Winchester Hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Nov 18 - Nov 19
Tomorrow
Nov 19 - Nov 20
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Winchester hotels

Premium bedding, blackout drapes, iron/ironing board, cribs/infant beds
Terrace Green Bed & Breakfast

Terrace Green Bed & Breakfast

3.0 star property
North Dundas
9.6 out of 10, Exceptional, (113)
"The bed was exceptionally comfortable, Annette warm and inviting, and the breakfast delicious. "
Canada
Shawn
The price is P4,822
P5,449 total
includes taxes & fees
Nov 19 - Nov 20
Terrace Green Bed & Breakfast
Cooked-to-order breakfast on weekends (CAD 11.99 per person)
McIntosh Country Inn & Conference Centre in Canada

McIntosh Country Inn & Conference Centre in Canada

3.5 star property
South Dundas
8.2 out of 10, Very Good, (452)
"Very nice staff, food at the onsite restaurant was delicious "
Canada
Cindy
McIntosh Country Inn & Conference Centre in Canada
Property amenity
SureStay Hotel by Best Western Kemptville

SureStay Hotel by Best Western Kemptville

2.5 star property
North Grenville
8.2 out of 10, Very Good, (518)
"Clean room and comfy beds. Very friendly and helpful staff."
Canada
Marilyn
The price is P5,556
P6,279 total
includes taxes & fees
Nov 21 - Nov 22
SureStay Hotel by Best Western Kemptville
Terrace/patio
KC's Country Inn

KC's Country Inn

2.5 star property
Russell
7.6 out of 10, Good, (322)
"Staff were amazing and the breakfast was the absolute best !!! "
Canada
lakeisha
The price is P4,211
P4,759 total
includes taxes & fees
Nov 20 - Nov 21
KC's Country Inn
Living area
Kemptville Suites

Kemptville Suites

4.0 star property
North Grenville
9.6 out of 10, Exceptional, (272)
"Always my favourite place to stay on work feels like home"
Canada
Nicolas
The price is P9,773
P11,044 total
includes taxes & fees
Nov 24 - Nov 25
Kemptville Suites
Laptop workspace, free WiFi, bed sheets
Cedar Drive Inn

Cedar Drive Inn

3.0 star property
Crysler
9.2 out of 10, Wonderful, (95)
"Very friendly and helpful staff Very quiet accommodations Very clean rooms "
Canada
Kenneth
The price is P5,714
P6,457 total
includes taxes & fees
Nov 20 - Nov 21
Cedar Drive Inn
8 restaurants, breakfast, lunch, dinner served; American cuisine
Hard Rock Hotel & Casino Ottawa

Hard Rock Hotel & Casino Ottawa

4.0 star property
Gloucester
9.0 out of 10, Wonderful, (200)
"Our room was spectacular! The dining options were great and the staff was amazing! "
Canada
Candice
The price is P8,344
P9,900 total
includes taxes & fees
Nov 20 - Nov 21
Hard Rock Hotel & Casino Ottawa
Front of property
Enduring Heart Bed and Breakfast Inc.

Enduring Heart Bed and Breakfast Inc.

3.5 star property
North Grenville
10.0 out of 10, Exceptional, (27)
"very relaxing, picked up a book from the library and read a book series for the first time in years. Lovely lovely people and food too "
Canada
Joshua
The price is P10,063
P11,371 total
includes taxes & fees
Nov 24 - Nov 25
Enduring Heart Bed and Breakfast Inc.
Shared fridge, microwave, highchair
Bed & Stay

Bed & Stay

2.0 star property
Russell
9.4 out of 10, Exceptional, (56)
"The place looks very new and it’s clean, the Moazzam was super good and he is reachable 24/7. The place is surrounded by great nature and it is very quiet and cool place to relax and enjoy your stay. "
Canada
Terence
The price is P3,241
P4,715 total
includes taxes & fees
Dec 1 - Dec 2
Bed & Stay
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

Hard Rock Hotel & Casino Ottawa

Hard Rock Hotel & Casino Ottawa

10/10 Excellent
"Everting was perfect "
valerie 2-night trip
Posted 2 days ago
Hard Rock Hotel & Casino Ottawa

More cheap stays in Winchester

SureStay Hotel by Best Western Kemptville

SureStay Hotel by Best Western Kemptville

4022 County Road 43 North Grenville ON
The price is P5,556 per night from Nov 21 to Nov 22
P5,556
P6,279 total
Nov 21 - Nov 22
includes taxes & fees
8/10 Very Good! (517 reviews)

Frequently asked questions

What's the best place for a stay in Winchester?
Based on our traveler data, Terrace Green Bed & Breakfast is one of the top choices for your stay. This B&B offers free breakfast and free parking. Other good options for your stay in the area are Hard Rock Hotel & Casino Ottawa and Microtel by Wyndham Casselman. 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, most hotel room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If your reservation is non-refundable, you may still be able to cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
What is staying in Winchester like?
Visitors are sure to enjoy all that Winchester has to offer. In Winchester, there are 2 hotels and other accommodations to choose from. Find out more about Winchester.
What should I do while I'm visiting Winchester?
Places to visit in the wider area include Domaine du Cervin, Place D'Embrun, and Osgoode Village Community Centre. You'll also find Kemptville Colonnade and Saunders Country Critters Zoological Sanctuary & Garden Center in the area. 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 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.

Explore a world of travel with Expedia