Find Family Hotels in Winchester, NH

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Check availability on Winchester Family Hotels

Tonight
Dec 6 - Dec 7
Tomorrow
Dec 7 - Dec 8
Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21

Top Winchester Family Hotels

Lobby
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 star property
Brattleboro
8.6 out of 10, Excellent, (736)
"Staff was friendly and pool was nice"
United States
Joshua
The price is NT$3,606
NT$3,966 total
includes taxes & fees
Dec 18 - Dec 19
Comfort Inn & Suites Brattleboro I-91
Property grounds
The Putney Inn

The Putney Inn

2.5 star property
Putney
8.4 out of 10, Very Good, (1001)
"Nice motel. "
United States
Richard
The Putney Inn
Garden
Four Columns Inn

Four Columns Inn

4.0 star property
Newfane
9.8 out of 10, Exceptional, (13)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
Four Columns Inn
Premium bedding, individually decorated, individually furnished, desk
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3.0 star property
Keene
8.4 out of 10, Very Good, (1000)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is NT$4,342
NT$4,711 total
includes taxes & fees
Dec 9 - Dec 10
Best Western Plus Keene Hotel
Exterior
Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
Keene
8.8 out of 10, Excellent, (755)
"Front desk pleasant and helpful Breakfast was good Room was spacious and clean Able to walk to shopping and dining. "
United States
Stephen
The price is NT$5,623
NT$6,101 total
includes taxes & fees
Dec 13 - Dec 14
Fairfield Inn & Suites by Marriott Keene Downtown
Sundeck
Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (628)
"Clean room, beautiful location"
United States
Marcie
The price is NT$4,753
NT$5,157 total
includes taxes & fees
Jan 4 - 2026/1/5
Riverside Hotel, an Ascend Collection Hotel
Breakfast area
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
Peterborough
9.4 out of 10, Exceptional, (433)
"Super cute place! Would stay here again"
United States
Danielle
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Reception
Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

2.5 star property
Brattleboro
6.0 out of 10, (736)
"Reasonable rate for the the accomadations."
United States
David
The price is NT$2,221
NT$2,443 total
includes taxes & fees
Dec 9 - Dec 10
Travelodge by Wyndham Brattleboro VT
Lunch and dinner served, American cuisine
Colonial Motel And Spa

Colonial Motel And Spa

3.0 star property
Brattleboro
6.8 out of 10, (1001)
"Nice place to stay for the night."
United States
Robin
The price is NT$3,749
NT$4,124 total
includes taxes & fees
Dec 7 - Dec 8
Colonial Motel And Spa
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 Winchester Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"The customer service at this hotel is consistently exceptional. Every staff member is friendly, professional, and welcoming, creating an atmosphere that feels truly comfortable. The property is impeccably clean, and the breakfast offerings are always enjoyable. I have had an excellent experience during each of my visits, and I highly recommend this hotel to others"
qader 2-night trip
Posted 6 days ago
Keene Elm City Hotel, an Ascend Collection Hotel

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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 Conant Public Library and Rhododendron State Park. Make sure you have lots of time for activities like Vermont Marketplace and The Stone Church.