A wooden covered bridge over a river with stone walls on either side.

Windham County Family friendly Hotels

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Check availability on Windham County Family friendly Hotels

Our top choices for Windham County family-friendly hotels

A hotel room with a large bed, a television, a desk with a lamp, a window with curtains, and a painting on the wall.

1. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very good, (710 reviews)
The price is RM381
RM436 total
includes taxes & fees
19 Oct - 20 Oct
The Upper Pass Lodge at Magic Mountain
A cozy living room with a fireplace, a coffee station, and a view of the outside.

2. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.2 out of 10, (93 reviews)
  • cleanliness
    Family fun abounds at this colonial motel with two indoor pools, spa services, and family dining options.
The price is RM364
RM400 total
includes taxes & fees
1 Nov - 2 Nov
Colonial Motel
A large indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.

3. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,000 reviews)
  • cleanliness
    Family fun awaits with indoor pool and hot tub near Brattleboro Bowl for entertainment and relaxation.
The price is RM455
RM500 total
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn Brattleboro
A claw machine arcade with plush toys inside, a blue and yellow vending machine, and a steering wheel control panel.

4. The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
Stratton
7.6 out of 10, Good, (1,000 reviews)
  • cleanliness
    Family escapes to Black Bear Lodge offer mountain adventure with convenient ski shuttles and a game room for kids.
The price is RM608
RM736 total
includes taxes & fees
18 Oct - 19 Oct
The Black Bear Lodge at Stratton Mountain Resort
A spacious lobby with a reception desk, seating area, and a modern ceiling light fixture.

5. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Brattleboro hotel offers family fun with indoor pool, arcade games, and complimentary breakfast.
The price is RM567
RM624 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express Hotel & Suites Brattleboro by IHG
A building with a blue and white exterior, outdoor seating area with tables and chairs, and a sign that reads "Mountain Sage."

6. Vantage Point Villas at Stratton Mountain Resort

Vantage Point Villas at Stratton Mountain Resort
3.0 star property
Stratton
8.4 out of 10, Very good, (71 reviews)
  • cleanliness
    Mountain fun for the whole family with a playground, kids club, and babysitting near Stratton Mountain Resort.
The price is RM1,016
RM1,263 total
includes taxes & fees
18 Oct - 19 Oct
Vantage Point Villas at Stratton Mountain Resort
A dock extending into a lake with a grassy area in the foreground and trees in the background.

7. Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (695 reviews)
  • cleanliness
    Family fun by the river with spacious rooms, cable TV, and nearby bowling—perfect for children.
The price is RM621
RM674 total
includes taxes & fees
14 Nov - 15 Nov
Riverside Hotel, an Ascend Collection Hotel
A hotel with a clock tower, a parking lot, and a well-maintained garden.

8. Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.6 out of 10, Good, (523 reviews)
  • cleanliness
    Charming Brattleboro inn offers family fun with seasonal pool and staff near bowling lanes.
The price is RM558
RM614 total
includes taxes & fees
1 Nov - 2 Nov
Black Mountain Inn
A child lying on a colorful blanket in a grassy yard with a small wooden structure and a house in the background.

9. The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (443 reviews)
The price is RM735
RM808 total
includes taxes & fees
2 Nov - 3 Nov
The Nutmeg
The exterior of Latchis Hotel with a prominent entrance, large windows, and potted plants.

10. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Charming historic Vermont hotel near Brattleboro Common offers karaoke, cable TV, and family fun.
The price is RM579
RM636 total
includes taxes & fees
1 Nov - 2 Nov
Latchis Hotel
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.
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Top Windham County Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

8/10 Good
"A very comfortable Comfort Inn. The room was clean and quiet. That said, the entire property is undergoing a complete renovation, not expected to be completed until the Spring of 2027. Only one working ice maker for the entire property. Breakfast was better than usual."
CHRISTOPHER 1-night trip
Posted 2 hours ago
Comfort Inn & Suites Brattleboro I-91

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