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Search Motels in Winchester

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Compare 4 Motels in Winchester with updated reviews, rates, and availability.

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1001)
"Great place "
The price is AED 360
AED 396 total
includes taxes & fees
18 Jun - 19 Jun
Colonial Motel And Spa

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1000)
"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 price is AED 400
AED 436 total
includes taxes & fees
8 Jun - 9 Jun
The Putney Inn

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (519)
"I felt safe. Room was spacious and clean. "
The price is AED 271
AED 298 total
includes taxes & fees
11 Jun - 12 Jun
Econo Lodge Brattleboro

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (672)
"Our room was half finished. Tv was not set up to use. Property staff was never around. No coffee pots in room or made in the office. Found out the town is using to place homeless people. Police and ambulance their twice in are 4 night stay. "
The price is AED 294
AED 324 total
includes taxes & fees
8 Jun - 9 Jun
Travelodge by Wyndham Brattleboro VT
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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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 393 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. Travelodge by Wyndham Brattleboro VT: Enjoy access to the 24-hour front desk, and freebies including WiFi and 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 like breakfast, WiFi, and parking are available during your stay.
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: Birch Point, Cass Pond, and Rhododendron State Park. 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 Ashuelot River.
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.