Book Hotels in Winchester, NH
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Top Winchester hotels

Riverside Hotel, an Ascend Collection Hotel
20 Riverside Drive, West Chesterfield, NH
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $165 total per night from Oct 27 to Oct 28
$165 total
Oct 27 - Oct 28
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the express check-out, conference ...
"Cleaning is excellent"
Reviewed on Sep 20, 2025

The Colonial Hotel
625 Betty Spring Road, Gardner, MA
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $161 total per night from Sep 28 to Sep 29
$161 total
Sep 28 - Sep 29
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"Everything was great."
Reviewed on Sep 22, 2025

Keene Elm City Hotel, an Ascend Collection Hotel
175 Key Rd, Keene, NH
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $136 total per night from Oct 2 to Oct 3
$136 total
Oct 2 - Oct 3
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
"Wonderful stay very nice place comfortable bed."
Reviewed on Sep 18, 2025

The Putney Inn
57 Putney Landing Rd, Putney, VT
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $90 total per night from Oct 26 to Oct 27
$90 total
Oct 26 - Oct 27
Total with taxes and fees
Free self parking is available and the motel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi ...
Clean and friendly
"The room was clean, even if a bit dated looking. The staff were great!"
Reviewed on Sep 21, 2025

Comfort Inn & Suites Brattleboro I-91
1186 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $160 total per night from Sep 29 to Sep 30
$160 total
Sep 29 - Sep 30
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests ...
"Friendly people"
Reviewed on Sep 21, 2025

Hampton Inn Brattleboro
1378 Putney Road, Brattleboro, VT
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot ...
"The hotel was clean and organized but I found the HVAC unit full of black mold. The bed made my back hurt."
Reviewed on Sep 20, 2025

Best Western Plus Keene Hotel
401 Winchester St, Keene, NH
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $162 total per night from Sep 29 to Sep 30
$162 total
Sep 29 - Sep 30
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
Nice stay and great pool amenities!
"Overall it was a nice stay for a family event. The room was clean and had no issues. The pool was great and well heated!"
Reviewed on Sep 21, 2025

Colonial Motel And Spa
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $154 total per night from Sep 28 to Sep 29
$154 total
Sep 28 - Sep 29
Total with taxes and fees
This smoke-free motel features a full-service spa, 2 indoor pools, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. ...
"Clean and quiet"
Reviewed on Sep 25, 2025

Travelodge by Wyndham Brattleboro VT
1254 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $75 total per night from Sep 28 to Sep 29
$75 total
Sep 28 - Sep 29
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock ...
"Room was clean, staff was very personable. AC was extremely loud and one of the chairs in the room was extremely worn out. But overall, it was comfortable and friendly."
Reviewed on Aug 11, 2025
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
Recent Winchester hotel reviews by fellow wanderers

Colonial Motel And Spa
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Clean and quiet"
A verified traveler stayed at Colonial Motel And Spa
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