhill skiing in midcoast Maine.
- Bowling: Try candlepin bowling at Oakland Park Bowling Lanes in Rockport, a fun activity unique to New England.
- Rockland Breakwater and Lighthouse: Located directly in front of the resort, the breakwater is made up of giant granite blocks and leads to a lighthouse that hosts open houses during the summer months.
Samoset Resort offers a luxurious and family-friendly oceanfront retreat, perfect for a winter family getaway in Maine.
With a wide range of activities, elegant accommodations, and scenic surroundings, it promises an unforgettable experience for guests of all ages.
Plan your visit to Samoset Resort today and discover the perfect blend of legacy and luxury on the beautiful Maine coast.
If you’re planning a winter getaway and love Maine so much that you’re already thinking about a summer trip too, Explore our Guide to the Top Oceanfront Places to Stay in Maine this Summer.
Sunday River Resort's Full Experience
Sunday River is a top family ski destination in Maine.
Sunday River Resort is one of New England’s premier winter destinations, offering luxurious accommodations, thrilling winter activities, and convenient mountain access.
Located in Newry, Maine, Sunday River is perfect for families looking to enjoy a winter getaway with top-notch amenities, multiple lodging options and convenient slope side access.
Enjoy the heated outdoor pool and dining igloos at Sunday River. (Photo thanks to Sunday River)
Family Activities at Sunday River Resort
Skiing and Snowboarding: Explore over 800 acres across 8 interconnected peaks and 135 trails, perfect for family adventures.
Alpeniglu Experience: Located in the Jordan Bowl, the Alpeniglu Experience is a snow igloo and ice lounge offering drinks, vibrant music, colorful lights, and unique snow carvings by local artists.
Twilight Skiing and Après Aglow: Experience twilight skiing, fireworks, and fire dancers, along with a magical stroll through the illuminated Après Aglow trail.
Eddy and Betty Scavenger Hunt: Join the fun with the Eddy and Betty scavenger hunt, meet the yetis, and enjoy family-friendly activities.
Ski Bike Rentals: Try something new with ski bike rentals available at the SnowSports School.
Dog Sledding: Enjoy dog sledding adventures with Mahoosuc Guide Services, offering day and overnight trips.
Ice Climbing: Experience ice climbing with guides for an adventurous outing.
Recreation and Wellness at Sunday River Resort
Ski-In/Ski-Out Access: Enjoy convenient access to the slopes with true ski-in/ski-out accommodations.
Complimentary Resort Shuttle Service: Easily explore the resort and surrounding areas with the complimentary shuttle service.
Fitness Center: Stay active with access to fitness centers at both hotels.
Staying at Sunday River's Jordan Hotel
Set in the most spectacular mountain location in New England, the Jordan Hotel offers sweeping views of the resort’s western peaks and the Mahoosuc Range.
Located on the slope side, The Jordan Hotel provides immediate access to some of the best ski terrain in Maine via the Jordan 8 chairlift.
Jordan Hotel at Sunday River Resort
Accommodations and Amenities at The Jordan Hotel
Choose from 186 different accommodations, ranging from standard guest rooms to spacious three-bedroom suites.
Jordan Spa: Indulge in spa and massage services for ultimate relaxation after a day with the family.
Dining: The Jordon Hotel offers several on-site dining options, including several restaurants and bars. Kids will delight in the new food trucks outside the hotel, especially the legendary waffles from Waffle Cabin.
Family Amenities: Heated outdoor pool, hot tub, Friday night s’mores by the fire pit, planned family activities, and complimentary board games and movies.
Staying at Sunday River's
Grand Summit Hotel
The Grand Summit Hotel offers luxury full-service amenities and a prime slope-side location, ideal for Maine family vacations.
It is just minutes away from the resort center and all winter activities, with ski-in/ski-out access to beginner-friendly terrain.
Grand Summit Hotel at Sunday River Resort
Accommodations and Amenities at The Grand Summit Hotel
Room Options: There are 230 rooms, ranging from standard rooms to family suites, many with full kitchens and plenty of space for the whole family.
Dining: Enjoy breakfast, lunch, and dinner at Camp or lunch, dinner, and drinks at the Foggy Goggle.
Amenities: Heated outdoor pool and hot tub, health club, and Ski Valet
Family-Friendly Features: Access to the lower White Cap area, ideal for all abilities, and a short drive or shuttle ride to South Ridge Base Lodge and SnowSports School.
Sunday River Ski Resort is the ultimate winter destination for families seeking luxury and adventure.
With top-tier accommodations at the Jordan Hotel and Grand Summit Hotel, a wide range of winter activities, and stunning mountain scenery, Sunday River Ski Resort promises an unforgettable experience.
Plan your trip to Sunday River Mountain Resort today and enjoy the best of Maine in winter with your family.
Enjoy the Views From Sugarloaf Mountain Hotel
Sugarloaf Mountain Hotel is a top family destination in Maine.
Sugarloaf Mountain Resort is one of those places that just sticks with families.
Between the wide-open runs, the steady rhythm of the lifts, and that familiar turn at “Oh My Gosh Corner”, it’s easy to see why so many make it their go-to spot every winter.
It’s big enough to keep everyone happy, but still has that small-town Maine feel.
This Maine ski resort is friendly, familiar, and built around a shared love of the mountain.
For a lot of families, the drive up the Access Road isn’t just the start of a ski trip… it’s the start of the season.
176 trails at Sugarloaf to explore with your family.
Family Activities at Sugarloaf Mountain Resort
Skiing and Snowboarding: 15 lifts, 12 family-friendly beginner and intermediate trails, plus 164 exciting mountain trails to explore.
Child Care: Sugarloaf Child Care provides quality care for children ages 1.5 to 3 years in a licensed facility, ensuring a safe and fun environment with professional caregivers.
Fat Biking: Enjoy fat biking on select trails at the Sugarloaf Outdoor Center.
Cross-Country Skiing: Explore miles of groomed trails at Maine’s largest Nordic Center.
Sno-Go Ski bikes: Rent a Sno-Go Ski bike and experience the thrill of mountain biking on skis.
Ice Skating: The Outdoor Center offers an NHL-sized rink and skate rentals for children and adults.
Cat Skiing: Access the Eastern Territory in style with Burnt Mountain Snow Cat.
Snowshoeing: Enjoy well-marked snowshoe trails at the Sugarloaf Outdoor Center.
Spend your days exploring the trails of Sugarloaf.
Staying at Sugarloaf Mountain Hotel
Relax in rustic Maine comfort at the Sugarloaf Mountain Hotel, conveniently located in the heart of Sugarloaf Village.
With a design inspired by classic New England farmhouses, this hotel evokes the warmth of a rustic mountain lodge with the convenience of a modern resort.
Sugarloaf Mountain Hotel welcomes families with fully stocked, spacious suites.
Accommodations and Dining at Sugarloaf Mountain Hotel
From classic rooms to spacious three-bedroom penthouse suites, there is something for everyone.
Three-Bedroom Penthouse Suite: This premiere lodging unit spans three levels and sleeps up to 8. It features a private sauna and hot tub, a large living area with a sleeper sofa, 3.5 bathrooms, and a full-sized kitchen.
Dining at Sugarloaf Mountain Hotel
45 North: Located just off the lobby, 45 North serves breakfast and dinner daily. Enjoy custom cocktails and local beers in the welcoming pub, or savor dishes made with fresh, locally sourced ingredients.
Widowmaker: Conveniently located at the top of the base lodge, serving aprés lunch and dinner all day in a stunning sunny setting.
Bullwinkle’s: A convenient on-mountain ski-in/ski-out restaurant offering a family-friendly American menu, perfect for warming up mid-day.
Variety of Casual Dining Options: In addition to Restaurant Options at Sugarloaf Mountain Hotel, enjoy grab-and-go dining indoors and outdoors, plus a delicious alpine market offering charcuterie and fondue.
Amenities at Sugarloaf Mountain Hotel
Outdoor Hot Tub: Relax your muscles after a day on the slopes in the 30-person outdoor hot tub.
Wellness Center: Includes a sauna, steam room, and fitness center.
Conference Center: Home of the Sugarloaf Conference Center, voted “Best in the East” by Meetings East Magazine.
Convenient Services: Complimentary winter shuttle service, valet parking, and free wi-fi.
With over 1,400 acres of skiable terrain and 15 lifts—always with more in the works—Sugarloaf Mountain Resort stands as Maine’s premier ski destination.
The resort’s commitment to families shines through with the addition of a new Family Learning Area, part of a $100 million + expansion, ensuring that Sugarloaf continues to be a top choice for winter fun and adventure in Maine.
Discover the Best Luxury Family Resorts in Maine Today!
Maine’s luxury family resorts make winter feel like something worth looking forward to.
Between the ski slopes, indoor pools, and fire pits that never seem to go out, these getaways strike the perfect balance between adventure and downtime.
Kids can hit the mountain, hang in game rooms, or roast s’mores under the stars… while you get a little of that Maine calm that always feels earned.
From coast to mountains, these luxury family resorts in Maine turn winter into a season you’ll actually want to repeat.