Top 10 Hotels in Winchester, CT from NT$3,136 - Competitive Prices

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Our top choices for Winchester hotels

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

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

1. Manor House Inn

Norfolk

Kevin

NT$11,308

NT$12,552 total

includes taxes & fees

Oct 20 - Oct 21

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

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

2. Blackberry River Inn

Norfolk

Donna

NT$6,156

NT$7,080 total

includes taxes & fees

Oct 20 - Oct 21

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 sign with a sunburst design, surrounded by trees.

A breakfast bar with a coffee machine, toaster, and various food items.

A bathroom with a bathtub, toilet, and granite countertop sink.

3. Days Inn by Wyndham Torrington

Torrington

Kim

NT$2,727

NT$3,136 total

includes taxes & fees

Nov 12 - Nov 13

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

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

A spacious living area with a brown leather sofa, a glass coffee table, a wooden entertainment unit with a flat-screen TV, and a large window providing a view of the outdoors.

4. Americas Best Value Inn Torrington CT

Torrington

Tuty

NT$4,860

NT$5,589 total

includes taxes & fees

Oct 20 - Oct 21

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.

5. Residence Inn by Marriott Hartford Avon

Avon

Laura

NT$4,379

NT$5,036 total

includes taxes & fees

Nov 19 - Nov 20

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 rustic bedroom with a large bed, wooden headboard, and a wooden floor. There is a chair and a small table with a lamp.

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

6. The Litchfield Inn

Litchfield

Jacqueline

NT$9,353

NT$10,756 total

includes taxes & fees

Nov 15 - Nov 16

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

An outdoor seating area with green chairs and tables, a bar with shelves of bottles, and a view of trees in the background.

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

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

7. The Abner Hotel

Litchfield Historic District

Tim

NT$7,396

NT$8,505 total

includes taxes & fees

Nov 8 - Nov 9

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

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

A two-story building with a flat roof, solar panels, and a small patio area.

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

8. Locust Tree Bed and Breakfast LLC

East Canaan

Daniel

NT$3,402

NT$3,912 total

includes taxes & fees

Oct 20 - Oct 21

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

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.

A spacious lobby with high ceilings, a fireplace, comfortable seating, and a dining area with tables and chairs.

9. Hampton Inn & Suites Hartford/Farmington

Farmington

Jessica

NT$4,654

NT$5,353 total

includes taxes & fees

Oct 30 - Oct 31

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

A swimming pool with lounge chairs and a red door.

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

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

10. Homewood Suites by Hilton Hartford-Farmington

Farmington

EDWARD

NT$5,481

NT$6,303 total

includes taxes & fees

Oct 25 - Oct 26

A bedroom with a large bed, a chair, and a window with curtains.

A framed painting of a white horse on a wooden dresser, a white fireplace with a black mantle, and two green vases with white flowers on the wall.

A dining area with yellow chairs and tables, a kitchen in the background, and a clock on the wall.

A large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn.

11. The White Hart

Salisbury

William

NT$9,866

NT$11,346 total

includes taxes & fees

Nov 15 - Nov 16

A stone fountain with water spouting from the top, surrounded by greenery and a brick building with windows in the background.

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

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

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

12. Simsbury Inn

Simsbury Center

SueEllen and Ian

NT$9,121

NT$11,196 total

includes taxes & fees

Nov 10 - Nov 11

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

A large, historic house with multiple chimneys, a covered porch, and lush greenery.

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

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

13. Simsbury 1820 House

Simsbury Center

Kimberly

NT$5,644

NT$7,049 total

includes taxes & fees

Nov 19 - Nov 20

A modern hotel lobby with seating arrangements, a central dining table, and a kitchenette area.

A hotel room with a large window, a sofa, a chair, a small table, a TV, and a chessboard.

A reception desk with a wooden backdrop and a large, detailed drawing of a ship.

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.

14. Sheraton Hartford Hotel at Bradley Airport

Windsor Locks

John

NT$7,959

NT$9,153 total

includes taxes & fees

Nov 14 - Nov 15

An outdoor seating area with fire pits and umbrellas, surrounded by modern buildings with large windows.

A modern lobby with a reception desk, seating area, and a large decorative light fixture.

A spacious lobby with large windows, a central plant, and multiple hanging lights.

A large indoor swimming pool with clear blue water, surrounded by lounge chairs and a reception area.

15. DoubleTree by Hilton Hotel Bristol, Connecticut

Bristol

Whitley

NT$4,756

NT$5,469 total

includes taxes & fees

Nov 8 - Nov 9

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

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

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

A spacious lobby with a grand staircase, multiple seating areas, and a reception desk.

16. Avon Old Farms Hotel

Avon

Kristen

NT$5,741

NT$7,310 total

includes taxes & fees

Oct 27 - Oct 28

A wooden deck with a swing chair and a bench overlooking a lake.

A modern bar area with a counter, bar stools, and a variety of bottles.

A lakeside deck with Adirondack chairs, a canoe, and a wooden railing.

A tented area with lush greenery and a dining setup.

17. Interlaken Inn & Resort

Lakeville

mary

NT$8,719

NT$10,027 total

includes taxes & fees

Nov 8 - Nov 9

An outdoor seating area with sofas and chairs, a glass-top table with a fire feature, and yellow chairs in the background.

A large indoor swimming pool with multiple seating areas and large windows.

A modern lounge with a pool table, comfortable seating, and a large window offering a view of the outdoors.

A modern hotel building with multiple floors and a prominent "HOME 2 SUITES BY HILTON" sign.

18. Home2 Suites by Hilton Bristol

Bristol

Gabriela

NT$4,224

NT$4,858 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

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

19. The Farmington Inn & Suites

Farmington

Brian

NT$4,504

NT$5,738 total

includes taxes & fees

Nov 8 - Nov 9

A dining area with round tables set for two, a fireplace, and a mural on the wall.

A room with two brown leather armchairs, a wooden side table with a lamp, a potted plant, and a window with a view of a snowy landscape.

A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.

A room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.

20. The Old Inn On The Green

Great Barrington

John

NT$9,396

NT$11,338 total

includes taxes & fees

Nov 1 - Nov 2

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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.

See properties

The Marina at Highland Lake

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

See properties

Northwestern Connecticut Community College

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

See properties

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.

See properties

Northwestern Connecticut Community College Library

After visiting Northwestern Connecticut Community College Library, make a plan to see the other sights and activities in Winchester.

See properties

Rowley Fields

Explore the great outdoors at Rowley Fields, a lovely green space in Winchester.

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Ledgebrook Plaza

You can enjoy retail therapy at Ledgebrook Plaza during your stay in Winchester.

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American Mural Project

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

See properties

Top Winchester Hotel Reviews

The Litchfield Inn

10/10 Excellent

"Our room was very clean. They had an excellent breakfast with much to choose from."

Days Inn by Wyndham Torrington

10/10 Excellent

"It’s a good place to stay for a night, and the staff there are extremely friendly."

DoubleTree by Hilton Hotel Bristol, Connecticut

8/10 Good

"We had a three night stay. The glasses that were used the first night were never replaced. The same dirty glasses remained in the room for the entire stay. There was an in room coffee maker that was used the first two mornings. We were unable to use it the third morning because the sweetener and creamer were not replaced when the room for made up the day before. The housekeeper left the cleaning rag in the bathroom."

Home2 Suites by Hilton Bristol

10/10 Excellent

"N"

Interlaken Inn & Resort

10/10 Excellent

"Over eight annual visits to this hotel, it has been a wonderful stay each time."

Delamar West Hartford

10/10 Excellent

"All good"

The Farmington Inn & Suites

10/10 Excellent

"Thin walls, I'll just say that you may hear sounds that you may or may not mind hearing."

Fairfield Inn & Suites by Marriott Plainville

10/10 Excellent

"Very nice, comfortable stay. Would stay there again."

Extended Stay America Suites Hartford Farmington

8/10 Good

"Good parking"

More cheap stays in Winchester

Days Inn by Wyndham Torrington

492 East Main St Torrington CT

NT$2,727

NT$3,136 total

Nov 12 - Nov 13

includes taxes & fees

7.4/10 Good! (1,007 reviews)

Extended Stay America Suites Hartford Farmington

1 Batterson Park Rd Farmington CT

NT$3,539

NT$4,070 total

Nov 1 - Nov 2

includes taxes & fees

8/10 Very Good! (1,000 reviews)

Hitching Post Country Motel

45 Kent Rd S Cornwall Bridge CT

NT$4,212

NT$4,844 total

Oct 20 - Oct 21

includes taxes & fees

6.6/10 (115 reviews)

Hampton Inn & Suites Hartford/Farmington

301 Colt Hwy Farmington CT

NT$4,654

NT$5,353 total

Oct 30 - Oct 31

includes taxes & fees

Americas Best Value Inn Torrington CT

395 Winsted Rd Torrington CT

NT$4,860

NT$5,589 total

Oct 20 - Oct 21

includes taxes & fees

5.6/10 (828 reviews)

The Millerton Inn

53 Main St Millerton NY

NT$8,136

NT$9,204 total

Oct 20 - Oct 21

includes taxes & fees

8.4/10 Very Good! (49 reviews)

Hotels in Winchester with star-rating

Frequently asked questions

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

The Farmington Inn & Suites, located 20.6 mi (33.1 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 Delamar West Hartford and Extended Stay America Suites Hartford Farmington. 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.

Where can I learn more about changing or cancelling my trip to Winchester?

To access more information about picking new dates or cancelling your trip to Winchester, head over to our customer service page.

What are some hotels with pools in Winchester?

Homewood Suites by Hilton Hartford-Farmington: Offers a snack bar/deli, an indoor pool, and buffet. Mayflower Inn & Spa, Auberge Collection and Avon Old Farms Hotel 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 21 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, The Marina at Highland Lake, and Burr Pond State Park. A couple of additional sights to add to your agenda are Winchester Historical Society and American Museum of Tort Law. 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.

Explore a world of travel with Expedia

Book Hotels in Winchester on Expedia.com

Find hotels in Winchester, CT from NT$3,136

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. Manor House Inn

2. Blackberry River Inn

3. Days Inn by Wyndham Torrington

4. Americas Best Value Inn Torrington CT

5. Residence Inn by Marriott Hartford Avon

6. The Litchfield Inn

7. The Abner Hotel

8. Locust Tree Bed and Breakfast LLC

9. Hampton Inn & Suites Hartford/Farmington

10. Homewood Suites by Hilton Hartford-Farmington

11. The White Hart

12. Simsbury Inn

13. Simsbury 1820 House

14. Sheraton Hartford Hotel at Bradley Airport

15. DoubleTree by Hilton Hotel Bristol, Connecticut

16. Avon Old Farms Hotel

17. Interlaken Inn & Resort

18. Home2 Suites by Hilton Bristol

19. The Farmington Inn & Suites

20. The Old Inn On The Green

Stay near popular Winchester attractions

Highland Lake

The Marina at Highland Lake

Northwestern Connecticut Community College

Winchester Historical Society

Northwestern Connecticut Community College Library

Rowley Fields

Ledgebrook Plaza

American Mural Project

Top Winchester Hotel Reviews

The Litchfield Inn

Days Inn by Wyndham Torrington

DoubleTree by Hilton Hotel Bristol, Connecticut

Home2 Suites by Hilton Bristol

Interlaken Inn & Resort

Delamar West Hartford

The Farmington Inn & Suites

Fairfield Inn & Suites by Marriott Plainville

Extended Stay America Suites Hartford Farmington

More cheap stays in Winchester

Days Inn by Wyndham Torrington

Extended Stay America Suites Hartford Farmington

Hitching Post Country Motel

Hampton Inn & Suites Hartford/Farmington

Americas Best Value Inn Torrington CT

The Millerton Inn

Hotels in Winchester with star-rating

Frequently asked questions

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