Book Hotels in Winchester, CT

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Aug 7 - Aug 9
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Top Winchester hotels

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington

2.5 out of 5
301 Colt Hwy Farmington CT
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $157 total per night from Sep 3 to Sep 4
$157 total
Sep 3 - Sep 4
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. ...
"Great for the price."

Reviewed on Aug 1, 2026

Opens in a new windowHampton Inn & Suites Hartford/Farmington
Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington

3 out of 5
2 Farm Glen Blvd Farmington CT
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $159 total per night from Aug 16 to Aug 17
$159 total
Aug 16 - Aug 17
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
"Seems to be long term stays or residency rentals within the hotel. Had to move after night 2 because of loud and unattended children in the room next door. Playing tv and video games, yelling, jumping on the beds and banging the walls. The second night we had to speak to the front desk about it. ..."

Reviewed on Aug 5, 2026

Opens in a new windowHomewood Suites by Hilton Hartford-Farmington
Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
279 Avon Mountain Rd Avon CT
$212 nightly
The price is $243 total per night from Sep 2 to Sep 3
$243 total
Sep 2 - Sep 3
Total with taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and WiFi in public ...
"Need a few updates"

Reviewed on Aug 4, 2026

Opens in a new windowAvon Old Farms Hotel
Family-Friendly Highland Lake Waterfront w/ Private Dock & Shallow Walk-In — 5BR

Family-Friendly Highland Lake Waterfront w/ Private Dock & Shallow Walk-In — 5BR

Winchester CT
A gym is featured at this vacation home, along with a garden and laundry facilities.
Get rates
Opens in a new windowFamily-Friendly Highland Lake Waterfront w/ Private Dock & Shallow Walk-In — 5BR
Peaceful and cozy 1 bed 1 bath in quaint Winchester

Peaceful and cozy 1 bed 1 bath in quaint Winchester

Winchester CT
$198 nightly
The price is $224 total per night from Aug 26 to Aug 27
$224 total
Aug 26 - Aug 27
Total with taxes and fees
This vacation home features a garden, laundry facilities, and barbecue grills.
Opens in a new windowPeaceful and cozy 1 bed 1 bath in quaint Winchester
Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

3.5 out of 5
1 Bradley International Airport Windsor Locks CT
Fully refundableReserve now, pay when you stay
$212 nightly
The price is $244 total per night from Aug 14 to Aug 15
$244 total
Aug 14 - Aug 15
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Opens in a new windowSheraton Hartford Hotel at Bradley Airport
The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave Farmington CT
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $189 total per night from Aug 9 to Aug 10
$189 total
Aug 9 - Aug 10
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Business travelers can take advantage of the 24-hour business center. Enjoy the free continental breakfast ...
Opens in a new windowThe Farmington Inn & Suites
Delamar West Hartford

Delamar West Hartford

4 out of 5
1 Memorial Road West Hartford CT
Fully refundableReserve now, pay when you stay
$388 nightly
The price is $444 total per night from Aug 30 to Aug 31
$444 total
Aug 30 - Aug 31
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free ...
Opens in a new windowDelamar West Hartford
Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville

3 out of 5
400 New Britain Ave Plainville CT
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $131 total per night from Aug 9 to Aug 10
$131 total
Aug 9 - Aug 10
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
Opens in a new windowFairfield Inn & Suites by Marriott Plainville
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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.

Frequently asked questions

What are the top kid-friendly hotels in Winchester?
Take some of the hassles out of traveling with youngsters by booking a family-friendly Winchester hotel. From thoughtful amenities to additional services, these properties feature perks that'll make your visit run smoothly: You'll be well taken care of at Newly Renovated Family House On Highland Lake with Dock. It comes with a nearby beach, animal viewing activities and a knack for making families feel welcome. Alternatively, spend your Winchester trip at The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock. Make the most of a playground, animal viewing activities and more here.
Where can I find cheap hotels in Winchester?
At Travelocity you'll find really nice hotels in Winchester at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Winchester rather than in Winchester. We may find you even better rates, too.
How do I find the best Winchester hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Winchester then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Winchester?
The cheapest hotel in Winchester is $131. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Winchester?
There are 683 hotels in Winchester on Travelocity.
What are the best hotels in Winchester?
Winchester has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Winchester for you!
When is the best time to visit Winchester?
If you want the joy of a fun-filled trip in peak season, visit Winchester during June, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Winchester?
Based on historic data is usually the cheapest month to visit Winchester. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Winchester?
There are multiple hotels in Winchester that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Winchester. We have plenty of kid-friendly hotels in Winchester to choose from on Travelocity!
Why book a hotel in Winchester through Travelocity?
Because we have the top hotels in Winchester! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Winchester on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Winchester hotel reviews by fellow wanderers

Avon Old Farms Hotel

Avon Old Farms Hotel

4 out of 5
Posted 22 hours ago
Travelocity Verified Review
"Need a few updates"
A verified traveler stayed at Avon Old Farms Hotel
Avon Old Farms Hotel

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