Hotels in Winchester

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Check prices for these dates

Tonight
Apr 17 - Apr 18
Tomorrow
Apr 18 - Apr 19
This weekend
Apr 17 - Apr 19
Next weekend
Apr 24 - Apr 26

Where to stay in Winchester?

Executive lounge
Sheraton Hartford Hotel at Bradley Airport
Sheraton Hartford Hotel at Bradley Airport
3.5 star property
Windsor Locks
9.2 out of 10, Wonderful, (1,002 reviews)
Connected to Bradley Intl. Airport, this Windsor Locks hotel offers a 24-hour fitness center and American cuisine at Concorde Restaurant. Quiet rooms provide a peaceful sleep near the Connecticut Fallen Firefighters Memorial and New England Air Museum.
The price is $246
$283 total
includes taxes & fees
Apr 25 - Apr 26
Sheraton Hartford Hotel at Bradley Airport
Lunch and dinner served
Delamar West Hartford
Delamar West Hartford
4.0 star property
West Hartford
9.8 out of 10, Exceptional, (1,000 reviews)
Located in West Hartford's entertainment district, this hotel offers a full-service spa with massages and facials. Savor lunch and dinner at Artisan, enjoy drinks at the bar, or workout in the 24-hour fitness center. Elizabeth Park and free WiFi add to the appeal.
The price is $367
$437 total
includes taxes & fees
Apr 19 - Apr 20
Delamar West Hartford
Desk, iron/ironing board, free WiFi, bed sheets
Extended Stay America Suites Hartford Farmington
Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very Good, (1,002 reviews)
Discover a tranquil haven near Batterson Park Pond where restful nights await. This Farmington hotel offers free WiFi, parking, and daily on-the-go breakfast. Business travelers appreciate the convenient location and exceptionally helpful staff.
The price is $107
$123 total
includes taxes & fees
Apr 19 - Apr 20
Extended Stay America Suites Hartford Farmington
Exterior
Homewood Suites by Hilton Hartford-Farmington
Homewood Suites by Hilton Hartford-Farmington
3.0 star property
Farmington
8.4 out of 10, Very Good, (1,000 reviews)
Discover a peaceful haven minutes from Hartford with convenient highway access. This hotel offers an indoor pool, fitness center, and restaurant, plus complimentary breakfast, WiFi, and parking. Clean rooms with washers/dryers create a comfortable extended stay.
The price is $139
$159 total
includes taxes & fees
Apr 26 - Apr 27
Homewood Suites by Hilton Hartford-Farmington
Exterior
Hampton Inn & Suites Hartford/Farmington
Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1,003 reviews)
Located in Farmington, this hotel offers free WiFi and parking, plus an indoor pool and hot tub for relaxation. Enjoy a complimentary breakfast before exploring nearby Hill-Stead Museum, or maintain your routine at the 24-hour fitness center.
The price is $135
$156 total
includes taxes & fees
Apr 26 - Apr 27
Hampton Inn & Suites Hartford/Farmington
Lobby
Fairfield Inn & Suites by Marriott Plainville
Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.6 out of 10, Excellent, (960 reviews)
This quiet hotel offers free breakfast, WiFi and parking just minutes from Crescent Lake. The indoor pool provides year-round relaxation, while the helpful staff ensures a seamless stay for business travelers near Relic Brewing Company.
The price is $105
$121 total
includes taxes & fees
Apr 23 - Apr 24
Fairfield Inn & Suites by Marriott Plainville
Staircase
The Farmington Inn & Suites
The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1,002 reviews)
Escape to this serene Farmington hotel, just 15 minutes from Hartford Convention Center. Start your day with complimentary breakfast at Victoria's Café before exploring nearby Miss Porter's School. The health club, room service, and exceptionally helpful staff ensure a comfortable stay.
The price is $137
$175 total
includes taxes & fees
May 6 - May 7
The Farmington Inn & Suites
Interior
Avon Old Farms Hotel
Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very Good, (1,004 reviews)
The price is $139
$182 total
includes taxes & fees
Apr 18 - Apr 19
Avon Old Farms Hotel
Reception
Simsbury 1820 House
Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1,000 reviews)
Immerse yourself in the rich history of this Simsbury B&B, where an indoor pool and fitness center await. Enjoy complimentary breakfast, WiFi, and bike rentals near Performing Arts Center, with 2 bars and a restaurant for evening relaxation.
The price is $182
$226 total
includes taxes & fees
Apr 19 - Apr 20
Simsbury 1820 House
Indoor spa tub
Simsbury Inn
Simsbury Inn
3.5 star property
Simsbury Center
9.2 out of 10, Wonderful, (293 reviews)
Discover classic comforts at this charming Weatogue retreat featuring 3 restaurants including local cuisine at Evergreens. An indoor pool, fitness center, and complimentary breakfast enhance your stay near Rosedale Farms and Stratton Brook State Park.
The price is $221
$276 total
includes taxes & fees
May 3 - May 4
Simsbury Inn
BBQ/picnic area
Residence Inn by Marriott Hartford Avon
Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (436 reviews)
This extended-stay hotel offers a seasonal outdoor pool and tennis court just 15 minutes from Connecticut Convention Center. Explore nearby Farmington Valley Arts Center while enjoying spacious rooms with sofa beds and kitchenettes.
The price is $152
$175 total
includes taxes & fees
Apr 26 - Apr 27
Residence Inn by Marriott Hartford Avon
Property entrance
Truman Gillet House Bed & Breakfast
Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (105 reviews)
Discover historic charm at this B&B near McLean Game Refuge. Wake up to a daily full breakfast before exploring hiking trails. Free WiFi and parking add convenience while Old New-Gate Prison is just a short drive away.
The price is $140
$155 total
includes taxes & fees
Apr 22 - Apr 23
Truman Gillet House Bed & Breakfast
Terrace/patio
DoubleTree by Hilton Hotel Bristol, Connecticut
DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1,001 reviews)
In Bristol, this hotel offers a tranquil atmosphere with an indoor pool for relaxation. Guests can enjoy American cuisine at The Willows restaurant or unwind at the bar. The 24-hour fitness center, free WiFi, and parking enhance your stay near Pine Lake Park.
The price is $154
$177 total
includes taxes & fees
Apr 30 - May 1
DoubleTree by Hilton Hotel Bristol, Connecticut
Terrace/patio
Home2 Suites by Hilton Bristol
Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (213 reviews)
Wake up to a complimentary breakfast at this Bristol hotel before exploring nearby Pine Lake Park. Unwind in the hot tub after a workout in the 24-hour fitness center, or enjoy a drink at the bar. In-room refrigerators and microwaves add convenience to your stay.
The price is $138
$159 total
includes taxes & fees
Apr 30 - May 1
Home2 Suites by Hilton Bristol
Interior
PLYMOUTH MOTOR LODGE
PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.6 out of 10, Good, (186 reviews)
This inviting hotel offers convenient perks including complimentary WiFi and parking. Located near Witch's Dungeon Classic Movie Museum and Rockwell Park, you'll enjoy comfortable accommodations with 24-hour front desk service for a hassle-free stay.
The price is $85
$98 total
includes taxes & fees
May 3 - May 4
PLYMOUTH MOTOR LODGE
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, (1,000 reviews)
Located near Hotchkiss-Fyler House Museum and Warner Theater, this motel offers free WiFi and parking. Enjoy the on-site fitness center or venture to nearby downhill skiing. Clean rooms provide a comfortable base while the exceptionally helpful staff ensures a pleasant stay.
The price is $89
$103 total
includes taxes & fees
Apr 26 - Apr 27
Days Inn by Wyndham Torrington
Premium bedding, down comforters, Select Comfort beds, in-room safe
Americas Best Value Inn Torrington CT
Americas Best Value Inn Torrington CT
2.5 star property
Torrington
5.6 out of 10, (789 reviews)
This charming hotel offers free breakfast, WiFi, and parking while keeping you near outdoor adventures. Enjoy the fitness center after exploring nearby Sunnybrook State Park or hit local ski slopes in winter. The friendly staff ensures a comfortable stay.
The price is $119
$137 total
includes taxes & fees
Apr 18 - Apr 19
Americas Best Value Inn Torrington CT
Restaurant
The Abner Hotel
The Abner Hotel
3.0 star property
Litchfield Historic District
9.4 out of 10, Exceptional, (58 reviews)
Savor free breakfast at this inviting 3-star hotel before exploring nearby Litchfield Town Green. Return for evening drinks at the bar while taking in views from the rooftop terrace. Free WiFi and parking make your Connecticut getaway seamless.
The price is $308
$354 total
includes taxes & fees
May 10 - May 11
The Abner Hotel
Library
The Litchfield Inn
The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (981 reviews)
Steps from White Memorial Conservation Center and Mount Tom State Park, this Litchfield Inn features a full-service spa for rejuvenating treatments. Enjoy complimentary breakfast, WiFi, and parking while the attentive staff ensures a memorable stay.
The price is $269
$309 total
includes taxes & fees
Apr 20 - Apr 21
The Litchfield Inn
Porch
Mayflower Inn & Spa, Auberge Collection
Mayflower Inn & Spa, Auberge Collection
5.0 star property
Washington
9.4 out of 10, Exceptional, (59 reviews)
Nestled near Steep Rock Preserve, this tranquil hotel offers deep-tissue massages and aromatherapy at the spa. Savor meals at The Tap Room, then unwind in the indoor and outdoor pools. Enjoy free WiFi and parking just minutes from the Appalachian Trail.
The price is $835
$1,018 total
includes taxes & fees
Apr 19 - Apr 20
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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Top landmarks in Winchester

Highland Lake

Highland Lake is 2.6 mi (4.3 km) from central Winchester, why not stop by during your stay.
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Northwestern Connecticut Community College

If you'd like to get a taste of Winchester student life, check out Northwestern Connecticut Community College, in the heart of the town.
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Check out reviews of Winchester hotels guests love

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington

10/10 Excellent
"Clean room, friendly staff and quiet grounds."
shaneice 2-night trip
Posted 3 hours ago
Hampton Inn & Suites Hartford/Farmington

Frequently asked questions

What hotels do travelers recommend in Winchester?
Guests like Days Inn by Wyndham Torrington and Blackberry River Inn.
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 6 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.