Winchester Travel Guide
Tourist Guide
Visit Winchester
The Colonial Hotel
625 Betty Spring Road Gardner MA
Fully refundableReserve now, pay when you stay
The price is £127 per night from 1 Jun to 2 Jun
£127
1 Jun - 2 Jun
includes taxes & fees
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! (1,004 reviews)
"One suggestion would be to have coffee and tea available in the lobby. Other than that it was a nice stay."
Reviewed on 25 May 2026
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
The price is £104 per night from 14 Jun to 15 Jun
£104
14 Jun - 15 Jun
includes taxes & fees
Stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking and a fitness centre. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (983 reviews)
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Reviewed on 26 May 2026
Latchis Hotel
50 Main Street Brattleboro VT
The price is £103 per night from 28 May to 29 May
£103
28 May - 29 May
includes taxes & fees
Stay at this hotel in Brattleboro. Enjoy free Wi-Fi, free parking and conference space. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.6/10 Excellent! (885 reviews)
"The staff was great very helpful!!! Very understanding and had patience with me. Thanks Peace&patience JRC"
Reviewed on 25 May 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.
Cabin Retreat in Southern Vermont
Putney VT
Stay at this cabin in Putney. Enjoy an in-room coffee maker and a hot tub. Popular attractions Harlow's and Hidden Springs Maple are located nearby.
9/10 Wonderful! (11 reviews)
"Had an amazing time staying in this beautiful space! Host was communicative and super kind. Hot tub and wood stove provided a cozy atmosphere. Definitely hoping to be back up and spend the night again this ski season!"
Reviewed on 10 May 2026
Light-filled treetop apartment close to downtown Greenfield and Highland Park
Greenfield MA
Stay at this apartment in Greenfield. Enjoy a garden, patios and air conditioning. Popular attractions Energy Park and Museum of Our Industrial Heritage are ...
9.6/10 Exceptional! (5 reviews)
"Nice place"
Reviewed on 18 May 2026
The Jelly Mill-A Peaceful River Retreat
Guilford VT
Stay at this holiday home in Brattleboro. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Sweet Pond State Park and Leyden State Forest ...
10/10 Exceptional! (67 reviews)
"This is a very comfy, very secluded place that’s not too far from anything but far enough to feel the nature. I recommend the Meadow and Acorn Beach down River Rd, and heading up Jelly Mill Rd to see the lake ls mill foundations.Noela and Mike are great and their place is as well. Not sure how comfy ..."
Reviewed on 21 Apr 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.
Popular places to visit
Winchester Speedpark
You can take time to visit Winchester Speedpark during your travels to Winchester. While you're in the area, stroll along the lakeside.
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.
Richmond Wildlife Manangement Area
Explore the great outdoors at Richmond Wildlife Manangement Area, a lovely green space in Richmond.
Bennett Gorge
You can take time to visit Bennett Gorge during your travels to Richmond.
Barden State Wildlife Management Area
Explore the great outdoors at Barden State Wildlife Management 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.
