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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Browse Select Winchester Motels

The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very good, (1003)
"Very enjoyable stay"
The Putney Inn
Travelodge by Wyndham Brattleboro VT
Reception

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (697)
"I was only there for a few hours sleep "
The price is Rp1.156.939
Rp1.272.633 total
includes taxes & fees
24 Aug - 25 Aug
Travelodge by Wyndham Brattleboro VT
Econo Lodge Brattleboro
View from room

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (547)
"Convience"
The price is Rp1.069.959
Rp1.176.954 total
includes taxes & fees
31 Aug - 1 Sept
Econo Lodge Brattleboro
Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1002)
"Always a pleasure to stay at the Colonial"
The price is Rp2.278.080
Rp2.505.888 total
includes taxes & fees
25 Aug - 26 Aug
Colonial Motel And Spa
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.
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Top Winchester Hotel Reviews

Vikings Villages Resort

Vikings Villages Resort

10/10 Excellent
"We were blown away by this property! The theme-ing was on point but never in a way that sacrificed quality. The craftsmanship and attention to detail were extraordinary throughout the property. A highlight was reading with my morning coffee overlooking the sheep herd. Can’t wait to come back!"
Katherine 1-night trip
Posted 3 days ago
Vikings Villages Resort

Frequently asked questions

What can I expect from a motel trip to Winchester?
If you're having trouble locating a motel in Winchester, let us help you find motels or similar properties from over 394 accommodation choices in the larger area. Just use our search tools to filter by nightly room rate or cost-effective amenities such as free breakfast and free airport transport.
What are motels like?
Motels often offer free parking, and many have outdoor pools. Often one or two storeys high, motels usually have exterior corridors overlooking the car park or an outdoor pool. Motels in the US boomed after World War II with the popularity of car travel and road trips, peaking in the 1960s with over 60,000 properties.
What are the best motels in Winchester?
Here are some of our customers' top motels in the larger area. Colonial Motel And Spa is located 18.5 km from the heart of Winchester. Enjoy access to the 2 indoor pools, and freebies including WiFi and self-parking. The Putney Inn: A 24-hour front desk along with freebies such as breakfast, WiFi and self-parking are available during your stay. Central Winchester is 14.9 mi (23.9 km) away. Travelodge by Wyndham Brattleboro VT: Enjoy access to the 24-hour front desk, and freebies including WiFi and self-parking. Located 11.8 mi (19 km) from the heart of Winchester. Econo Lodge Brattleboro: Central Winchester is 10.3 mi (16.5 km) away. A seasonal outdoor pool along with freebies such as breakfast, WiFi and self-parking are available during your stay. The Lodge At West River: 20.2 mi (32.5 km) from the heart of Winchester. Enjoy access to the snack bar/deli, and freebies including breakfast, WiFi and self-parking.
What things can I to do in Winchester?
Those who've visited Winchester like the lakeside. As you're sightseeing around the area, make sure that you enjoy all there is to see and do. These are some of the parks and outdoorsy places: Richmond Wildlife Manangement Area, Rhododendron State Park and Ashuelot River. You'll find these family-friendly sights in the area: Brattleboro Bowl, Scott Farm Orchard and Friendly Farm. During your trip, here are some other places to visit: New England Sweetwater Farm & Distillery, Pisgah State Park and Conant Public Library.
What's the weather like in Winchester?
Weather can make or break a road trip, so here's some data about year-round temperatures in Winchester to help you plan yours: The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Winchester are January, March, February and November, with each month seeing an average of 26 cm of snowfall.