Visit Winchester
The Colonial Hotel
625 Betty Spring Road, Gardner, MA
Stay at this 3-star business-friendly hotel in Gardner. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
8.6/10 Excellent! (1,003 reviews)
"Absolutely gorgeous hotel. Very clean restaurant was amazing. The grounds were amazing."
Reviewed on 11 Aug. 2025
Colonial Motel And Spa
889 Putney Rd, Brattleboro, VT
The price is NZ$258 per night from 17 Aug to 18 Aug
NZ$258
17 Aug - 18 Aug
includes taxes & fees
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our ...
6.6/10 (1,000 reviews)
"The room I was given was quite impressive in size. Plenty accommodating for me and my dog. The a/c worked well, fridge was plenty cold, bed was comfortable and clean, the grounds surrounding the buildings is very nice for traveling with a dog. The front desk help was gracious and accommodating. That ..."
Reviewed on 9 Aug. 2025
Hampton Inn Brattleboro
1378 Putney Road, Brattleboro, VT
The price is NZ$224 per night from 4 Sept to 5 Sept
NZ$224
4 Sept - 5 Sept
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 ...
8/10 Very Good! (864 reviews)
Nice hotel option in Southern Vermont
"Great hotel to stay when traveling in Vermont. Convenient - right off of I-91, centrally located to a number of restaurants and food options. Pet-friendly hotel, we brought our furry friend and he was comfortable. Amenities were nice and clean including the pool and fitness area. Friendly staff who ..."
Reviewed on 12 Aug. 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.
Lovely 2nd Floor Apartment
Greenfield
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 ...
9.8/10 Exceptional! (31 reviews)
Clean, comfortable, and convenient
"Perfect location for a quick family get-away to Greenfield. The place was immaculately clean and the furnishings were quite comfortable for our small family of 3. David was very responsive and helpful!"
Reviewed on 14 Jul. 2025
Cozy Updated Log Cabin with Mountain Views close to Monadnock
Fitzwilliam
Stay at this cabin in Fitzwilliam. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Fitzwilliam Library and Rhododendron State Park are ...
9.4/10 Exceptional! (24 reviews)
Lovely cabin with room to relax and work
"We were staying for a few days to visit a nearby destination, and we both needed to do a little work while we were there. There was plenty of room (in different rooms) for us both to work, and the internet connection was solid. There are also comfy chairs to sit and read and a wonderful outdoor area ..."
Reviewed on 8 Aug. 2025
The Jelly Mill-A Peaceful River Retreat
Guilford
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! (57 reviews)
Awesome!
"Quiet, clean, great for recharging!"
Reviewed on 3 Aug. 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
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.
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.
Richmond Town Hall
After visiting Richmond Town Hall, make a plan to see the other sights and activities in Richmond.
Loring Field
Explore the great outdoors at Loring Field, a lovely green space in Winchester. While you're in the area, stroll along the lakeside.
Bennett Gorge
You can take time to visit Bennett Gorge during your travels to Richmond.
