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Top hotels and accommodation in Winchester

Extended Stay America Suites Hartford Farmington

2.5 star property
Farmington
8.0 out of 10, Very good, (1002)
"Easy 24 hour check in"
United States
Janine
The price is AU$159
includes taxes & fees
5 Dec - 6 Dec
Extended Stay America Suites Hartford Farmington

Hampton Inn & Suites Hartford/Farmington

2.5 star property
Farmington
8.8 out of 10, Excellent, (1003)
"Great breakfast buffet!"
United States
Gina
The price is AU$194
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn & Suites Hartford/Farmington

DoubleTree by Hilton Hotel Bristol, Connecticut

4.0 star property
Bristol
9.0 out of 10, Wonderful, (1001)
"Amazing stay"
United States
Marquise
The price is AU$260
includes taxes & fees
16 Nov - 17 Nov
DoubleTree by Hilton Hotel Bristol, Connecticut

Days Inn by Wyndham Torrington

2.0 star property
Torrington
7.4 out of 10, Good, (1000)
"The room was spotless and the staff members were very polite. "
United States
priti
The price is AU$134
includes taxes & fees
12 Nov - 13 Nov
Days Inn by Wyndham Torrington

Home2 Suites by Hilton Bristol

3.0 star property
Bristol
9.6 out of 10, Exceptional, (153)
"Would stay again"
United States
LARRY
The price is AU$225
includes taxes & fees
16 Nov - 17 Nov
Home2 Suites by Hilton Bristol

Avon Old Farms Hotel

3.5 star property
Avon
8.4 out of 10, Very good, (1003)
"Very nice place to stay"
United States
Alvero
The price is AU$244
includes taxes & fees
16 Nov - 17 Nov
Avon Old Farms Hotel

Homewood Suites by Hilton Hartford-Farmington

3.0 star property
Farmington
8.4 out of 10, Very good, (1000)
"The only problem is the potholes and deep drains on the entrance and exit that have not been repaired for the last year. "
United States
Joan
The price is AU$196
includes taxes & fees
24 Nov - 25 Nov
Homewood Suites by Hilton Hartford-Farmington

Mayflower Inn & Spa, Auberge Collection

5.0 star property
Washington
9.2 out of 10, Wonderful, (54)
"We had bugs crawling all over our room and we were unable to be relocated according to hotel staff it was disgusting"
United States
stacy
The price is AU$1,300
includes taxes & fees
10 Nov - 11 Nov
Mayflower Inn & Spa, Auberge Collection

Simsbury Inn

3.5 star property
Simsbury Center
9.2 out of 10, Wonderful, (273)
"I loved my stay there. Beautiful rooms, the hot tub was great! Breakfast was decent but there are plenty of food options around town if you want something better!"
United States
Caitlin
The price is AU$546
includes taxes & fees
10 Nov - 11 Nov
Simsbury Inn

The Litchfield Inn

4.0 star property
Litchfield
9.0 out of 10, Wonderful, (949)
"The Litchfield Inn was very nice and quaint! Judy at the Front Desk was amazing and so accommodating. Will definitely stay again."
United States
Scott
The price is AU$534
includes taxes & fees
13 Nov - 14 Nov
The Litchfield Inn

Residence Inn by Marriott Hartford Avon

3.0 star property
Avon
8.8 out of 10, Excellent, (407)
"Good hotel but expensive "
United States
Christopher
The price is AU$209
includes taxes & fees
23 Nov - 24 Nov
Residence Inn by Marriott Hartford Avon

Locust Tree Bed and Breakfast LLC

3.0 star property
East Canaan
9.0 out of 10, Wonderful, (410)
"Peaceful area and great staff; Thank you for the service and experience "
United States
Andre
The price is AU$186
includes taxes & fees
10 Nov - 11 Nov
Locust Tree Bed and Breakfast LLC

Blackberry River Inn

3.0 star property
Norfolk
9.4 out of 10, Exceptional, (156)
"The highlight of our 10 day trip through the northeast"
United States
bruce
The price is AU$279
includes taxes & fees
13 Nov - 14 Nov
Blackberry River Inn

Sheraton Hartford Hotel at Bradley Airport

3.5 star property
Windsor Locks
9.2 out of 10, Wonderful, (1004)
"Such a great hotel to stay so close to the airport. Made our airport trip stress free. "
United States
Ashley
The price is AU$441
includes taxes & fees
1 Dec - 2 Dec
Sheraton Hartford Hotel at Bradley Airport

The Abner Hotel

3.0 star property
Litchfield Historic District
9.4 out of 10, Exceptional, (42)
"Staffs are so nice, the room is clean. Like the vibe"
United States
Qian
The price is AU$530
includes taxes & fees
1 Dec - 2 Dec
The Abner Hotel

The Farmington Inn & Suites

3.0 star property
Farmington
8.8 out of 10, Excellent, (1004)
"Tip quality, charming place to stay."
United States
Nello
The price is AU$186
includes taxes & fees
23 Nov - 24 Nov
The Farmington Inn & Suites

Fairfield Inn & Suites by Marriott Plainville

2.5 star property
Plainville
8.6 out of 10, Excellent, (904)
"Yes, the room was clean. Staff was very nice and we look forward to our next stay"
United States
Liza Marie
The price is AU$154
includes taxes & fees
23 Nov - 24 Nov
Fairfield Inn & Suites by Marriott Plainville

Cornwall Inn and Lodge

3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (153)
"This inn was very quaint and welcoming. It was a nice inn for the value. "
United States
Jacqueline
The price is AU$352
includes taxes & fees
10 Nov - 11 Nov
Cornwall Inn and Lodge

Delamar West Hartford

4.0 star property
West Hartford
9.8 out of 10, Exceptional, (1001)
"Everything was excellent as usual."
United States
lori
The price is AU$574
includes taxes & fees
23 Nov - 24 Nov
Delamar West Hartford

Americas Best Value Inn Torrington CT

2.5 star property
Torrington
5.6 out of 10, (775)
"The food was average."
United States
Pina
The price is AU$166
includes taxes & fees
1 Dec - 2 Dec
Americas Best Value Inn Torrington CT
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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Stay near popular Winchester attractions

Top Winchester Hotel Reviews

More cheap accommodation in Winchester

Find out more about Winchester

Top reasons to visit Winchester

  • Outdoor Adventures: Winchester is a haven for outdoor enthusiasts, offering thrilling skiing, scenic cycling trails, and picturesque national parks.
  • Charming Village Centre: Stroll through the quaint village centre filled with unique shops, cafes, and lush gardens for a delightful experience.
  • Historic Attractions: Explore key landmarks like the historic Winchester Guildhall and ancient Winchester Castle.
  • Family-Friendly Fun: Enjoy recreational spots that cater to all ages, ensuring memorable experiences for families.
  • Diverse Accommodation: Choose from pet-friendly hotels, family lodgings, and unique agritourism properties for a perfect stay.

Find great hotels near Winchester

Discover a range of accommodation options in Winchester, Connecticut, tailored to suit every traveller's needs. From pet-friendly hotels to family-friendly lodgings, this charming town offers unique agritourism properties alongside comfortable hotels. Whether you're seeking adventure or a relaxing getaway, Winchester has the perfect stay for you, including options like the voco Winchester hotel. Explore the best in Winchester accommodation for an unforgettable holiday experience.

  • The Farmington Inn & Suites: A welcoming retreat for business and leisure travellers alike, The Farmington Inn & Suites combines modern convenience with a homely atmosphere. Located 33.8km from Winchester, this 3-star hotel is ideal for those seeking a pet-friendly environment while on a work trip. The hotel offers essential business amenities, including a 24-hour business centre and multiple meeting rooms, ensuring that professionals can stay productive. With a pet-friendly policy that welcomes dogs and cats, this inn provides a comfortable stay for furry companions too.
  • The Litchfield Inn: Just 24.1km away from Winchester, the 4-star Litchfield Inn is a sanctuary of relaxation and productivity. This property is perfect for travellers looking for a spa-themed getaway, featuring a full-service spa and pool to unwind after a long day. The hotel also caters to business needs with a 24-hour business centre and conference spaces, making it a seamless choice for corporate visitors. Moreover, the pet-friendly policy allows guests to enjoy a peaceful retreat with their pets, ensuring a memorable stay.
  • Simsbury 1820 House: Nestled 25.7km from Winchester, the Simsbury 1820 House is a charming 4-star Bed & Breakfast that blends historical elegance with modern amenities. This property is well-suited for business travellers seeking a unique experience, offering a resort-style business centre and versatile meeting spaces. The pet-friendly policy, with some restrictions, allows guests to share their stay with their beloved pets. This quaint abode is perfect for those who appreciate a personal touch while enjoying their business or leisure trip.

Find the best attractions in and around Winchester

Winchester, Connecticut, is perfect for outdoor and romantic getaways, offering stunning scenery and eco-friendly adventures. Explore its national parks, nature reserves, and picturesque lakes. Don't miss key attractions like the historic Winchester Guildhall, the ancient Winchester Castle, and the interactive exhibits at the Winchester Science Centre. Whether you seek adventure or relaxation, Winchester has something for every traveller.

  • Highland Lake: Experience the serene beauty of Highland Lake, perfect for a day of relaxation or romance. Enjoy the scenic views, take a dip at the beach, or indulge in outdoor activities that make this spot a delightful escape.
  • Burr Pond State Park: A haven for adventure seekers, Burr Pond State Park offers stunning scenery and a range of outdoor activities. Go hiking, fishing, or simply immerse yourself in nature's beauty, all just 6.4km from Winchester.
  • Northwestern Connecticut Community College: Discover the cultural vibrancy at Northwestern Connecticut Community College. Engage with local art, attend events, and explore the campus to appreciate the educational spirit that enriches Winchester.

Best time to go to Winchester

The best time to visit Winchester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winchester falls in July, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Winchester falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.3°F (-3.7°C)Light RainMostly CloudyAverageSlightly Low
February27.1°F (-2.7°C)Light RainMostly CloudyAverageAverage
March34.5°F (1.4°C)Light RainMostly CloudyAverageSlightly Low
April46.0°F (7.8°C)Light RainMostly CloudyModerately HighAverage
May57.4°F (14.1°C)Light RainMostly SunnyAverageAverage
June65.3°F (18.5°C)Light RainMostly SunnyAverageAverage
July71.6°F (22.0°C)Light RainMostly SunnyModerately HighSlightly High
August69.6°F (20.9°C)Light RainMostly SunnyAverageSlightly High
September62.8°F (17.1°C)Light RainMostly SunnyModerately HighAverage
October51.8°F (11.0°C)Light RainMostly SunnyModerately LowSlightly High
November39.7°F (4.3°C)Light RainMostly SunnyModerately LowAverage
December31.6°F (-0.2°C)Light RainMostly CloudyModerately LowSlightly Low

The nearest major airports for your trip to Winchester

To reach Winchester, Connecticut, you have several airport options. Bradley International Airport (BDL) in Hartford, located 35.4km away, offers hotel choices like the 4-star Simsbury 1820 House, 11.3km from the airport, and the 3.5-star Sheraton Hartford Hotel at Bradley Airport, directly adjacent. Stewart International Airport (SWF) in Newburgh is 95.0km away, with nearby options like the 3.5-star Thayer Hotel, 17.7km from the airport. Lastly, Tweed New Haven Regional Airport (HVN) is 411.3km away, with top picks such as the Omni New Haven Hotel at Yale, just 4.8km from the airport. Each hotel provides convenient access to their respective airports.

Frequently asked questions

What's the best place for a stay in Winchester?
Extended Stay America Suites Hartford Farmington, located 22.6 mi (36.3 km) from the heart of Winchester, is a top choice for your stay, based on our traveller data. Two other choices for your stay in the area are Avon Old Farms Hotel and Sheraton Hartford Hotel at Bradley Airport. See all available top hotels, or vacation rentals in Winchester.
What are some of the best holiday rentals that Winchester has to offer?
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT: This holiday home rental outside of Winchester is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. See all vacation rentals in Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes, most hotel bookings are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
What are some hotels with pools in Winchester?
Avon Old Farms Hotel: Provides a sauna, a seasonal outdoor pool and buffet. Hampton Inn & Suites Hartford/Farmington and DoubleTree by Hilton Hotel Bristol, Connecticut are two additional hotels with an on-site pool. View all hotels with pools in Winchester.
What is staying in Winchester like?
Visitors to Winchester will definitely find plenty to explore and enjoy. In Winchester, there are 17 hotels and other accommodation options to choose from. Find out more about Winchester.
What should I see while I'm in Winchester?
Favourite places to visit include Highland Lake, Burr Pond State Park and Winchester Historical Society. A couple of additional sights to add to your itinerary are Platt Hill State Park and The Marina at Highland Lake. Take a look at what more there is to see and do in Expedia's Winchester guide.
What's the seasonal weather in Winchester?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Winchester are January, February, March and April, with each month seeing an average of 15 cm of snowfall.

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