Winchester
Travel Guide
Visit Winchester
The Colonial Hotel
625 Betty Spring Road Gardner MA
The price is CA $209 per night from Jun 10 to Jun 11
CA $209
CA $233 total
Jun 10 - Jun 11
includes taxes & fees
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! (1,000 reviews)
"Very helpful staff."
Reviewed on May 27, 2026
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
The price is CA $175 per night from Jun 14 to Jun 15
CA $175
CA $192 total
Jun 14 - Jun 15
includes taxes & fees
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the ...
8.2/10 Very Good! (985 reviews)
"The staff was very friendly."
Reviewed on May 29, 2026
Best Western Plus Keene Hotel
401 Winchester St Keene NH
The price is CA $204 per night from Jun 7 to Jun 8
CA $204
CA $221 total
Jun 7 - Jun 8
includes taxes & fees
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,000 reviews)
"This place is a dump Pretty much a motel Looks and smells dirty The curtains in bathroom are filthy The tub is disgusting and black No pride in the upkeep of this property Dirty walls and carpets Exposed outlets Didn’t even clean our room I only stayed here because Hampton inn was sold out NEVERRR ..."
Reviewed on May 25, 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 coffeemaker 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 May 10, 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 May 18, 2026
The Jelly Mill-A Peaceful River Retreat
Guilford VT
Stay at this vacation home in Brattleboro. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Sweet Pond State Park and Leyden State Forest ...
10/10 Exceptional! (68 reviews)
"This is our second time staying here and we look forward to staying here again next year! We love it! Very peaceful. Hosts are excellent."
Reviewed on May 24, 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.
