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

Kid & Family Friendly Resorts in Windham County

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Top Cities in Windham County

A calm lake reflecting a forest with autumn foliage.
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Brattleboro

Brattleboro

Check availability on Windham County Family Hotels

Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Our top choices for Windham County family-friendly hotels

Superior Room, Multiple Beds

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, (704 reviews)
The price is CA $116
CA $129 total
includes taxes & fees
Sep 29 - Sep 30
The Upper Pass Lodge at Magic Mountain
Lobby

2. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.8 out of 10, (46 reviews)
  • cleanliness
    Family fun abounds at this colonial motel with two indoor pools, spa services, and family dining options.
The price is CA $114
CA $126 total
includes taxes & fees
Aug 31 - Sep 1
Colonial Motel
Pool

3. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Family fun awaits with indoor pool and hot tub near Brattleboro Bowl for entertainment and relaxation.
The price is CA $160
CA $176 total
includes taxes & fees
Sep 9 - Sep 10
Hampton Inn Brattleboro
Arcade

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, (1,001 reviews)
  • cleanliness
    Family escapes to Black Bear Lodge offer mountain adventure with convenient ski shuttles and a game room for kids.
The price is CA $172
CA $209 total
includes taxes & fees
Sep 2 - Sep 3
The Black Bear Lodge at Stratton Mountain Resort
Lobby

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, (1,001 reviews)
  • cleanliness
    Brattleboro hotel offers family fun with indoor pool, arcade games, and complimentary breakfast.
The price is CA $235
CA $258 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Family dining

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 CA $308
CA $383 total
includes taxes & fees
Sep 7 - Sep 8
Vantage Point Villas at Stratton Mountain Resort
Sundeck

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, (684 reviews)
  • cleanliness
    Family fun by the river with spacious rooms, cable TV, and nearby bowling—perfect for children.
The price is CA $223
CA $242 total
includes taxes & fees
Sep 28 - Sep 29
Riverside Hotel, an Ascend Collection Hotel
Front of property

8. Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.6 out of 10, Good, (508 reviews)
  • cleanliness
    Charming Brattleboro inn offers family fun with seasonal pool and staff near bowling lanes.
The price is CA $164
CA $181 total
includes taxes & fees
Sep 7 - Sep 8
Black Mountain Inn
Exterior

9. The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (440 reviews)
The price is CA $250
CA $275 total
includes taxes & fees
Aug 31 - Sep 1
The Nutmeg
Exterior

10. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (970 reviews)
  • cleanliness
    Charming historic Vermont hotel near Brattleboro Common offers karaoke, cable TV, and family fun.
The price is CA $197
CA $216 total
includes taxes & fees
Aug 31 - Sep 1
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

Vikings Villages Resort

Vikings Villages Resort

10/10 Excellent
"Great place to stay."
Cecil 1-night trip
Posted 9 hours ago
Vikings Villages Resort

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