Book Hotels in Winchester, CT

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Top Winchester hotels

Delamar West Hartford

Delamar West Hartford

4 out of 5
1 Memorial Road West Hartford CT
Fully refundableReserve now, pay when you stay
$363 nightly
The price is $415 total per night from Apr 26 to Apr 27
$415 total
Apr 26 - Apr 27
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 ...
Great breakfast buffet included in room rate. Beautiful hotel and great location!

Reviewed on Apr 10, 2026

Opens in a new windowDelamar West Hartford
Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol

3 out of 5
90 CENTURY DRIVE Bristol CT
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $160 total per night from May 25 to May 26
$160 total
May 25 - May 26
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the hot tub and free perks like continental breakfast and free self parking. A coffee ...
Great place for a quick family getaway!!

Reviewed on Apr 19, 2026

Opens in a new windowHome2 Suites by Hilton Bristol
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
$246 nightly
The price is $283 total per night from May 10 to May 11
$283 total
May 10 - May 11
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 ...
Nice hotel

Reviewed on Apr 18, 2026

Opens in a new windowSheraton Hartford Hotel at Bradley Airport
DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

4 out of 5
42 Century Dr Bristol CT
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $178 total per night from May 10 to May 11
$178 total
May 10 - May 11
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free valet parking and free WiFi. Enjoy the hot tub ...
The hotel and staff were very nice. One complaint is the beds were incredibly hard. I always heard Hilton Hotels had amazingly comfortable mattresses, but these beds were hard as a rock. I spent 2 nights there and my back is killing me, and I barely slept.

Reviewed on Apr 12, 2026

Opens in a new windowDoubleTree by Hilton Hotel Bristol, Connecticut
The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave Farmington CT
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $172 total per night from Apr 25 to Apr 26
$172 total
Apr 25 - Apr 26
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 ...
High

Reviewed on Apr 23, 2026

Opens in a new windowThe Farmington Inn & Suites
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
$129 nightly
The price is $148 total per night from May 25 to May 26
$148 total
May 25 - May 26
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. ...
Clean room, welcoming staff

Reviewed on Apr 24, 2026

Opens in a new windowHampton Inn & Suites Hartford/Farmington
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
$96 nightly
The price is $110 total per night from May 25 to May 26
$110 total
May 25 - May 26
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 ...
So went we got there it was the last room available and that’s ok, they told us there were no elevator cuz it was out of service, ok but they give us the four floor, I was with my 2 kids my stroller and my bags, we asking why? And she said idk it just out of order. ( next morning we saw the cleaning ...

Reviewed on Apr 19, 2026

Opens in a new windowFairfield Inn & Suites by Marriott Plainville
Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
279 Avon Mountain Rd Avon CT
Fully refundableReserve now, pay when you stay
$158 nightly
The price is $182 total per night from May 3 to May 4
$182 total
May 3 - May 4
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 ...
I mentioned to the Avon Old Farm Hotel staff that I was very disappointed with the many malfunctions, including: the desk phone had no power, the TV wasn't connected, so Netflix wasn't available. They charge me more than what was expected in my itinerary sum total was suppose to be $239. Not $280. ...

Reviewed on Apr 16, 2026

Opens in a new windowAvon Old Farms Hotel
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
$130 nightly
The price is $150 total per night from May 7 to May 8
$150 total
May 7 - May 8
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. ...
We have stayed here several times. Over time the maintenance of the place seems to have gone down hill. On this past stay, the refrigerator in our suite was very loud. When running the hot water out of the faucet in the restroom the faucet made a screeching noise and the water tasted so bad we could ...

Reviewed on Apr 21, 2026

Opens in a new windowHomewood Suites by Hilton Hartford-Farmington
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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 $110. 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 696 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.

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