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Find Family Hotels in Winchester, NH

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Check availability on Winchester Family Hotels

Tonight
28 Jun - 29 Jun
Tomorrow
29 Jun - 30 Jun
Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul

Top Winchester Family Hotels

Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
Interior

Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region

10.0 out of 10, Exceptional, (23)
"Good place to stay during a wedding week"
The price is SAR 1,670
SAR 2,776 total
includes taxes & fees
30 Jun - 1 Jul
Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
Fairfield Inn & Suites by Marriott Keene Downtown
Exterior

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (722)
"We had a lovely stay. Decent breakfast, clean facilities. "
The price is SAR 548
SAR 594 total
includes taxes & fees
13 Jul - 14 Jul
Fairfield Inn & Suites by Marriott Keene Downtown
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
TV, books

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

10.0 out of 10, Exceptional, (7)
"Great, clean, charming cottage. The hosts are amazing and communicated every detail, very hospitable. Highly recommend. "
The price is SAR 831
SAR 1,016 total
includes taxes & fees
30 Jun - 1 Jul
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Family Friendly Hilltop House In Putney Vermont
Exterior

Family Friendly Hilltop House In Putney Vermont

9.4 out of 10, Exceptional, (55)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
The price is SAR 731
SAR 1,277 total
includes taxes & fees
29 Jun - 30 Jun
Family Friendly Hilltop House In Putney Vermont
Econo Lodge Brattleboro
View from room

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (526)
"I felt safe. Room was spacious and clean. "
The price is SAR 290
SAR 319 total
includes taxes & fees
28 Jul - 29 Jul
Econo Lodge Brattleboro
Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1002)
"Great place "
The price is SAR 368
SAR 405 total
includes taxes & fees
29 Jun - 30 Jun
Colonial Motel And Spa
Western Mass Getaway-Airhockey-Hot tub-Firepit
Dining

Western Mass Getaway-Airhockey-Hot tub-Firepit

9.8 out of 10, Exceptional, (36)
"Great place and convenient to get to and from Berkshire East."
The price is SAR 1,688
SAR 3,188 total
includes taxes & fees
5 Jul - 6 Jul
Western Mass Getaway-Airhockey-Hot tub-Firepit
A vacation destination in Southern Vermont
Fridge, microwave, oven, stovetop

A vacation destination in Southern Vermont

10.0 out of 10, Exceptional, (69)
"Super comfortable cabin in a great location."
The price is SAR 1,181
SAR 2,687 total
includes taxes & fees
11 Jul - 12 Jul
A vacation destination in Southern Vermont
Beautiful Lakefront Log Cabin 15 Minutes from Mount Snow
TV, video games, DVD player, table tennis

Beautiful Lakefront Log Cabin 15 Minutes from Mount Snow

10.0 out of 10, Exceptional, (12)
"We absolutely loved the home! We couldn’t have had a better family trip! The location was great for the ski mountain. The space accommodated us nicely. We will definitely stay again if we have the chance! I highly recommend this amazing home!! "
The price is SAR 1,723
SAR 4,227 total
includes taxes & fees
30 Jun - 1 Jul
Beautiful Lakefront Log Cabin 15 Minutes from Mount Snow
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.

Frequently asked questions

What's Winchester like for family-friendly vacations?
The relaxing destination of Winchester is a great choice if you've been considering a vacation with the kids. The boating, canoeing, and kayaking spots are just a few things that make this an attractive vacation spot for families.
When's the best time to book a family-friendly vacation in Winchester?
The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Winchester are January, March, February, and November, with each month seeing an average of 10 inches of snowfall.
What's there to see and do with your family in Winchester?
While you and your family are vacationing in Winchester, you might want to visit some family-friendly attractions such as Rhododendron State Park and Conant Public Library. Make sure you have lots of time for activities like Hinsdale Public Library and Chesterfield Gorge Natural Area.