Winchester, NH

Travel Guide

Photo by Donny Campos
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road Gardner MA
Book a stay at this business-friendly hotel in Gardner. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (1,001 reviews)
Friendly stadd

Reviewed on 25 December 2025

The Colonial Hotel
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
1186 Putney Road Brattleboro VT
The price is AED 456 per night from Jan 29 to Jan 30
AED 456
AED 502 total
29 Jan - 30 Jan
includes taxes & fees
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (756 reviews)
Great staff

Reviewed on 5 January 2026

Comfort Inn & Suites Brattleboro I-91
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road Brattleboro VT
The price is AED 309 per night from Jan 14 to Jan 15
AED 309
AED 340 total
14 Jan - 15 Jan
includes taxes & fees
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.6/10 Good! (1,004 reviews)
staff was wonderful. the room was clean. hotels dot com said breakfast is included but there was no breakfast included at this hotel. this was important to me as my car broke down and I had no transportation so I was a little upset about that. there was a food market in walking distance and a microwave ...

Reviewed on 10 January 2026

The Covered Bridge Inn
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.
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

Townshend VT
Book a stay at this family-friendly vacation home in Townshend. Enjoy free WiFi, private pools, and a garden. Popular attractions Townshend State Park and Townshend ...
10/10 Exceptional! (62 reviews)
The home was as pictured. Great space to host larger groups of people

Reviewed on 17 November 2025

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment

Greenfield MA
Book a stay at this family-friendly vacation home in Greenfield. Enjoy a garden, an in-room coffeemaker, and housekeeping. Popular attractions Poet's Seat Tower ...
10/10 Exceptional! (46 reviews)
Great every time! Thanks David

Reviewed on 2 December 2025

Lovely 2nd Floor Apartment
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Wilmington VT
Stay at this cottage in Wilmington. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions The Art of Humor Gallery and Lake Raponda ...
8.8/10 Excellent! (44 reviews)
A beautiful, cozy home. My dog loved it too!

Reviewed on 2 December 2025

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
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.

Popular places to visit

Reviews of Winchester

4
Top Destination
5 - Excellent
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4 - Good
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3 - Okay
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4/5 - Good

Verified traveler

We found a great diner, the food was delicious and the staff was wonderful. The only drawback was it being so far away from any major stores.