Hotels in Winchester

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Where to stay in Winchester?

Sheraton Hartford Hotel at Bradley Airport
Sheraton Hartford Hotel at Bradley Airport
3.5 star property
Windsor Locks
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Unwind steps from arrivals with quick fitness access and welcoming service.
The price is $220
$253 total
includes taxes & fees
Apr 2 - Apr 3
Sheraton Hartford Hotel at Bradley Airport
Delamar West Hartford
Delamar West Hartford
4.0 star property
West Hartford
9.8 out of 10, Exceptional, (1,003 reviews)
  • cleanliness
    Experience upscale comfort near Blue Back Square with a rejuvenating spa retreat.
The price is $377
$448 total
includes taxes & fees
Apr 5 - Apr 6
Delamar West Hartford
Extended Stay America Suites Hartford Farmington
Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very Good, (1,001 reviews)
  • cleanliness
    Peaceful hotel in Farmington with free perks, parking, and helpful staff support.
The price is $108
$124 total
includes taxes & fees
Mar 30 - Mar 31
Extended Stay America Suites Hartford Farmington
Homewood Suites by Hilton Hartford-Farmington
Homewood Suites by Hilton Hartford-Farmington
3.0 star property
Farmington
8.4 out of 10, Very Good, (1,003 reviews)
  • cleanliness
    Serene retreat near Hartford with a tranquil pool and complimentary perks.
The price is $144
$165 total
includes taxes & fees
Apr 3 - Apr 4
Homewood Suites by Hilton Hartford-Farmington
Hampton Inn & Suites Hartford/Farmington
Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Swim near Hartford with a hot tub to end your perfect business day.
The price is $122
$141 total
includes taxes & fees
Apr 11 - Apr 12
Hampton Inn & Suites Hartford/Farmington
Fairfield Inn & Suites by Marriott Plainville
Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.6 out of 10, Excellent, (952 reviews)
  • cleanliness
    Modern comfort in the heart of Plainville with a serene 24-hour fitness center.
The price is $101
$116 total
includes taxes & fees
Apr 10 - Apr 11
Fairfield Inn & Suites by Marriott Plainville
The Farmington Inn & Suites
The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Quiet retreat near Hartford with Victorian charm and a welcoming café.
The price is $127
$164 total
includes taxes & fees
Apr 5 - Apr 6
The Farmington Inn & Suites
Avon Old Farms Hotel
Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very Good, (1,003 reviews)
The price is $135
$178 total
includes taxes & fees
Apr 1 - Apr 2
Avon Old Farms Hotel
Simsbury 1820 House
Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Peaceful retreat in Simsbury offers historic charm and serene pool escape.
The price is $159
$200 total
includes taxes & fees
Mar 30 - Mar 31
Simsbury 1820 House
Simsbury Inn
Simsbury Inn
3.5 star property
Simsbury Center
9.2 out of 10, Wonderful, (290 reviews)
  • cleanliness
    Modern Connecticut hotel with resort-style amenities in scenic Weatogue area.
The price is $237
$294 total
includes taxes & fees
Mar 30 - Mar 31
Simsbury Inn
Residence Inn by Marriott Hartford Avon
Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (429 reviews)
  • cleanliness
    Relax in Avon with easy access to Hartford's top attractions and golf courses.
The price is $144
$165 total
includes taxes & fees
Apr 4 - Apr 5
Residence Inn by Marriott Hartford Avon
Truman Gillet House Bed & Breakfast
Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (104 reviews)
  • cleanliness
    Quaint Connecticut bed and breakfast offers hiking trails and complimentary full breakfast.
The price is $140
$155 total
includes taxes & fees
Mar 30 - Mar 31
Truman Gillet House Bed & Breakfast
DoubleTree by Hilton Hotel Bristol, Connecticut
DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Experience quiet lodging with indoor pool and friendly staff in Bristol, Connecticut.
The price is $155
$178 total
includes taxes & fees
Apr 5 - Apr 6
DoubleTree by Hilton Hotel Bristol, Connecticut
Home2 Suites by Hilton Bristol
Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (204 reviews)
  • cleanliness
    Home2 Suites offers both comfort and convenience in Bristol with free breakfast.
The price is $134
$154 total
includes taxes & fees
Apr 16 - Apr 17
Home2 Suites by Hilton Bristol
PLYMOUTH MOTOR LODGE
PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.6 out of 10, Good, (184 reviews)
  • cleanliness
    Experience Terryville comfort with free WiFi and parking at this convenient lodge.
The price is $80
$92 total
includes taxes & fees
Mar 30 - Mar 31
PLYMOUTH MOTOR LODGE
Days Inn by Wyndham Torrington
Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,000 reviews)
  • cleanliness
    Unwind in Torrington with fitness center access and complimentary breakfast.
The price is $84
$97 total
includes taxes & fees
Apr 1 - Apr 2
Days Inn by Wyndham Torrington
Americas Best Value Inn Torrington CT
Americas Best Value Inn Torrington CT
2.5 star property
Torrington
5.6 out of 10, (787 reviews)
  • cleanliness
    Relax in the quaint town of Torrington with easy access to hiking trails.
The price is $93
$108 total
includes taxes & fees
Apr 1 - Apr 2
Americas Best Value Inn Torrington CT
The Abner Hotel
The Abner Hotel
3.0 star property
Litchfield Historic District
9.4 out of 10, Exceptional, (57 reviews)
  • cleanliness
    Wake up to historic charm at this Litchfield hotel with a welcoming rooftop terrace.
The price is $308
$354 total
includes taxes & fees
Apr 20 - Apr 21
The Abner Hotel
The Litchfield Inn
The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (977 reviews)
  • cleanliness
    Rural charm and spa offerings await at this peaceful Connecticut retreat.
The price is $269
$309 total
includes taxes & fees
Apr 8 - Apr 9
The Litchfield Inn
Mayflower Inn & Spa, Auberge Collection
Mayflower Inn & Spa, Auberge Collection
5.0 star property
Washington
9.4 out of 10, Exceptional, (59 reviews)
  • cleanliness
    Escape to Washington's countryside and rejuvenate at this luxurious spa retreat.
The price is $655
$811 total
includes taxes & fees
Mar 31 - Apr 1
Mayflower Inn & Spa, Auberge Collection
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 hotels do travelers recommend in Winchester?
Can I book refundable accommodations in Winchester?
If you want the flexibility to change your plans to Winchester, most hotels provide refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Winchester if I want a vacation rental instead of a hotel?
If you're looking for a good alternative to a hotel, browse our selection of 7 vacation homes. In addition, you can choose from 6 apartments.
What will the weather in Winchester be like during my vacation?
July and August are typically the warmest months in Winchester when the average temp is 67°F. January and February are the coldest months when the average temperature is 30°F. July and October are the months with the most rain.
Why should I book my Winchester hotel with Hotels.com?
There are lots of reasons to book your Winchester trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.