Find Cheap Deals on
Family Hotels in Windham County

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking, and you save up to 60%!


Top Cities in Windham County



Featured Windham County Family Hotels

Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
The price is $100 per night from May 5 to May 6
$100
per night
May 5 - May 6
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our ...
Colonial Motel And Spa
Hampton Inn Brattleboro
Hampton Inn Brattleboro
2.5 out of 5
1378 Putney Road, Brattleboro, VT
The price is $127 per night from May 8 to May 9
$127
per night
May 8 - May 9
Stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and internet. Our guests praise the breakfast and the helpful staff ...
Hampton Inn Brattleboro
The Black Bear Lodge at Stratton Mountain Resort
The Black Bear Lodge at Stratton Mountain Resort
3 out of 5
5 Village Lodge Road, Stratton, VT
The price is $145 per night from May 5 to May 6
$145
per night
May 5 - May 6
Stay at this 3-star spa resort in Stratton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
The Black Bear Lodge at Stratton Mountain Resort
Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel
Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel
2.5 out of 5
100 Chickering Drive, Brattleboro, VT
The price is $161 per night from May 12 to May 13
$161
per night
May 12 - May 13
Stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel
Vantage Point Villas at Stratton Mountain Resort
Vantage Point Villas at Stratton Mountain Resort
3 out of 5
5 Village Lodge Road, Stratton, VT
The price is $245 per night from May 5 to May 6
$245
per night
May 5 - May 6
Stay at this 3-star ski hotel in Stratton. Enjoy free WiFi, free parking, and 10 restaurants. Popular attractions Stratton Mountain Resort and Tamarack Ski Lift ...
Vantage Point Villas at Stratton Mountain Resort
Riverside Hotel, Ascend Hotel Collection
Riverside Hotel, Ascend Hotel Collection
2.5 out of 5
20 Riverside Drive, West Chesterfield, NH
The price is $161 per night from May 22 to May 23
$161
per night
May 22 - May 23
Stay at this business-friendly hotel in West Chesterfield. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and ...
Riverside Hotel, Ascend Hotel Collection
Black Mountain Inn
Black Mountain Inn
2 out of 5
959 Putney Road, Brattleboro, VT
The price is $127 per night from May 4 to May 5
$127
per night
May 4 - May 5
Stay at this hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Black Mountain Inn
The Nutmeg
The Nutmeg
3.5 out of 5
153 West Main St, Wilmington, VT
The price is $150 per night from Jun 2 to Jun 3
$150
per night
Jun 2 - Jun 3
Stay at this 3.5-star B&B in Wilmington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular attractions ...
The Nutmeg
Latchis Hotel
Latchis Hotel
2.5 out of 5
50 Main Street, Brattleboro, VT
The price is $110 per night from May 5 to May 6
$110
per night
May 5 - May 6
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Latchis Theatre and Brattleboro Museum & Art Center ...
Latchis Hotel
Quality Inn & Conference Center
Quality Inn & Conference Center
2.5 out of 5
1380 Putney Road, Brattleboro, VT
Stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Popular attractions United States Navy Seabee Bridge ...

Families like: Indoor pools, game room, skiing nearby, extra beds/cribs

Quality Inn & Conference Center
Econo Lodge Brattleboro
Econo Lodge Brattleboro
2 out of 5
515 Canal St, Brattleboro, VT
The price is $113 per night from May 5 to May 6
$113
per night
May 5 - May 6
Stay at this motel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Vermont Marketplace and Estey Organ Museum are located ...
Econo Lodge Brattleboro
Blue Gentian Lodge at Magic Mountain
Blue Gentian Lodge at Magic Mountain
2.5 out of 5
289 Magic Mountain Access, Londonderry, VT
The price is $169 per night from May 29 to May 30
$169
per night
May 29 - May 30
Stay at this ski B&B in Londonderry. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Magic Mountain Ski Resort and Lowell Lake State Park ...
Blue Gentian Lodge at Magic Mountain
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.

Cheap Family Hotels in Windham County

When you’ve got the whole crew on the Windham County travel itinerary, you’re probably looking for a hotel that’s a little different than when you’re on a vacay with pals. Luckily, planning your last-minute getaway can be easy—you can score some of the best Windham County hotels for families when you book a Hotwire Hot Rate hotel deal.

On the Family (Vacation) Plan

Traveling with the entire bunch can get costly, but you can keep your budget intact (and a smile on everyone’s face) when you book a giant-size Hotwire Hot Rate deal on your stay in a family hotel in Windham County. And get ready to have a rousing round of high-fives from the kids, because these spots are a total hole-in-one for fun.

Just Kidding

Imagine you and the rest of the family in one of the best kid friendly hotels in Windham County. Sure, the kids are loving it—maybe they aren’t even arguing—you can dream, anyway. Great times are being had by everyone, thanks to you booking the family hotel in Windham County of your dreams, with every amenity you’re looking for, and for way less than you expected. There’s even some cash left for ice creams all around. With sprinkles.

Frequently Asked Questions About Family Hotels

How to get last-minute deals on family hotels in Windham County?

Looking for the very best last-minute deals on family friendly hotels in Windham County? You may think you’ve got your work cut out for you, but booking a Hotwire Hot Rate hotel deal will get you a top-tier place for way less than you expect, even if you’re short on time. In fact, you could save up to 60% on cheap family hotels in Windham County versus booking a listed rate two weeks earlier—we’re talking hotels as low as $100 kind of deals. Looks like that ice cream budget just got upgraded.

Where should a family stay in Windham County?

There are a lot of great places to stay in Windham County, and with 1,290 hotels to choose from, you’ll have some prime options ready for the picking. If you (and the kids) have your heart set on one of the best family hotels in Windham County, you don’t have to break the bank—you can get a super-sweet 4-star hotel for a 2-star price when you book a Hotwire Hot Rate hotel deal and keep your cash for the upcoming family fun.

How can I find kid friendly hotels in Windham County?

Booking kid friendly hotels in Windham County is a breeze with Hotwire. You can narrow down your options by selecting the area of Windham County that you want to stay in, which amenities the fam just has to have, and even by the reviews. If you book a Hotwire Hot Rate hotel deal, you won’t know the exact place where you’ll be staying until you’ve reserved, but you can make sure it checks all the boxes for your perfect spot.

Is it safe to travel to Windham County during the coronavirus (COVID-19) crisis?

With the most recent COVID-19 closures and reopenings, you’re probably wondering is it safe to travel to Windham County right now. When you book your last-minute getaway to Windham County, be sure to check the most up-to-date info on safety measures, closures, and important guidance on traveling during the coronavirus.