Visit Winchester
The Colonial Hotel
625 Betty Spring Road Gardner MA
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! (1,009 reviews)
Staff was very polite, the restaurant was lovely the service was amazing the room was comfortable and relaxing we loved it :)
Reviewed on 26 Nov 2025
Hampton Inn & Suites Greenfield
184 Shelburne Rd Greenfield MA
The price is HK$1,426 per night from 7 Dec to 8 Dec
HK$1,426
HK$1,593 total
7 Dec - 8 Dec
includes taxes & fees
Stay at this business-friendly hotel in Greenfield. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
8.6/10 Excellent! (875 reviews)
Staff was friendly, room was very nice and really appreciate the breakfast.
Reviewed on 25 Nov 2025
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
The price is HK$1,115 per night from 7 Dec to 8 Dec
HK$1,115
HK$1,226 total
7 Dec - 8 Dec
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! (922 reviews)
Everything was very nice. I was checked in at the desk by "Jolene" who was cordial, friendly, and welcoming. The room was very clean and it was very quiet. The breakfast in the morning was excellent as was the coffee station. I do miss the little snack bag at the front desk where we could grab 'n ...
Reviewed on 20 Nov 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.
Beautiful Custom Built Timber Frame Home, Sleeps 11
Wilmington VT
Stay at this family-friendly holiday home in Wilmington. Enjoy free Wi-Fi, a garden and laundry facilities. Our guests praise the helpful staff in their reviews. ...
9.8/10 Exceptional! (98 reviews)
My family had a wonderful time at the house. We gathered in the very spacious beautiful living room by the fire in the evenings and played games. The kitchen was well stocked, spacious and comfortable to move around in. We loved playing ping pong in the downstairs room. Everyone slept great as the ...
Reviewed on 26 Oct 2025
Lovely 2nd Floor Apartment
Greenfield MA
Stay at this family-friendly holiday home in Greenfield. Enjoy a garden, an in-room coffee maker and housekeeping. Popular attractions Poet's Seat Tower and ...
10/10 Exceptional! (44 reviews)
We stayed here for our daughter’s wedding. It was easy to park and come and go. Very clean, nicely decorated, cozy. The queen bed was very comfy after long days of preparing and celebrating.
Reviewed on 27 Oct 2025
Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.
Fitzwilliam NH
Enjoy free Wi-Fi, 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 16 Oct 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.
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.
Bennett Gorge
You can take time to visit Bennett Gorge during your travels to 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.
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.
