Winchester Travel Guide
Tourist Guide
Visit Winchester
The Colonial Hotel
625 Betty Spring Road Gardner MA
The price is NZ$274 per night from 25 May to 26 May
NZ$274
25 May - 26 May
includes taxes & fees
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! (1,004 reviews)
"Over priced for the accommodation We stayed there because of a wedding, the ballroom next to us was so loud and noisy that we couldn’t hear the ceremony That was really annoying"
Reviewed on 19 May 2026
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
The price is NZ$237 per night from 7 June to 8 June
NZ$237
7 June - 8 June
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! (978 reviews)
"Staff were amazing !!! The continental breakfast turbed out like a meeting ground for all the travellers. Everyone was so friendly."
Reviewed on 19 May 2026
Latchis Hotel
50 Main Street Brattleboro VT
The price is NZ$228 per night from 30 May to 31 May
NZ$228
30 May - 31 May
includes taxes & fees
Stay at this hotel in Brattleboro. Enjoy free Wi-Fi, free parking and conference space. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.6/10 Excellent! (883 reviews)
"Great"
Reviewed on 19 May 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 coffee maker and a hot tub. Popular attractions Harlow's and Hidden Springs Maple are located nearby.
8.8/10 Excellent! (10 reviews)
"This is a rustic property and great if you need peace and quiet. The wood stove is fabulous; hot tub was working. It's very basic but clean and a great base for exploring the area, taking walks. The owner lives close but is not right on top of you. He was quick to respond when i was out of kindling. ..."
Reviewed on 2 May 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 ...
9.6/10 Exceptional! (5 reviews)
"Nice place"
Reviewed on 18 May 2026
The Jelly Mill-A Peaceful River Retreat
Guilford VT
Stay at this holiday home in Brattleboro. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Sweet Pond State Park and Leyden State Forest ...
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 21 Apr 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.
Bennett Gorge
You can take time to visit Bennett Gorge during your travels to Richmond.
Richmond Wildlife Manangement Area
Explore the great outdoors at Richmond Wildlife Manangement 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.
