Visit Winchester

The Colonial Hotel
625 Betty Spring Road Gardner MA
Stay at this business-friendly hotel in Gardner. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the restaurant and the helpful staff ...
8.8/10 Excellent! (1,003 reviews)
Friendly stadd
Reviewed on 25 Dec, 2025

The Covered Bridge Inn
1043 Putney Road Brattleboro VT
The price is S$108 per night from 8 Jan to 9 Jan
S$108
8 Jan - 9 Jan
includes taxes & fees
Stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
7.6/10 Good! (1,003 reviews)
Front Desk boy was super cute, but no breakfast served. Very quiet for being such a busy street.
Reviewed on 21 Dec, 2025

Comfort Inn & Suites Brattleboro I-91
1186 Putney Road Brattleboro VT
The price is S$196 per night from 21 Jan to 22 Jan
S$196
21 Jan - 22 Jan
includes taxes & fees
Stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
8.4/10 Very Good! (753 reviews)
The room was clean and the staff was wonderful
Reviewed on 2 Jan, 2026
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.

Historic Home w/ Modern Updates on < 4 Acres
Royalston MA
Stay at this cottage in Royalston. Enjoy free parking, patios and air conditioning. Popular attractions Doane's Falls and Royalston Common Historic District ...
10/10 Exceptional! (2 reviews)
Great place. Enjoyed our stay. Wish it wasn’t raining so we could’ve enjoyed more of the outdoors.
Reviewed on 25 Oct, 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.
Popular places to visit
Bennett Gorge
You can take time to visit Bennett Gorge during your travels to Richmond.
Cass Pond
Commune with nature and explore the great outdoors at Cass Pond during your travels in Richmond.
New England Sweetwater Farm & Distillery
You can take time to visit New England Sweetwater Farm & Distillery during your travels to Winchester. While you're in the area, stroll along the lakeside.
Barden State Wildlife Management Area
Explore the great outdoors at Barden State Wildlife Management Area, a lovely green space in Richmond.
Richmond Wildlife Manangement Area
Explore the great outdoors at Richmond Wildlife Manangement Area, a lovely green space in Richmond.
Richmond Town Hall
After visiting Richmond Town Hall, make a plan to see the other sights and activities in Richmond.

