Title: Book The Best Hotels in Winchester, CT for 2026 from CA $119 - Fully Refundable Options - Expedia.ca

[Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d553248635975869849.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d553248635975869849.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d553248635975869849.Car-Rental-Guide)

![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium)

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- ##  
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- ###  
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Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
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Rest easy  
Plan, book, and manage your trip all in one place

## Go beyond your typical stay in Winchester

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Connecticut%2C+United+States+of+America&regionId=553248635975869849&latLong=41.935764%2C-73.111359&adults=2&startDate=2026-03-04&d1=2026-03-04&endDate=2026-03-06&d2=2026-03-06&amenities=POOL)

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Connecticut%2C+United+States+of+America&regionId=553248635975869849&latLong=41.935764%2C-73.111359&adults=2&startDate=2026-03-04&d1=2026-03-04&endDate=2026-03-06&d2=2026-03-06&amenities=SPA_ON_SITE)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Connecticut%2C+United+States+of+America&regionId=553248635975869849&latLong=41.935764%2C-73.111359&adults=2&startDate=2026-03-04&d1=2026-03-04&endDate=2026-03-06&d2=2026-03-06&travelerType=family_friendly)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Connecticut%2C+United+States+of+America&regionId=553248635975869849&latLong=41.935764%2C-73.111359&adults=2&startDate=2026-03-04&d1=2026-03-04&endDate=2026-03-06&d2=2026-03-06&amenities=HOT_TUB)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Connecticut%2C+United+States+of+America&regionId=553248635975869849&latLong=41.935764%2C-73.111359&adults=2&startDate=2026-03-04&d1=2026-03-04&endDate=2026-03-06&d2=2026-03-06&amenities=PETS)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Connecticut%2C+United+States+of+America&regionId=553248635975869849&latLong=41.935764%2C-73.111359&adults=2&startDate=2026-03-04&d1=2026-03-04&endDate=2026-03-06&d2=2026-03-06&lodging=APARTMENT)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Connecticut%2C+United+States+of+America&regionId=553248635975869849&latLong=41.935764%2C-73.111359&adults=2&startDate=2026-03-04&d1=2026-03-04&endDate=2026-03-06&d2=2026-03-06&lodging=COTTAGE)

## Check prices for these dates

Tonight

[Feb 18 - Feb 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975869849&startDate=2026-02-18&endDate=2026-02-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel)

Tomorrow

[Feb 19 - Feb 20](https://www.expedia.ca/Hotel-Search?regionId=553248635975869849&startDate=2026-02-19&endDate=2026-02-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel)

This weekend

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635975869849&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel)

Next weekend

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635975869849&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel)

## Our top choices for Winchester hotels

![Premium bedding, down comforters, Select Comfort beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/5800/5738/3b028198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/5800/5738/71bf9e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5800/5738/19fb4ad5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5800/5738/55f97081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Americas Best Value Inn Torrington CT

[](https://www.expedia.ca/Torrington-Hotels-Americas-Best-Value-Inn-Torrington-CT.h5738.Hotel-Information)

Torrington

5.6/10

(785 reviews)

"Very pleasant check-in experience. Spacious room, comfortable beds, clean, easy parking."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laurel

CA $151

CA $173 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Torrington-Hotels-Americas-Best-Value-Inn-Torrington-CT.h5738.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1350000/1343800/1343727/a2bd31ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1350000/1343800/1343727/a1bbe5d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1350000/1343800/1343727/73617262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free self parking](https://images.trvl-media.com/lodging/2000000/1350000/1343800/1343727/555a884e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elm Motel

[](https://www.expedia.ca/Springfield-Hotels-Elm-Motel.h1343727.Hotel-Information)

Westfield

7.2/10

Good

(123 reviews)

"Very clean, lacking bathroom and bathroom storage. Good price."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daniel

CA $122

CA $136 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Springfield-Hotels-Elm-Motel.h1343727.Hotel-Information)

![Indoor spa tub](https://images.trvl-media.com/lodging/1000000/20000/16800/16756/66c93564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/20000/16800/16756/42bd0921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/20000/16800/16756/c8072a57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/20000/16800/16756/3d1349c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Simsbury Inn

[](https://www.expedia.ca/Weatogue-Hotels-Simsbury-Inn.h16756.Hotel-Information)

Simsbury Center

9.2/10

Wonderful

(288 reviews)

"Great stay, location, and service!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joey

CA $323

CA $401 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Weatogue-Hotels-Simsbury-Inn.h16756.Hotel-Information)

![Desk, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/1000000/50000/50000/49932/c8b8e6a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/50000/49932/bfea9bed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/50000/49932/3ed0be48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/50000/49932/d4c8ac0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Days Inn by Wyndham Torrington

[](https://www.expedia.ca/Torrington-Hotels-Days-Inn-By-Wyndham-Torrington.h49932.Hotel-Information)

Torrington

7.4/10

Good

(1,001 reviews)

"Staff was very friendly, room was clean. Overall great stay, thanks!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nathaniel

CA $122

CA $140 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Torrington-Hotels-Days-Inn-By-Wyndham-Torrington.h49932.Hotel-Information)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95650000/95648100/95648076/7eadfce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95650000/95648100/95648076/80433a8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Room](https://images.trvl-media.com/lodging/96000000/95650000/95648100/95648076/7a9ed358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95650000/95648100/95648076/e7a73d63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hitching Post Country Motel

[](https://www.expedia.ca/Cornwall-Bridge-Hotels-45-Kent-Rd-S.h95648076.Hotel-Information)

Cornwall Bridge

6.6/10

(82 reviews)

"Basic accommodation that was clean and easy."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elizabeth

CA $177

CA $204 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Cornwall-Bridge-Hotels-45-Kent-Rd-S.h95648076.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/1000000/50000/42300/42279/7e4b3c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/50000/42300/42279/6326a611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/1000000/50000/42300/42279/414283b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42300/42279/fbc655dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Simsbury 1820 House

[](https://www.expedia.ca/Hartford-Hotels-Simsbury-1820-House.h42279.Hotel-Information)

Simsbury Center

9.2/10

Wonderful

(1,002 reviews)

"Lovely staff, beautiful room, comfy bed, delicious fresh breakfast. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Debra

CA $217

CA $273 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Hartford-Hotels-Simsbury-1820-House.h42279.Hotel-Information)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/18000000/17280000/17278300/17278254/7b493baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/18000000/17280000/17278300/17278254/ba8ee937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/18000000/17280000/17278300/17278254/a9853b5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/18000000/17280000/17278300/17278254/40c2786c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cornwall Inn and Lodge

[](https://www.expedia.ca/Torrington-Hotels-Cornwall-Inn-And-Lodge.h17278254.Hotel-Information)

Cornwall Bridge

9.2/10

Wonderful

(157 reviews)

"We stay here frequently…always super clean and the inn keepers are very kind."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tracy

CA $289

CA $332 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Torrington-Hotels-Cornwall-Inn-And-Lodge.h17278254.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/ebe022ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/7588ab8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sports facility](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/d26781d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/10e91fff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home2 Suites by Hilton Bristol

[](https://www.expedia.ca/Bristol-Hotels-Home2-Suites-By-Hilton-Bristol.h94946614.Hotel-Information)

Bristol

9.6/10

Exceptional

(192 reviews)

"Clean room, great staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tamiya

CA $177

CA $204 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Bristol-Hotels-Home2-Suites-By-Hilton-Bristol.h94946614.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/ac051f95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/8f354477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/b8d54737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/9c0a3e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites by Marriott Plainville

[](https://www.expedia.ca/Hartford-Hotels-Fairfield-Inn-Suites-By-Marriott-Plainville.h9965.Hotel-Information)

Plainville

8.6/10

Excellent

(935 reviews)

"Rooms were clean and staff was courteous. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Keith

CA $146

CA $168 total

includes taxes & fees

Feb 21 - Feb 22

[](https://www.expedia.ca/Hartford-Hotels-Fairfield-Inn-Suites-By-Marriott-Plainville.h9965.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/42000000/41180000/41178000/41178000/e7de1246.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/42000000/41180000/41178000/41178000/3bd826d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor wedding](https://images.trvl-media.com/lodging/42000000/41180000/41178000/41178000/8bcde002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/42000000/41180000/41178000/41178000/c08e3534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gedney Farm

[](https://www.expedia.ca/Great-Barrington-Hotels-Gedney-Farm.h41178000.Hotel-Information)

Great Barrington

9.2/10

Wonderful

(135 reviews)

"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lynda

CA $253

CA $277 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Great-Barrington-Hotels-Gedney-Farm.h41178000.Hotel-Information)

![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/8a8cd518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/755fb8cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/6afab6fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Thayer House, Room 201, 1 King bed, Jetted tub | Living area](https://images.trvl-media.com/lodging/10000000/9720000/9716100/9716050/05269ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Old Inn On The Green

[](https://www.expedia.ca/Great-Barrington-Hotels-The-Old-Inn-On-The-Green.h9716050.Hotel-Information)

Great Barrington

9.2/10

Wonderful

(90 reviews)

"Beautiful Inn and outstanding chef"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Catherine

CA $416

CA $502 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Great-Barrington-Hotels-The-Old-Inn-On-The-Green.h9716050.Hotel-Information)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/160000/151100/151013/df2a9cf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/160000/151100/151013/1fe78714.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/160000/151100/151013/d29dcb60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/160000/151100/151013/bab32d95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Extended Stay America Suites Hartford Farmington

[](https://www.expedia.ca/Hartford-Hotels-Extended-Stay-America-Suites-Hartford-Farmington.h151013.Hotel-Information)

Farmington

8.0/10

Very good

(1,000 reviews)

"Great deal in the Hartford area. Large room, comfy bed and super nice people. Very convenient to I 95"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patricia

CA $103

CA $119 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Hartford-Hotels-Extended-Stay-America-Suites-Hartford-Farmington.h151013.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21770000/21767700/21767645/430d8c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Yoga](https://images.trvl-media.com/lodging/22000000/21770000/21767700/21767645/a7dfd81c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![River Cottage 1 Bedroom](https://images.trvl-media.com/lodging/22000000/21770000/21767700/21767645/4ae5e079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/22000000/21770000/21767700/21767645/4a6d4a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Troutbeck

[](https://www.expedia.ca/Amenia-Hotels-Troutbeck.h21767645.Hotel-Information)

Amenia

CA $750

CA $903 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Amenia-Hotels-Troutbeck.h21767645.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/de3a2b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily buffet breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/0bfedb32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/7a34507b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/8ed6c680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree by Hilton Hotel Bristol, Connecticut

[](https://www.expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hotel-Bristol.h5265.Hotel-Information)

Bristol

9.0/10

Wonderful

(1,003 reviews)

"clean room, quiet overnight, great hot tub "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

MELANIE

CA $206

CA $237 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hotel-Bristol.h5265.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/78000000/77190000/77186600/77186537/04fbcde1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/78000000/77190000/77186600/77186537/259c0b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/78000000/77190000/77186600/77186537/1d7ebb3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub, rainfall showerhead, towels, soap](https://images.trvl-media.com/lodging/78000000/77190000/77186600/77186537/ef205710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### PLYMOUTH MOTOR LODGE

[](https://www.expedia.ca/Terryville-Hotels-PLYMOUTH-MOTOR-LODGE.h77186537.Hotel-Information)

Terryville

7.6/10

Good

(180 reviews)

"Good basic room, squeeky beds and the bathroom faucets doesnt turn off. Good value though for $103.50"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David

CA $104

CA $120 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Terryville-Hotels-PLYMOUTH-MOTOR-LODGE.h77186537.Hotel-Information)

![Porch](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/dbbfdf3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, Lakeside | Terrace/patio](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/6575d812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor wedding area](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/a6ce6a29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Penthouse (Penthouse Suite)](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/193985e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Interlaken Inn & Resort

[](https://www.expedia.ca/Torrington-Hotels-Interlaken-Inn-Resort.h19679605.Hotel-Information)

Lakeville

8.2/10

Very good

(281 reviews)

"Great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jorge

CA $227

CA $262 total

includes taxes & fees

Mar 20 - Mar 21

[](https://www.expedia.ca/Torrington-Hotels-Interlaken-Inn-Resort.h19679605.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/13000000/12990000/12986600/12986517/85d74b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/13000000/12990000/12986600/12986517/2f45bdb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/13000000/12990000/12986600/12986517/5435aab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/13000000/12990000/12986600/12986517/5d161739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Truman Gillet House Bed & Breakfast

[](https://www.expedia.ca/Hartford-Hotels-Truman-Gillet-House-Bed-Breakfast.h12986517.Hotel-Information)

Granby

9.6/10

Exceptional

(104 reviews)

"Room was spotless and hospitality was outstanding. Had great breakfast and was very welcoming. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Desiree

CA $191

CA $212 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Hartford-Hotels-Truman-Gillet-House-Bed-Breakfast.h12986517.Hotel-Information)

![The Garden Suite](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/8d4ea02b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/0b5f32ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Parlor Suite | Living area](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/fe8573a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Loft Suite | Terrace/patio](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/892e10da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 9 Academy 

[](https://www.expedia.ca/Salisbury-Hotels-9-Academy.h102680999.Hotel-Information)

Salisbury

9.0/10

Wonderful

(10 reviews)

"Nice room. "

![South Korea](https://a.travel-assets.com/egds/marks/flags/kr.svg)

JeongHoon

CA $673

CA $774 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Salisbury-Hotels-9-Academy.h102680999.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/210000/203500/203496/46de1f34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/210000/203500/203496/463bda09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/210000/203500/203496/83c04a55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/210000/203500/203496/07b77cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Homewood Suites by Hilton Hartford-Farmington

[](https://www.expedia.ca/Hartford-Hotels-Homewood-Suites-By-Hilton-Hartford-Farmington.h203496.Hotel-Information)

Farmington

8.4/10

Very good

(1,000 reviews)

"Very courteous staff. Room was clean and spotless."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Richard

CA $182

CA $209 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Hartford-Hotels-Homewood-Suites-By-Hilton-Hartford-Farmington.h203496.Hotel-Information)

![Lunch and dinner served](https://images.trvl-media.com/lodging/19000000/18170000/18166800/18166744/d809cec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/19000000/18170000/18166800/18166744/w7216h5408x0y0-f32a3571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/19000000/18170000/18166800/18166744/8478ffb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/19000000/18170000/18166800/18166744/351a4848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Delamar West Hartford

[](https://www.expedia.ca/Hartford-Hotels-Delamar-West-Hartford.h18166744.Hotel-Information)

West Hartford

9.8/10

Exceptional

(1,000 reviews)

"Clean room, great staff and overall warm atmosphere."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gavrosh

CA $463

CA $552 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Hartford-Hotels-Delamar-West-Hartford.h18166744.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-04&endDate=2026-03-05&regionId=553248635975869849&adults=2&sort=RECOMMENDED&openPlayBack=true)

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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](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248635976195024)

### The Marina at Highland Lake

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

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=974583590343946240)

### Ledgebrook Plaza

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

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=932923715386359808)

### Platt Hill State Park

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

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=637209897707294720)

### Northwestern Connecticut Community College

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

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=932924108791123968)

### Winchester Historical Society

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](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532666031)

### Rowley Fields

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

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=932923917511983104)

### Walker Field

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

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=932923627844698112)

## Top Winchester Hotel Reviews

## Recent Reviews in Winchester

![Sheraton Hartford Hotel at Bradley Airport](https://images.trvl-media.com/lodging/1000000/10000/4700/4632/c8edc11d_y.jpg)

### Sheraton Hartford Hotel at Bradley Airport

10/10 Excellent

"Room clean near and comfortable "

[](https://expedia.ca/Hartford-Hotels-Sheraton-Hartford-Hotel-At-Bradley-Airport.h4632.Hotel-Information)

![Simsbury 1820 House](https://images.trvl-media.com/lodging/1000000/50000/42300/42279/6326a611_y.jpg)

### Simsbury 1820 House

10/10 Excellent

"Staff was great, room was cozy. Nice quiet sitting area to relax and have a cup of coffee."

[](https://expedia.ca/Hartford-Hotels-Simsbury-1820-House.h42279.Hotel-Information)

![Hampton Inn & Suites Hartford/Farmington](https://images.trvl-media.com/lodging/3000000/2980000/2970600/2970540/393f3b68_y.jpg)

### Hampton Inn & Suites Hartford/Farmington

10/10 Excellent

"Excellent customer service "

[](https://expedia.ca/Hartford-Hotels-Hampton-Inn-And-Suites-HartfordFarmington.h2970540.Hotel-Information)

![The Farmington Inn & Suites](https://images.trvl-media.com/lodging/1000000/20000/10200/10185/1c89931a_y.jpg)

### The Farmington Inn & Suites

10/10 Excellent

"Everyone and everything were terrific! This was our first time staying here - meeting up with two other couples over the Super Bowl weekend. Steve was so helpful and happy to adjust our reservation so that we had a very spacious suite where 6 of us could gather to watch the game and to enjoy Frank Pepe pizza on Sunday. With the bitter cold we asked if a microwave might be available and one was waiting for us on the desk when we arrived. We were able to acquire paper plates, utensils, and wine glasses from Kristi and the dining room staff. Proximity to the beautiful Hill-Stead Museum gave us all a pleasant excursion off-site. We also enjoyed the convenience to the lovely restaurant literally next door for two of our dinners. Breakfast in the charmingly appointed "coffee shop" was self-serve but with plenty of options and well laid out. We were more than satisfied. An additional coffee and tea station adjacent to the main lobby was a bonus for anyone looking for a hot beverage any time of day or night! The fitness center was clean and with good equiipment for a cardio workout or time with weights! ALL the staff were lovely and truly wanted to make sure we were happy all weekend. Thank you - you are the perfect example of what the hospitality business should look like!"

[](https://expedia.ca/Hartford-Hotels-The-Farmington-Inn-Suites.h10185.Hotel-Information)

![Interlaken Inn & Resort](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/dbbfdf3a_y.jpg)

### Interlaken Inn & Resort

10/10 Excellent

"Room was perfect for us. Buffet breakfast was very enjoyable in the morning and staff were all friendly and helpful. Will make this an annual spot to stay when we go to the ski jump competition. "

[](https://expedia.ca/Torrington-Hotels-Interlaken-Inn-Resort.h19679605.Hotel-Information)

![The Litchfield Inn](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/9aa3fa98_y.jpg)

### The Litchfield Inn

10/10 Excellent

"Nice place, great staff, and delicious breakfast! Will be coming back! "

[](https://expedia.ca/Torrington-Hotels-The-Litchfield-Inn.h4978856.Hotel-Information)

![Delamar West Hartford](https://images.trvl-media.com/lodging/19000000/18170000/18166800/18166744/d809cec2_y.jpg)

### Delamar West Hartford

10/10 Excellent

"Room, food, amenities and staff were all excellent!!"

[](https://expedia.ca/Hartford-Hotels-Delamar-West-Hartford.h18166744.Hotel-Information)

![Homewood Suites by Hilton Hartford-Farmington](https://images.trvl-media.com/lodging/1000000/210000/203500/203496/4f26a2b3_y.jpg)

### Homewood Suites by Hilton Hartford-Farmington

10/10 Excellent

"Stagg was courteous. Room was very clean. Breakfast was better than most places I stay."

[](https://expedia.ca/Hartford-Hotels-Homewood-Suites-By-Hilton-Hartford-Farmington.h203496.Hotel-Information)

![Fairfield Inn & Suites by Marriott Plainville](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/01d5897d_y.jpg)

### Fairfield Inn & Suites by Marriott Plainville

10/10 Excellent

"It was perfecr"

[](https://expedia.ca/Hartford-Hotels-Fairfield-Inn-Suites-By-Marriott-Plainville.h9965.Hotel-Information)

## More cheap stays in Winchester

![Extended Stay America Suites Hartford Farmington](https://images.trvl-media.com/lodging/1000000/160000/151100/151013/02939ae3_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Extended Stay America Suites Hartford Farmington

1 Batterson Park Rd Farmington CT

CA $103

CA $119 total

Feb 22 - Feb 23

includes taxes & fees

7.8/10 Good! (999 reviews)

[](https://expedia.ca/Hartford-Hotels-Extended-Stay-America-Suites-Hartford-Farmington.h151013.Hotel-Information)

![PLYMOUTH MOTOR LODGE](https://images.trvl-media.com/lodging/78000000/77190000/77186600/77186537/04fbcde1_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### PLYMOUTH MOTOR LODGE

325 Main St Terryville CT

CA $104

CA $120 total

Feb 23 - Feb 24

includes taxes & fees

7.6/10 Good! (180 reviews)

[](https://expedia.ca/Terryville-Hotels-PLYMOUTH-MOTOR-LODGE.h77186537.Hotel-Information)

![Days Inn by Wyndham Torrington](https://images.trvl-media.com/lodging/1000000/50000/50000/49932/c8b8e6a2_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Days Inn by Wyndham Torrington

492 East Main St Torrington CT

CA $122

CA $140 total

Mar 16 - Mar 17

includes taxes & fees

7.4/10 Good! (1,000 reviews)

[](https://expedia.ca/Torrington-Hotels-Days-Inn-By-Wyndham-Torrington.h49932.Hotel-Information)

![Fairfield Inn & Suites by Marriott Plainville](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/01d5897d_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Fairfield Inn & Suites by Marriott Plainville

400 New Britain Ave Plainville CT

CA $146

CA $168 total

Feb 21 - Feb 22

includes taxes & fees

8.4/10 Very Good! (933 reviews)

[](https://expedia.ca/Hartford-Hotels-Fairfield-Inn-Suites-By-Marriott-Plainville.h9965.Hotel-Information)

![Americas Best Value Inn Torrington CT](https://images.trvl-media.com/lodging/1000000/10000/5800/5738/a9b48332_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Americas Best Value Inn Torrington CT

395 Winsted Rd Torrington CT

CA $151

CA $173 total

Mar 9 - Mar 10

includes taxes & fees

5.6/10 (784 reviews)

[](https://expedia.ca/Torrington-Hotels-Americas-Best-Value-Inn-Torrington-CT.h5738.Hotel-Information)

![Hampton Inn & Suites Hartford/Farmington](https://images.trvl-media.com/lodging/3000000/2980000/2970600/2970540/393f3b68_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hampton Inn & Suites Hartford/Farmington

301 Colt Hwy Farmington CT

CA $167

CA $192 total

Feb 28 - Mar 1

includes taxes & fees

8.8/10 Excellent! (1,000 reviews)

[](https://expedia.ca/Hartford-Hotels-Hampton-Inn-And-Suites-HartfordFarmington.h2970540.Hotel-Information)

## Hotels in Winchester with star rating

![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg)

5 Star Hotels

3 properties

[](https://expedia.ca/5Star-Winchester-Hotels.s50-0-d553248635975869849.Travel-Guide-Filter-Hotels)

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg)

4 Star Hotels

9 properties

[](https://expedia.ca/4Star-Winchester-Hotels.s40-0-d553248635975869849.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg)

3 Star Hotels

67 properties

[](https://expedia.ca/3Star-Winchester-Hotels.s30-0-d553248635975869849.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg)

2 Star Hotels

68 properties

[](https://expedia.ca/2Star-Winchester-Hotels.s20-0-d553248635975869849.Travel-Guide-Filter-Hotels)

## Frequently asked questions

### What is the best area to stay in Winchester?

> This area offers a blend of convenience and local character. Main Street is where you'll find most of the town's shops, local eateries, and services. The historic district, just a short walk from Main Street, features well-preserved architecture and a quieter, more residential feel.
> 
>   
> Couples often enjoy the town centre for its relaxed pace and access to local dining. You can easily stroll to a nice restaurant for an evening meal or explore the small independent shops during the day. The proximity to scenic drives around the Litchfield Hills also makes it a good base for day trips.
> 
>   
> For those looking for a peaceful retreat, the areas slightly outside the immediate town centre, but still within Winchester, offer a tranquil experience.

### When is the best time to go to Winchester?

> This period offers pleasant weather with cooler temperatures and significantly less humidity, making it ideal for outdoor activities and exploring the natural beauty of the Litchfield Hills. The main draw during these months is the spectacular fall foliage, where the trees transform into a vibrant display of reds, oranges, and yellows. It's a truly picturesque time to be in New England.
> 
>   
> Couples looking for a romantic getaway will find the autumn particularly appealing. You can enjoy scenic drives along winding country roads, visit local farms for apple picking, or explore the many hiking trails in the surrounding state parks, such as Burr Pond State Park, which is just a short drive away. The crisp air and stunning scenery create a memorable backdrop for a relaxing break.
> 
>   
> Solo travellers who appreciate nature and a quieter pace will also find autumn to be an excellent choice. The cooler weather is great for long walks or cycling excursions without the summer crowds.

### Can I cancel my hotel reservation on Expedia?

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