Search Motels in Winchester from CA $107

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Winchester motels

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,003 reviews)
"Pleasant stay!"
United States
Steven
The price is CA $129
CA $141 total
includes taxes & fees
May 13 - May 14
The Putney Inn

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (769 reviews)
"It was fairly clean room was cold however the staff was amazing, Awesome Customer Service skills and flexibility to accommodate my needs. I will definitely recommend to others. "
United States
Vivian
The price is CA $110
CA $120 total
includes taxes & fees
May 14 - May 15
Travelodge by Wyndham Brattleboro VT

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (636 reviews)
"This place looks like crime scene #2. The rooms are clean, but they're also ragged as hell. Holes in the wall, lights that don't work. It's where you go when you don't have any other choices. If that's the case, you could do worse. But block the door with a chair or suitcase, because the chains are busted."
United States
Constantine
The price is CA $97
CA $107 total
includes taxes & fees
May 21 - May 22
Econo Lodge Brattleboro South
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

Top Winchester Hotel Reviews

Find out more about Winchester

Winchester Motels information

Number of reviews
1,639
Accommodation
4 Motels
Lowest Price
CA $107
Highest Price
CA $141

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 445 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 South: 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: Barden State Wildlife Management Area, Rhododendron State Park, and Loring Field. 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.

Explore a world of travel with Expedia