Photo by Donny Campos

Search Motels in Winchester

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Motels in Winchester

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1003)
"Great place "
The price is SAR 368
SAR 405 total
includes taxes & fees
22 Jul - 23 Jul
Colonial Motel And Spa

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1004)
"Quaint little Inn with spacious rooms and comfy beds. Just perfect and the guy at the front desk was super friendly and helpful! Would stay again if in the area "
The Putney Inn

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (685)
"Quiet, comfortable and dog friendly. Pleasant host at check in"
The price is SAR 300
SAR 330 total
includes taxes & fees
22 Jul - 23 Jul
Travelodge by Wyndham Brattleboro VT

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (531)
"I felt safe. Room was spacious and clean. "
The price is SAR 287
SAR 316 total
includes taxes & fees
17 Aug - 18 Aug
Econo Lodge Brattleboro

The Lodge At West River

2.5 star property
9.6 out of 10, Exceptional, (214)
"Great stay, pleasant staff, and appreciated the breakfast offerings. We visit the area often and the maple sugaring house across the street was a new find for us and we loved the tour."
The Lodge At West River
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.
Save an average of 15% on thousands of hotels when you're signed in

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 a motel or similar property from over 398 accommodations in the larger area. Simply filter using our search tools by nightly room rate or cost-effective amenities such as free parking and free airport transportation.
What are motels like?
Motels often have free parking, and many also feature an outdoor pool. Often one or two stories tall, motels usually have exterior corridors overlooking the parking lot or an outdoor pool. In the U.S., motels became more commonplace 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 you'll find some of our customers' top motels in the larger area. Colonial Motel And Spa is located 11.5 mi (18.5 km) from the heart of Winchester. Enjoy access to the 2 indoor pools, and freebies including WiFi and parking. The Putney Inn: A 24-hour front desk along with freebies like breakfast, WiFi, and parking are available during your stay. Central Winchester is 14.9 mi (23.9 km) away. Econo Lodge Brattleboro: Enjoy access to the seasonal outdoor pool, and freebies including breakfast, WiFi, and parking. Located 10.3 mi (16.5 km) from the heart of Winchester. Travelodge by Wyndham Brattleboro VT: Central Winchester is 11.8 mi (19 km) away. Free WiFi, free parking, and a 24-hour front desk 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 parking.
What things can I to do in Winchester?
Those who've visited Winchester like the lakeside. As you're sightseeing around the area, be sure to 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, Friendly Farm, and Northern Illusion. During your trip, here are some other places to visit: Winchester Speedpark, Pisgah State Park, and New England Sweetwater Farm & Distillery.
What's the weather like in Winchester?
Weather can make or break a roadtrip, 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 temp of 67°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Winchester are January, March, February, and November, with each month seeing an average of 10 inches of snowfall.