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Top Winchester Family Hotels
Our top choices for Winchester family-friendly hotels

Best Western Plus Keene Hotel
Best Western Plus Keene Hotel
8.4 out of 10, Very Good, (1008)
The price is SAR 597
SAR 647 total
includes taxes & fees
1 Sep - 2 Sep

Fairfield Inn & Suites by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene Downtown
8.8 out of 10, Excellent, (735)
The price is SAR 668
SAR 725 total
includes taxes & fees
15 Sep - 16 Sep

Colonial Motel And Spa
Colonial Motel And Spa
6.8 out of 10, (1003)
The price is SAR 454
SAR 499 total
includes taxes & fees
1 Sep - 2 Sep

Econo Lodge Brattleboro
Econo Lodge Brattleboro
5.6 out of 10, (556)
The price is SAR 376
SAR 414 total
includes taxes & fees
29 Sep - 30 Sep

Family Friendly Hilltop House In Putney Vermont
Family Friendly Hilltop House In Putney Vermont
9.4 out of 10, Exceptional, (56)
The price is SAR 732
SAR 1,282 total
includes taxes & fees
13 Sep - 14 Sep

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
10.0 out of 10, Exceptional, (7)
The price is SAR 832
SAR 1,016 total
includes taxes & fees
1 Sep - 2 Sep

Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
10.0 out of 10, Exceptional, (23)
The price is SAR 1,653
SAR 2,786 total
includes taxes & fees
2 Sep - 3 Sep

Entire Farmhouse with lots of open space 15 min north of Keene
Entire Farmhouse with lots of open space 15 min north of Keene
10.0 out of 10, Exceptional, (37)
The price is SAR 927
SAR 1,132 total
includes taxes & fees
2 Sep - 3 Sep
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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Hotels near popular Winchester Attractions
Winchester Hotels by Star Rating
Explore more hotels
- Latchis Hotel
- Vikings Villages Resort
- Black Mountain Inn
- Riverhouse by Weekender (Formerly Jack Daniels Inn)
- Hampton Inn & Suites Keene
- Blooming Inn
- Days Inn by Wyndham Keene NH
- Econo Lodge Brattleboro
- Courtyard by Marriott Keene Downtown
- Holiday Inn Express Hotel & Suites Brattleboro by IHG
- The Covered Bridge Inn
- Green River Bridge Inn
- Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.
- The Burrell House
- Colonel Williams Inn
- Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
- Monadnock Inn
- Centennial House
- Wellness Getaway with a Personal Sauna, and Private River Beach!
- The Inn At Crumpin Fox