Top 10 Hotels in Winchester () 2026 - Competitive Prices

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Our top choices for Winchester hotels

A spacious living room with a fireplace, leather sofas, a coffee table, and a large rug.

A white house with a porch, surrounded by a well-maintained lawn and a stone pathway leading to the entrance.

A kitchen with wooden cabinets, a dining table, and a refrigerator.

A bedroom with two wooden beds, a wooden dresser, a chair, and a desk.

1. Terrace Green Bed & Breakfast

Terrace Green Bed & Breakfast

3.0 star property

North Dundas

9.6 out of 10, Exceptional, (135 reviews)

9.6/10

Exceptional

(135 reviews)

"Had a great stay!"

Sribharathan

$103 nightly

The price is $116

$116 total

Nov 25 - Nov 26

Total with taxes and fees

Terrace Green Bed & Breakfast

A hotel room with two beds, a desk, a TV, and a window with a view.

A hotel room with a wooden desk, a red armchair, a TV, a lamp, and a coffee maker.

A reception area with a stone wall, a flat-screen TV, a desk, and a display of brochures.

A coffee station with a coffee machine, a refrigerator, and a sign detailing the coffee service process.

2. SureStay Hotel by Best Western Kemptville

SureStay Hotel by Best Western Kemptville

2.5 star property

North Grenville

8.0 out of 10, Very good, (628 reviews)

8.0/10

Very good

(628 reviews)

"Staff was very friendly, Rooms were very clean and comfortable"

mark

$94 nightly

The price is $106

$106 total

Nov 8 - Nov 9

Total with taxes and fees

SureStay Hotel by Best Western Kemptville

A modern hotel room with a blue sofa, a round coffee table with a plate of fruit and glasses, a dining area with a purple chair, and a large TV on the wall.

A hotel room with two beds, a desk, a TV, and a large window with curtains.

A hotel lobby with a central reception desk, glass display cases, and a red carpeted floor.

A modern hotel room with a large sofa, a dining area with purple chairs, a wooden door, and a chandelier.

3. Hard Rock Hotel & Casino Ottawa

Hard Rock Hotel & Casino Ottawa

4.5 star property

Gloucester

9.2 out of 10, Wonderful, (714 reviews)

9.2/10

Wonderful

(714 reviews)

"Had a wonderful stay!"

Michelelenn

$145 nightly

The price is $174

$174 total

Nov 15 - Nov 16

Total with taxes and fees

Hard Rock Hotel & Casino Ottawa

A hotel lobby with leather sofas, a fireplace, a television, and a bookshelf.

A spacious dining area with wooden tables and chairs, a fireplace, and large windows allowing natural light.

A bar area with wooden furniture, multiple televisions, and a variety of bottles and glasses on shelves.

A traditional Tudor-style building with a steeply pitched roof, dormer windows, and a symmetrical facade.

4. McIntosh Country Inn & Conference Centre in Canada

McIntosh Country Inn & Conference Centre in Canada

3.5 star property

South Dundas

8.4 out of 10, Very good, (559 reviews)

8.4/10

Very good

(559 reviews)

"Friendly check-in good water pressure lots of hot water just a pleasant place to stay"

Timjoe

$114 nightly

The price is $129

$129 total

Nov 8 - Nov 9

Total with taxes and fees

McIntosh Country Inn & Conference Centre in Canada

A two-story house with a driveway leading to a garage.

A glass-top outdoor table with wicker chairs, surrounded by greenery.

A golf course with well-manicured grass, trees, and a clear sky.

A hallway with a wooden floor, white walls, and a door with a 'Private' sign.

5. Cedar Drive Inn

Cedar Drive Inn

3.0 star property

North Stormont

9.2 out of 10, Wonderful, (121 reviews)

9.2/10

Wonderful

(121 reviews)

"Very cozy quite warm place"

Natalia

$95 nightly

The price is $107

$107 total

Nov 8 - Nov 9

Total with taxes and fees

Cedar Drive Inn

A spa room with two beds, a fireplace, shelves with various items, and a poster on the wall.

A bedroom with a stone wall, a wooden ceiling, a bed with white bedding, two bedside tables with lamps, and a chair.

A stone building with a black door, red banners, and flower baskets.

A modern living room with a sofa, a small round table, and a kitchen area with a stone wall and a hanging light fixture.

6. Arrow Properties

Arrow Properties

4.0 star property

North Grenville

9.6 out of 10, Exceptional, (343 reviews)

9.6/10

Exceptional

(343 reviews)

"Wonderful place to stay not far from Ottawa."

catherine

$171 nightly

The price is $194

$194 total

Nov 18 - Nov 19

Total with taxes and fees

Arrow Properties

A K's Country Inn with outdoor seating and a wooden deck.

A building with outdoor seating, a sign for Moosehead Lager, and a K-City Inn sign.

A bar area with a wooden counter, bar stools, a refrigerator with beverages, and shelves stocked with bottles.

A restaurant with multiple tables and chairs, hanging pendant lights, and a patterned wall.

7. KC's Country Inn

KC's Country Inn

2.5 star property

Russell

7.4 out of 10, Good, (371 reviews)

7.4/10

Good

(371 reviews)

"Really good motel. Thank you will come back."

Hasmik

$67 nightly

The price is $76

$76 total

Nov 29 - Nov 30

Total with taxes and fees

KC's Country Inn

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

Top Winchester Hotel Reviews

Terrace Green Bed & Breakfast

North Dundas

10/10 Excellent

Annette made the most wonderful breakfast and was so accommodating in every way. It was a real delight, staying at her bed and breakfast.

Brian

Reviewed September 17, 2025Reviewed September 17, 2025

Terrace Green Bed & Breakfast

Hard Rock Hotel & Casino Ottawa

Gloucester

10/10 Excellent

Had a wonderful stay!

Michelelenn

Reviewed November 6, 2026Reviewed November 6, 2026

Hard Rock Hotel & Casino Ottawa

Arrow Properties

North Grenville

10/10 Excellent

We traveled 425 miles for a family celebration; the room was great, the bed super comfortable.

Jack

Reviewed October 16, 2015Reviewed October 16, 2015

Arrow Properties

Cedar Drive Inn

North Stormont

10/10 Excellent

The staff was very kind & helpful. The location was close to where we needed to go. The room was clean & comfortable. Would stay there in the future.

Tina

Reviewed April 8, 2026Reviewed April 8, 2026

Cedar Drive Inn

KC's Country Inn

Russell

10/10 Excellent

Thanks

Diego Alejandro

Reviewed August 25, 2026Reviewed August 25, 2026

KC's Country Inn

Frequently Asked Questions

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

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

What's the seasonal weather like in Winchester?

The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 21°F. The snowiest months in Winchester are January, February, December, and November, with each month seeing an average of 18 inches of snowfall.

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Search hotels

Go beyond your typical stay in Winchester

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Winchester hotels

1. Terrace Green Bed & Breakfast

2. SureStay Hotel by Best Western Kemptville

3. Hard Rock Hotel & Casino Ottawa

4. McIntosh Country Inn & Conference Centre in Canada

5. Cedar Drive Inn

6. Arrow Properties

7. KC's Country Inn

Top Winchester Hotel Reviews

Terrace Green Bed & Breakfast

10/10 Excellent

Frequently Asked Questions

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

What's the seasonal weather like in Winchester?

Explore a world of travel with Expedia