Winchester, NH
Travel Guide
Visit Winchester
The Colonial Hotel
625 Betty Spring Road Gardner MA
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $179 total per night from May 17 to May 18
$179 total
May 17 - May 18
Total with taxes and 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! (1,016 reviews)
Room was clean, the hotel location is excellent very picturesque, staff was very easy to work with
Reviewed on May 12, 2026
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
$122 nightly
The price is $134 total per night from Jun 7 to Jun 8
$134 total
Jun 7 - Jun 8
Total with taxes and 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! (973 reviews)
Great experience
Reviewed on May 8, 2026
Latchis Hotel
50 Main Street Brattleboro VT
$131 nightly
The price is $144 total per night from May 28 to May 29
$144 total
May 28 - May 29
Total with taxes and fees
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (880 reviews)
Everything was as it is described. Restful night sleep.
Reviewed on May 12, 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! (9 reviews)
Nice and quiet.
Reviewed on Mar 22, 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 ...
9.4/10 Exceptional! (3 reviews)
Very cool unique space nice deck and high ceilings w skylights is so nice
Reviewed on Apr 29, 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 Leyden State Forest and Robertson Memorial ...
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 Apr 21, 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.
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.
Conant Public Library
After visiting Conant Public Library, make a plan to see the other sights and activities in Winchester. While you're in the area, stroll along the lakeside.
Richmond Town Hall
After visiting Richmond Town Hall, make a plan to see the other sights and activities in Richmond.
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- Green Mountain National Forest
- Northfield Mount Hermon School
- Keene State College
- Landmark College
- Spofford Lake
- Deerfield Academy
- Historic Deerfield Village
- Bridge of Flowers
- The Stone Church
- Connecticut River
- Historic Main Street
- Crumpin-Fox Golf Club
- Monadnock State Park
- Cathedral of the Pines
- Colonial Theatre
- Brattleboro Common
- Cushing Academy
- Deerfield River
