Winchester Travel Guide
Tourist Guide
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! (1,010 reviews)
The room was clean though a bit depressing. The curtains and carpet could use a refresher as could the paint in the hallways and in the room. The evening front desk clerk seemed a little scattered and he couldn't be bothered with client service. The morning staff was courteous and helpful.
Reviewed on 9 Feb 2026
Comfort Inn & Suites Brattleboro I-91
1186 Putney Road Brattleboro VT
The price is £99 per night from 5 Mar to 6 Mar
£99
5 Mar - 6 Mar
includes taxes & fees
Stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
8.6/10 Excellent! (760 reviews)
Nice location… clean room! Breakfast was not appetizing…
Reviewed on 29 Jan 2026
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
The price is £92 per night from 1 Mar to 2 Mar
£92
1 Mar - 2 Mar
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! (942 reviews)
The room was very clean, and the showers hot water was amazing! The staff was friendly and would let us know when breakfast was available so we wouldn’t miss it ! Robert and Destiny always had a smile on their face and greeted us when we arrived and when we left the hotel. I would definitely stay ...
Reviewed on 9 Feb 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.
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Townshend VT
Stay at this family-friendly holiday home in Townshend. Enjoy free Wi-Fi, 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 17 Nov 2025
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Wilmington VT
Stay at this cottage in Wilmington. Enjoy a garden, laundry facilities and an in-room coffee maker. Popular attractions The Art of Humor Gallery and Lake Raponda ...
8.6/10 Excellent! (65 reviews)
Everything was very nice and welcoming in the cottage- exactly what we were looking for.
Reviewed on 15 Jan 2026
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.
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.
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.
