4/5 - Good
Verified traveler
We found a great diner, the food was delicious and the staff was wonderful. The only drawback was it being so far away from any major stores.
Visit Winchester
The Colonial Hotel
625 Betty Spring Road Gardner MA
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! (1,002 reviews)
Parking is convenient and free. Staff were friendly. My room was clean and comfortable. The pool and fitness area were clean and well kept. There's also a mini arcade area with air hockey and a few games. Overall, I had a pleasant stay and look forward to my next visit.
Reviewed on Dec 20, 2025
The Covered Bridge Inn
1043 Putney Road Brattleboro VT
The price is ￥12,163 per night from Dec 28 to Dec 29
￥12,163
￥13,379 total
Dec 28 - Dec 29
includes taxes & fees
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.6/10 Good! (1,001 reviews)
Front Desk boy was super cute, but no breakfast served. Very quiet for being such a busy street.
Reviewed on Dec 21, 2025
Hampton Inn & Suites Greenfield
184 Shelburne Rd Greenfield MA
The price is ￥29,282 per night from Dec 31 to Jan 1
￥29,282
￥32,707 total
Dec 31 - Jan 1, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Greenfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (881 reviews)
Exceptionally friendly staff, and little touches like Kid Activity box in the breakfast room. We appreciate the local art!
Reviewed on Dec 23, 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.
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Townshend VT
Book a stay at this family-friendly vacation home in Townshend. Enjoy free WiFi, private pools, and a garden. Popular attractions Townshend State Park and Townshend ...
10/10 Exceptional! (62 reviews)
The home was as pictured. Great space to host larger groups of people
Reviewed on Nov 17, 2025
Lovely 2nd Floor Apartment
Greenfield MA
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 ...
10/10 Exceptional! (46 reviews)
Great every time! Thanks David
Reviewed on Dec 2, 2025
Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.
Fitzwilliam NH
Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Sportsman Pond and Laurel Lake are located nearby.
10/10 Exceptional! (10 reviews)
It was a lovely stay! Lake is beautiful and the house is cozy.
Reviewed on Oct 16, 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.
Bennett Gorge
You can take time to visit Bennett Gorge during your travels to 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.
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.
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.
Reviews of Winchester
4
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