Book Windham County Family Resorts

Name: Long Trail House at Stratton Mountain Resort
Price range: $442 total

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Top cities in Windham County

We were pretty impressed with this. Never seen a frozen body of water strong enough for all of this activity!

Brattleboro

Stratton

Love our public lands! This Army Corps campground has a clean rushing stream in the middle and mountains all around. Seasonal.

Londonderry

Featured Windham County Kid Friendly Hotels

$125 nightly

$137 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

Guests of The Upper Pass Lodge at Magic Mountain enjoy an outdoor pool, free WiFi in public areas, and a seasonal outdoor pool. There's free parking if you drive. Front-desk staff can assist with securing valuables, luggage storage, and tours or tickets. Additional amenities include coffee/tea in a common area, express check-out, and a terrace.

Pool

Pet friendly

Free Cancellation

Reserve now, pay when you stay

$115 nightly

$127 total

Dec 21 - Dec 22

Total with taxes and fees

Guests of Colonial Motel And Spa have access to a full-service spa, 2 indoor pools, and a gym. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Other amenities at this spa motel include a sauna, free WiFi in public areas, and a hot tub.

Pool

Hot Tub

Free Cancellation

Reserve now, pay when you stay

$147 nightly

$161 total

Dec 24 - Dec 25

Total with taxes and fees

At Hampton Inn Brattleboro, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. If you plan to drive, free parking is available. The front desk is staffed 24 hours a day to help with dry cleaning/laundry and securing valuables. Additional amenities include a hot tub, a 24-hour business center, and coffee/tea in a common area.

Pool

Hot Tub

The Black Bear Lodge at Stratton Mountain Resort

$171 nightly

$188 total

Jan 14 - Jan 15, 2026

Total with taxes and fees

The Black Bear Lodge at Stratton Mountain Resort features a sauna, free WiFi in public areas, and a hot tub. There's free parking and a free ski shuttle. The front desk is staffed 24 hours a day to help with concierge services and securing valuables. Other amenities at this ski resort include conference space, a business center, and coffee/tea in a common area.

Hot Tub

Breakfast included

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Free Cancellation

$144 nightly

$158 total

Dec 21 - Dec 22

Total with taxes and fees

Guests of Holiday Inn Express Hotel & Suites Brattleboro by IHG have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. You can take advantage of free parking, along with limo/town car service. Front-desk staff can answer questions 24/7, and assist with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include meeting rooms, conference space, and a business center.

Pool

Breakfast included

Vantage Point Villas at Stratton Mountain Resort

$316 nightly

$357 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

Guests staying at Vantage Point Villas at Stratton Mountain Resort enjoy access to a golf course, a 24-hour gym, and a sauna. You can take advantage of free parking, along with a free ski shuttle. Staff members can answer questions about accommodations, and also provide concierge services. Other amenities at this ski hotel include free WiFi in public areas, a kids' club, and a meeting room.

Spa

Parking included

Riverside Hotel, an Ascend Collection Hotel

Free Cancellation

$161 nightly

$175 total

Dec 28 - Dec 29

Total with taxes and fees

At Riverside Hotel, an Ascend Collection Hotel, guests have access to a 24-hour gym, free WiFi in public areas, and a conference center. A stay here includes free parking. The 24-hour front desk has staff standing by to help with securing valuables, concierge services, and luggage storage. Additional amenities include express check-out, a terrace, and wedding services.

Parking included

Free WiFi

$108 nightly

$118 total

Dec 22 - Dec 23

Total with taxes and fees

Guests of Black Mountain Inn enjoy access to free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. A stay here includes free parking. The front desk has multilingual staff that can answer questions about the accommodations, services, and more. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include express check-out, laundry facilities, and a garden.

Pool

Breakfast included

$163 nightly

$180 total

Jan 14 - Jan 15, 2026

Total with taxes and fees

The Nutmeg features free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. There's free parking if you drive. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Additional amenities include an arcade/game room, a picnic area, and a garden.

Pool

Breakfast included

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$128 total

Dec 19 - Dec 20

Total with taxes and fees

At Latchis Hotel, guests have access to karaoke, free WiFi in public areas, and conference space. You can take advantage of free parking if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include coffee/tea in a common area, local meal delivery service, and wedding services.

Pet friendly

Parking included

At Quality Inn & Conference Center, guests enjoy an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include meeting rooms, conference space, and coffee/tea in a common area.

Pool

Breakfast included

Free Cancellation

Reserve now, pay when you stay

$52 nightly

$57 total

Dec 28 - Dec 29

Total with taxes and fees

Econo Lodge Brattleboro features free WiFi in public areas, a business center, and a seasonal outdoor pool. Free parking is available if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include express check-in, free newspapers, and laundry facilities.

Pool

Breakfast included

$179 nightly

$197 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

Guests of Blue Gentian Lodge at Magic Mountain enjoy features like a full-service spa, free WiFi in public areas, and conference space. You can put free parking to good use if you drive. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Other amenities at this ski bed & breakfast include a seasonal outdoor pool, coffee/tea in a common area, and a refrigerator in a common area.

Pool

Breakfast included

Guests staying at Grafton Inn enjoy an outdoor pool, a gym, and outdoor tennis courts. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include free WiFi in public areas, a business center, and free use of bicycles.

Pool

Breakfast included

Long Trail House at Stratton Mountain Resort

$391 nightly

$442 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

Long Trail House at Stratton Mountain Resort features a golf course, an outdoor pool, and a gym. Free parking is included with your stay. Front-desk staff can answer questions 24/7, and assist with securing valuables, concierge services, and access to locker space. Other amenities at this ski aparthotel include a sauna, outdoor tennis courts, and indoor tennis courts.

Pool

Hot Tub

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Check out our Windham County Resorts for Kids

Make your next vacation relaxing for the whole family when you book awesome Windham County hotels for kids. These hotels know that family comes first, and they give you everything you need for a great holiday that includes everyone. But most importantly, even Mom and Dad can get some R&R at our kid-friendly hotels, knowing that all the little things are taken care of.

What to expect at Windham County family-friendly hotels
It’s all about making memories on this getaway, and these properties are the experts. Kid-friendly vacations in Windham County are their bread and butter—or peanut butter and jelly. Connected rooms keep bigger crews together. Extra cribs and cots make sure everyone has a bed that’s right for them. And you might even find conveniences like laundry service or kid concierges that are experts on the activities in Windham County.

Traveling with kids means you deserve a bonus. Give yourself some extra perks when you book Windham County luxury family hotels. When you wake up on sheets this luxe, with breakfast this delicious, you won’t want to get out of bed.

The kids will definitely want to get out of bed, especially if you stay at kid-friendly resorts in Windham County. We told you that your next trip could be relaxing for the whole family.

Windham County Kid Friendly Hotels essential information

Kid Friendly Hotels in Windham County	35
Highest price	$442
Cheapest price	$57
Total number of hotels in Windham County	1,372
Popular hotels	The Upper Pass Lodge at Magic Mountain, Colonial Motel And Spa, Hampton Inn Brattleboro, The Black Bear Lodge at Stratton Mountain Resort, Holiday Inn Express Hotel & Suites Brattleboro by IHG, Vantage Point Villas at Stratton Mountain Resort, Riverside Hotel, an Ascend Collection Hotel, Black Mountain Inn, The Nutmeg, Latchis Hotel, Quality Inn & Conference Center, Econo Lodge Brattleboro, Blue Gentian Lodge at Magic Mountain, Grafton Inn, Long Trail House at Stratton Mountain Resort