Find Winchester motels from $97

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Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Winchester motels

Desk, free cribs/infant beds, rollaway beds, free WiFi
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

2.0 star property
Torrington
7.4 out of 10, Good, (1003)
"Clean comfortable room,great parking and local shopping "
United States
Julie
$84 nightly
The price is $97
Dec 14 - Dec 15
Total with taxes and fees
Days Inn by Wyndham Torrington
Front of property
Hitching Post Country Motel

Hitching Post Country Motel

2.5 star property
Cornwall Bridge
6.6 out of 10, (80)
"Basic accommodation that was clean and easy."
United States
Elizabeth
$130 nightly
The price is $150
Dec 11 - Dec 12
Total with taxes and fees
Hitching Post Country Motel
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

Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

10/10 Excellent
"Clean room, staff were friendly, helpful and kind. Quiet even with planes landing right next door. Can't compliment this place enough."
Christine 1-night trip
Posted 1 day ago
Sheraton Hartford Hotel at Bradley Airport

Find out more about Winchester

Winchester Motels information

Number of reviews
1,080
Accommodation
5 Motels
Lowest Price
$97
Highest Price
$150

Frequently asked questions

What can I expect from a motel trip to Winchester?
If you're having a hard time finding motels in Winchester, allow Expedia help you find motels or similar properties from over 679 lodging options in the larger area. Just use our search tools to filter by nightly room rate or money-saving amenities such as free parking and free airport transportation.
What is a motel?
When you stay at a motel, you're likely to find free parking and an outdoor pool. With a stay at a motel, you'll often have access to your room directly from the parking lot. The word "motel" was coined in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.
What are the best motels in Winchester?
Here are some of our customers' top motels to book in the larger area. Days Inn by Wyndham Torrington is located 8.9 mi (14.3 km) from the heart of Winchester. Enjoy access to the fitness center, and freebies including breakfast, WiFi, and parking. Hitching Post Country Motel: Free WiFi and free parking are available during your stay, along with room amenities like air conditioning. Central Winchester is 15.8 mi (25.5 km) away. Elm Motel: Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Located 22.2 mi (35.7 km) from the heart of Winchester. Iron Masters - Inn on Main: Central Winchester is 16.8 mi (27 km) away. Free WiFi and free parking are available during your stay, along with room amenities like a microwave. Royal Inn Torrington: 8.7 mi (13.9 km) from the heart of Winchester. Enjoy access to the free parking and 24-hour front desk, as well as room amenities like a microwave.
What things can I to do in Winchester?
These are some of the parks and outdoorsy places: Highland Lake, Walker Field, and Rowley Fields. You'll find these family-friendly sights in the area: Laurel Lanes, Flamig Farm, and White Memorial Conservation Center. During your trip, here are some other places to visit: The Marina at Highland Lake, Winchester Historical Society, and Burr Pond State Park.
What's the seasonal weather like in Winchester?
Weather can make or break a roadtrip, so we've gathered 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 30°F. The snowiest months in Winchester are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What are my options for getting around Winchester when staying in a motel?
We've gathered some information about getting around Winchester to help you navigate your stay: Fly into Bradley Intl. Airport (BDL), which is located 21.9 mi (35.2 km) away from the city center. Otherwise, look for flights into Westfield, MA (BAF-Barnes Municipal), which is 25.8 mi (41.5 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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