Hotels in Winchester from P6,331 for 2026 - Fully Refundable Options

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Our top choices for Winchester hotels

A hotel room with a bed, white pillows, a bedside table with a phone, and a wall-mounted TV displaying a scenic sunset.

A Days Inn building with a blue awning, a lobby entrance, and a well-maintained lawn with various plants.

A Days Inn sign with a sunburst design, surrounded by trees.

A kitchen area with a counter, a microwave, a coffee machine, and a display case with pastries.

1. Days Inn by Wyndham Torrington

Torrington

Juan

P6,034

P6,939 total

includes taxes & fees

Aug 31 - Sep 1

A hotel room with a large bed, bedside lamps, a desk with a chair, a mirror, and a coat rack.

A gym with various exercise equipment, a mirror, and a blue wall.

A motel with a covered entrance, a parking lot, and a building with a sign that reads "LARRY'S".

2. Americas Best Value Inn Torrington CT

Torrington

Carol

P8,040

P9,247 total

includes taxes & fees

Aug 31 - Sep 1

A lobby with a chandelier, a reception desk, and a sign indicating an exit.

A white building with a covered patio area, a brick chimney, and a garden with various plants and flowers.

A long wooden table with potted plants and candle holders in a modern interior setting.

A spacious living room with a fireplace, a dining area, and a sofa.

3. The Litchfield Inn

Litchfield

Sandra

P19,306

P22,202 total

includes taxes & fees

Aug 30 - Aug 31

A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

A grand hallway with a chandelier, a staircase, and a table with flowers.

A cozy living room with floral wallpaper, a sofa, a coffee table, and two lamps.

A room with a fireplace, two striped armchairs, and a floral drape.

4. Blackberry River Inn

Norfolk

Rachel

P11,752

P13,515 total

includes taxes & fees

Aug 30 - Aug 31

A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

A bedroom with a wooden bed, two bedside tables, a window with curtains, and a radiator.

A covered porch with white railings and rocking chairs.

A dining room with a wooden table, chairs, a vase with flowers, and red curtains.

5. Locust Tree Bed and Breakfast LLC

East Canaan

Regina

P6,495

P7,469 total

includes taxes & fees

Aug 30 - Aug 31

A spacious foyer with a grand staircase, a chandelier, and a patterned carpet.

A spacious lobby with a patterned rug, a potted plant, and a television.

A well-lit living room with a patterned sofa, armchairs, a television, and a patterned carpet.

A well-lit room with a fireplace, two armchairs, a sofa, and a coffee table.

6. The Farmington Inn & Suites

Farmington

Carol

P9,216

P11,666 total

includes taxes & fees

Aug 30 - Aug 31

A large, historic building with a covered porch and outdoor seating area.

A sign for the Simsbury House, indicating it is a historic building from 1820.

A grand foyer with a patterned carpet, a wooden staircase, a chandelier, a mounted deer head, and a large clock.

A grand staircase with patterned carpet, a wooden table with a vase of flowers, a chandelier, and a clock.

7. Simsbury 1820 House

Simsbury Center

Thomas

P10,453

P13,088 total

includes taxes & fees

Aug 30 - Aug 31

A patio with a round metal table, a glass of white wine, and a red umbrella.

A grand staircase with a wooden railing, leading to a room with large windows and a patterned ceiling.

A large, two-story house with a steeply pitched roof, stone foundation, and a well-maintained garden with various shrubs and a fountain.

A cozy room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

8. Manor House Inn

Norfolk

Kevin

P20,350

P22,588 total

includes taxes & fees

Aug 31 - Sep 1

A hotel room with two beds, a desk, a chair, a TV, a lamp, a small table with bottles, and a framed picture on the wall.

A hotel room with two beds, a desk, a chair, a small table, and a view of an airport.

9. Sheraton Hartford Hotel at Bradley Airport

Windsor Locks

Lisa

P15,194

P17,474 total

includes taxes & fees

Sep 6 - Sep 7

An outdoor patio with a circular fire pit surrounded by wicker chairs, a grill, and a dining area with tables and chairs.

A stone fireplace with a flat-screen TV above it, surrounded by two chairs and a small table.

A hotel lobby with a long reception desk, multiple seating areas, and a large screen TV.

A Marriott hotel with a red roof, a swimming pool, and a well-maintained lawn.

10. Residence Inn by Marriott Hartford Avon

Avon

Laura

P9,408

P10,819 total

includes taxes & fees

Sep 20 - Sep 21

A conservatory with a glass ceiling, round tables, and chairs, and a brick wall with an exit sign.

A large conference room with multiple round tables, beige chairs, chandeliers, and a wooden floor.

A spacious lobby with a grand staircase, multiple seating areas, and a central decorative table.

A spacious indoor dining area with high ceilings, large windows, and a brick wall.

11. Avon Old Farms Hotel

Avon

Andrew

P9,442

P12,210 total

includes taxes & fees

Sep 3 - Sep 4

A hotel with a prominent sign, a covered entrance, and a landscaped driveway.

An indoor swimming pool with clear blue water, surrounded by lounge chairs and large windows offering a view of greenery outside.

A hot tub with a metal ladder, surrounded by tiled walls, with a view of trees through a window.

An outdoor patio with tables, chairs, and umbrellas, adjacent to a brick building.

12. Hampton Inn & Suites Hartford/Farmington

Farmington

Lauren

P8,628

P9,923 total

includes taxes & fees

Sep 7 - Sep 8

A rustic wooden building labeled 'GEDNEY FARM' with a signboard indicating 'SERVING DINNER WED-FRI 5:00-9:00pm'.

An outdoor patio with wooden tables and chairs, surrounded by greenery.

A spacious living room with a fireplace, patterned armchairs, and a staircase leading to an upper level.

A wooden sign with "GEDNEY FARM" written on it, surrounded by lush greenery and purple flowers.

13. Gedney Farm

Great Barrington

Jane

P14,195

P15,572 total

includes taxes & fees

Aug 30 - Aug 31

A spacious, well-lit event space with a glass ceiling, white tables, and a chandelier.

A large, multi-story building surrounded by dense forest, with a parking lot and a small green structure nearby.

A person in a blue swimsuit relaxing in a hot tub with a pool in the background.

A sign for The Simsbury Inn, featuring a swan on water.

14. Simsbury Inn

Simsbury Center

Anuj

P14,881

P18,473 total

includes taxes & fees

Sep 16 - Sep 17

A dining area with wooden tables and chairs, large windows with white frames, and wall-mounted light fixtures.

A two-story building with a sign for Cornwall Inn, featuring a front porch and a mailbox.

A hotel room with a large bed, two bedside lamps, a chair, a small table, and a rug.

A wooden counter with a wine bottle, glasses, and a sign.

15. Cornwall Inn and Lodge

Cornwall Bridge

"Liked we had a room away from the main building which was quiet and had a private porch. Charming decor with antiques. We really enjoyed the breakfast room and meeting the other guests in the morning and exchanging information on local sites and restaurants. The pool was very refreshing after a hot day. We loved sitting on the porch for breakfast and evening drinks. Getting AC to run consistently was a challenge."

Judith

P13,088

P15,052 total

includes taxes & fees

Aug 30 - Aug 31

A restaurant with wooden tables and chairs, a bar area, and hanging spherical light fixtures.

A spacious foyer with a wooden staircase, a reception desk, and a seating area.

An outdoor patio area with wooden flooring, green metal chairs, and tables under umbrellas.

A hotel room with a bed, a sofa, a small table, a floor lamp, and two windows with curtains.

16. The Abner Hotel

Litchfield Historic District

Eduardo

P8,663

P9,963 total

includes taxes & fees

Sep 20 - Sep 21

A Stay America hotel with a brick facade, multiple windows, and a visible lobby entrance.

17. Extended Stay America Suites Hartford Farmington

Farmington

Nigel

P6,494

P7,468 total

includes taxes & fees

Aug 30 - Aug 31

A house with a porch, American flags, and a pathway leading to a bench.

A living room with a fireplace, a wooden cabinet, a plaid sofa, and a patterned rug.

A wooden desk with a notebook, two mugs, a framed sign, a telephone, and a decorative bowl.

A four-poster bed with floral bedding, two bedside lamps, and a wooden floor.

18. Truman Gillet House Bed & Breakfast

Granby

Valerie

P8,660

P9,612 total

includes taxes & fees

Sep 1 - Sep 2

A hotel with multiple buildings, a parking lot, and a well-maintained lawn.

A modern kitchen with a central island, built-in cabinets, and a coffee station.

A hotel room with a bed, a sofa, a desk, a chair, a TV, and a lamp.

A swimming pool with lounge chairs and a red door.

19. Homewood Suites by Hilton Hartford-Farmington

Farmington

John

P8,424

P9,688 total

includes taxes & fees

Sep 7 - Sep 8

A bedroom with two beds, a desk, a chair, a window with curtains, and a door with a glass panel.

A bathroom with a white sink, a dark wooden vanity, and a drawer with a white towel.

A room with a mounted television, a chair, and a coat rack.

A motel sign with a 'VACANCY' notice, surrounded by well-maintained landscaping and a building with a red roof.

20. Hitching Post Country Motel

Cornwall Bridge

Chris

P8,041

P9,247 total

includes taxes & fees

Aug 30 - Aug 31

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Stay near popular Winchester attractions

Highland Lake

Commune with nature and explore the great outdoors at Highland Lake during your travels in Winchester.

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Northwestern Connecticut Community College

Walk around the campus at Northwestern Connecticut Community College as part of your travels around Winchester.

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The Marina at Highland Lake

Explore the waterfront in Winchester with a trip to The Marina at Highland Lake.

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Platt Hill State Park

You can take time to visit Platt Hill State Park during your travels to Winchester.

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Winchester Historical Society

8.0/10 (1 review)

You can spend an afternoon exploring the galleries in Winchester Historical Society during your trip to Winchester. Take in the live music in this relaxing area.

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Walker Field

Explore the great outdoors at Walker Field, a lovely green space in Winchester.

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American Mural Project

You can spend time studying the exhibits at American Mural Project in Winchester.

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Tatro Pond

You can take time to visit Tatro Pond during your travels to Winchester.

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Top Winchester Hotel Reviews

Homewood Suites by Hilton Hartford-Farmington

10/10 Excellent

"nons"

Hampton Inn & Suites Hartford/Farmington

10/10 Excellent

"The staff was super helpful and the facilities were c clean and modern. Breakfast was fresh and had good choices."

The Litchfield Inn

10/10 Excellent

"Charming older hotel. Wish there were more tv options"

The Abner Hotel

10/10 Excellent

"I think this hotel would be wonderful in any season...beautiful area to walk on the wide, stately streets with beautiful 1800's home in the summer, spring or fall; lots of beautiful autumn leaves in the fall, perfect New England town with center green in winter, summer, spring and fall, to beautiful spring with flowers all over the town too. At Abner Hotel you can enjoy any season with the great rooftop bar, the cozy fireplace in the lounge outside the restaurant in the winter.... A special attraction for attorneys or anyone interested in the law is the unique nature of this property which was a renovated and preserved old courthouse.... Don't forget the fascinating attraction of country's very first Law School, walking distance from the hotel! Lourdes of Litchfield Grotto, lovely with outdoor masses, stations of the cross, gift shop and Cafe, open to all, just down the road."

The Farmington Inn & Suites

8/10 Good

"The staff were friendly and helpful, but you have to pay 17.25 a day (even the day you check out) for amenities that we never used. The back door we used looks all scratched up and worn metal door on the bottom. Bad 1st impression. Rooms are prettily decorated with wall paper and curtains that match. 4 poster beds looked great and were comfortable. Breakfast was good with enough choices. English tea bags weren't replenished after one day and don't think they have a designated person to handle only the food area. We left early every day and came back late. It was quiet and clean so recommend it, but be aware you pay for amenities whether you use them or not. Staff were helpful and friendly."

Avon Old Farms Hotel

10/10 Excellent

"Good"

Simsbury 1820 House

10/10 Excellent

"The staff at Simsbury 1820 were the highlight of the stay. They were expecially friendly and very helpful. They had some suggestions of things to do that were interesting and area specific. Understandably but a bit disappointing was the inadquacy of the plumbing. It's a very old building but toilets could be updated."

Mayflower Inn & Spa, Auberge Collection

10/10 Excellent

"Beautiful property with lovely pool and spa area. The rooms are beautifully decorated. The staff are all friendly, welcoming, and very helpful. The grounds and gardens are well maintained. The hiking trail is highly recommended. My room in the main house was a bit noisy; the room above mine appeared to be a utility room that was active early in the morning. I could hear footsteps throughout the day. The dinner was overrated, but the breakfast and lunch were delicious."

Americas Best Value Inn Torrington CT

10/10 Excellent

"All the staff members I met were cheerful & helpful. I asked for a ground floor room, upon arrival, got a very nice one at no extra charge. I was in the area for a music festival, plan on booking a stay again , next year."

More cheap stays in Winchester

PLYMOUTH MOTOR LODGE

325 Main St Terryville CT

P5,505

P6,331 total

Aug 30 - Aug 31

includes taxes & fees

Days Inn by Wyndham Torrington

492 East Main St Torrington CT

P6,034

P6,939 total

Aug 31 - Sep 1

includes taxes & fees

Extended Stay America Suites Hartford Farmington

1 Batterson Park Rd Farmington CT

P6,494

P7,468 total

Aug 30 - Aug 31

includes taxes & fees

8/10 Very Good! (1,003 reviews)

Americas Best Value Inn Torrington CT

395 Winsted Rd Torrington CT

P8,040

P9,247 total

Aug 31 - Sep 1

includes taxes & fees

5.6/10 (813 reviews)

Hitching Post Country Motel

45 Kent Rd S Cornwall Bridge CT

P8,041

P9,247 total

Aug 30 - Aug 31

includes taxes & fees

6.8/10 (109 reviews)

Hampton Inn & Suites Hartford/Farmington

301 Colt Hwy Farmington CT

P8,628

P9,923 total

Sep 7 - Sep 8

includes taxes & fees

9/10 Wonderful! (1,002 reviews)

Frequently asked questions

What's the best place for a stay in Winchester?

Sheraton Hartford Hotel at Bradley Airport, located 21.9 mi (35.2 km) from the heart of Winchester, is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Homewood Suites by Hilton Hartford-Farmington and The Farmington Inn & Suites. See all available top hotels, or vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes! You'll find that most hotel reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you booked a non-refundable reservation, it might still be possible to cancel it and be given 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?

Homewood Suites by Hilton Hartford-Farmington: Features a snack bar/deli, an indoor pool, and buffet. Avon Old Farms Hotel and Mayflower Inn & Spa, Auberge Collection are two additional hotels with an onsite pool. View all hotels with pools in Winchester.

What is staying in Winchester like?

Visitors to Winchester are sure to find plenty to explore and enjoy. In Winchester, there are 19 hotels and other accommodations to choose from. Find out more about Winchester.

What should I do while I'm visiting Winchester?

Favorite places to visit include Highland Lake, Burr Pond State Park, and The Marina at Highland Lake. A couple of additional sights to add to your agenda are Platt Hill State Park and Laurel Lanes. Check out what more to see and do in Expedia's Winchester guide.

What's the seasonal weather like in Winchester?

The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Winchester are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.

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Winchester Hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Winchester

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Winchester hotels

1. Days Inn by Wyndham Torrington

2. Americas Best Value Inn Torrington CT

3. The Litchfield Inn

4. Blackberry River Inn

5. Locust Tree Bed and Breakfast LLC

6. The Farmington Inn & Suites

7. Simsbury 1820 House

8. Manor House Inn

9. Sheraton Hartford Hotel at Bradley Airport

10. Residence Inn by Marriott Hartford Avon

11. Avon Old Farms Hotel

12. Hampton Inn & Suites Hartford/Farmington

13. Gedney Farm

14. Simsbury Inn

15. Cornwall Inn and Lodge

16. The Abner Hotel

17. Extended Stay America Suites Hartford Farmington

18. Truman Gillet House Bed & Breakfast

19. Homewood Suites by Hilton Hartford-Farmington

20. Hitching Post Country Motel

Stay near popular Winchester attractions

Highland Lake

Northwestern Connecticut Community College

The Marina at Highland Lake

Platt Hill State Park

Winchester Historical Society

Walker Field

American Mural Project

Tatro Pond

Top Winchester Hotel Reviews

Homewood Suites by Hilton Hartford-Farmington

Hampton Inn & Suites Hartford/Farmington

The Litchfield Inn

The Abner Hotel

The Farmington Inn & Suites

Avon Old Farms Hotel

Simsbury 1820 House

Mayflower Inn & Spa, Auberge Collection

Americas Best Value Inn Torrington CT

More cheap stays in Winchester

PLYMOUTH MOTOR LODGE

Days Inn by Wyndham Torrington

Extended Stay America Suites Hartford Farmington

Americas Best Value Inn Torrington CT

Hitching Post Country Motel

Hampton Inn & Suites Hartford/Farmington

Frequently asked questions

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