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Find Family Hotels in Winchester, NH from CA $100

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Top Winchester Family Hotels

Our top choices for Winchester family-friendly hotels

Best Western Plus Keene Hotel

3.0 star property
8.4 out of 10, Very good, (1006)
"It was a great stay"
The price is CA $216
CA $234 total
includes taxes & fees
Aug 31 - Sep 1
Best Western Plus Keene Hotel

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (735)
"We stayed in the loft room and it was great! Right downtown, free parking right out the back and the staff is super nice. I would definitely go back!"
The price is CA $245
CA $266 total
includes taxes & fees
Sep 15 - Sep 16
Fairfield Inn & Suites by Marriott Keene Downtown

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1002)
"Always a pleasure to stay at the Colonial"
The price is CA $154
CA $169 total
includes taxes & fees
Aug 31 - Sep 1
Colonial Motel And Spa

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (554)
"The good: convenient to grocery store next door. Linens were clean. The bad: room was dirty, had roaches, our feet were quickly filthy just from walking in the carpet, old liquid splashed on the walls and never cleaned. No housekeeping over three day stay."
The price is CA $100
CA $110 total
includes taxes & fees
Aug 31 - Sep 1
Econo Lodge Brattleboro

Family Friendly Hilltop House In Putney Vermont

9.4 out of 10, Exceptional, (56)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
The price is CA $268
CA $470 total
includes taxes & fees
Sep 14 - Sep 15
Family Friendly Hilltop House In Putney Vermont

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 CA $305
CA $372 total
includes taxes & fees
Sep 1 - Sep 2
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

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 CA $592
CA $1,004 total
includes taxes & fees
Sep 1 - Sep 2
Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region

Entire Farmhouse with lots of open space 15 min north of Keene

10.0 out of 10, Exceptional, (37)
"Great location, great house, and wonderful breakfast. Would highly recommend and plan to stay there again some day soon."
The price is CA $341
CA $416 total
includes taxes & fees
Sep 2 - Sep 3
Entire Farmhouse with lots of open space 15 min north of Keene

FaLL 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 CA $418
CA $918 total
includes taxes & fees
Sep 1 - Sep 2
FaLL Western Mass Getaway-Airhockey-Hot tub-Firepit
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.

Find out more about Winchester

Find out more about Winchester

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Most favorite kid-friendly stays in Winchester in 2025

Top Winchester Hotel Reviews

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