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
$360 nightly
The price is $412 total per night from Jun 14 to Jun 15
$412 total
Jun 14 - Jun 15
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 ...
"Wonderful restaurant."

Reviewed on May 30, 2026

Opens in a new windowDelamar West Hartford
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
$223 nightly
The price is $256 total per night from Jul 2 to Jul 3
$256 total
Jul 2 - Jul 3
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 ...
"As a solo female traveler, I was a bit surprised at the location of my “first” room. I was at the very end of the hall, next to the stair well and across from the trash room. The hallway did smell a bit because the trash room door was propped open but the room itself did not. I was not comfortable ..."

Reviewed on Jun 8, 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
$159 nightly
The price is $183 total per night from Jul 2 to Jul 3
$183 total
Jul 2 - Jul 3
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 restaurant"

Reviewed on Jun 7, 2026

Opens in a new windowDoubleTree by Hilton Hotel Bristol, Connecticut
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
$122 nightly
The price is $141 total per night from Jun 30 to Jul 1
$141 total
Jun 30 - Jul 1
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. ...
"Lovely hotel with great breakfast."

Reviewed on Jun 6, 2026

Opens in a new windowHampton Inn & Suites Hartford/Farmington
The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave Farmington CT
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $168 total per night from Jul 2 to Jul 3
$168 total
Jul 2 - Jul 3
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 ...
"Staff to a person were friendly and personable and professional. Room was clean with all systems functioning well. Location is in the Historic District in attractive neighborhood. It is at the intersection of two quite busy roads but road noise was not an issue. Standard hotel free breakfast is served ..."

Reviewed on Jun 11, 2026

Opens in a new windowThe Farmington Inn & Suites
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
$195 nightly
The price is $224 total per night from Jun 29 to Jun 30
$224 total
Jun 29 - Jun 30
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 ...
"Beautiful place would stay again."

Reviewed on Jun 11, 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
$132 nightly
The price is $152 total per night from Jun 21 to Jun 22
$152 total
Jun 21 - Jun 22
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. ...
"I will say, to help out your bills, the sink in 209 bath does not turn off and the bath overhead flickers nauseously before coming on. But loved the room, sitting area, having a fridge, the breakfast !"

Reviewed on Jun 8, 2026

Opens in a new windowHomewood Suites by Hilton 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
$105 nightly
The price is $121 total per night from Jul 2 to Jul 3
$121 total
Jul 2 - Jul 3
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 ...
"Location near the highway"

Reviewed on Jun 10, 2026

Opens in a new windowFairfield Inn & Suites by Marriott Plainville
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

2 out of 5
492 East Main St Torrington CT
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $110 total per night from Jun 29 to Jun 30
$110 total
Jun 29 - Jun 30
Total with taxes and fees
A gym is featured at this motel, along with free self parking. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A safe deposit ...
"Everything is okay!"

Reviewed on Jun 9, 2026

Opens in a new windowDays Inn by Wyndham Torrington
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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 698 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

The Farmington Inn & Suites

The Farmington Inn & Suites

4 out of 5
Posted 1 day ago
Travelocity Verified Review
"Staff to a person were friendly and personable and professional. Room was clean with all systems functioning well. Location is in the Historic District in attractive neighborhood. It is at the intersection of two quite busy roads but road noise was not an issue. Standard hotel free breakfast is served in a very pleasant room. Afternoon wine and cheese in the lobby is a nice touch. All in all, a pleasant stay."
A verified traveler stayed at The Farmington Inn & Suites
The Farmington Inn & Suites

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