Find hotels in Winchester from CA $86

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Find properties with these dates

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top 10 Winchester hotels and places to stay

Exterior
659 Parkview Ter
2.0 star property
10.0 out of 10, Exceptional, (4)
"Everything "
The price is CA $86
CA $147 total
includes taxes & fees
May 20 - May 21
659 Parkview Ter
Fridge, microwave, oven, stovetop
Waterfront Retreat - South Nation River
10.0 out of 10, Exceptional, (1)
Waterfront Retreat - South Nation River
Aerial view
Luxurious 2bed 1 bath Executive Suite near Ottawa - sleeps 6
10.0 out of 10, Exceptional, (1)
"The hosts were accommodating and friendly. The information was accurate and complete, the apartment was clean, and well appointed. Everything about our stay was great."
Luxurious 2bed 1 bath Executive Suite near Ottawa - sleeps 6
Save an average of 15% on thousands of hotels when you're signed in
Deluxe Room, 1 King Bed, Ensuite
Terrace Green Bed & Breakfast
3.0 star property
9.6 out of 10, Exceptional, (81)
"I will return here was a lovely place to stay "
The price is CA $115
CA $130 total
includes taxes & fees
May 16 - May 17
Terrace Green Bed & Breakfast
Front of property
Microtel by Wyndham Casselman
3.0 star property
9.0 out of 10, Wonderful, (678)
"Breakfast bar was very good. Nice area to start the day in. Only one EV charging station. I will be back."
The price is CA $134
CA $152 total
includes taxes & fees
May 19 - May 20
Microtel by Wyndham Casselman
Hiking
Cedar Drive Inn
3.0 star property
9.0 out of 10, Wonderful, (72)
"Very Clean room, owners very polite and friendly, perfect for what we needed for. We will book again!!"
The price is CA $130
CA $147 total
includes taxes & fees
May 16 - May 17
Cedar Drive Inn
Terrace/patio
KC's Country Inn
2.5 star property
7.4 out of 10, Good, (249)
"It was ok"
The price is CA $109
CA $123 total
includes taxes & fees
May 16 - May 17
KC's Country Inn
Private kitchen
Guest house in Russel Ontario, 25 mints away from Ottawa downtown .
The price is CA $465
CA $730 total
includes taxes & fees
May 16 - May 17
Guest house in Russel Ontario, 25 mints away from Ottawa downtown .
Fridge, microwave, oven, coffee/tea maker
Central Winchester Bungalow side unit
Central Winchester Bungalow side unit
Don't see what you're looking for?
See all available properties in Winchester
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.

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. Central Winchester Bungalow side unit is another good option for your trip. See all available top hotels, or vacation rentals in Winchester.

What are some of the best vacation home rentals that Winchester has to offer?

Central Winchester Bungalow side unit: This highly rated vacation home rental in Winchester has air-conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, an oven, and a microwave. See all 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.

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 are some accommodations with pools in Winchester?

McIntosh Country Inn & Conference Centre in Canada: Features 2 restaurants, a seasonal outdoor pool, and a sauna. Another choice that features an onsite pool is Doran Bay Resort - Iroquois ON - Cottage - 5.

What is the best spa hotel in Winchester?

Terrace Green Bed & Breakfast is a top spa hotel with 5 rooms, free WiFi, and barbecue grills. Enjoy a facial, reflexology, or massage at the onsite spa.

What's the best place to stay near Ogdensburg International Airport (OGS)?

The Stonefence Resort is one of the top choices for your stay and is a popular property, featuring free breakfast and an outdoor pool. It's located 2.4 mi (3.9 km) from Ogdensburg Intl. Airport. Other good choices close to the airport include The Inn at Gran View, an Ascend Hotel Collection Member and Windjammer Lodge.

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 Calypso Water Park, Upper Canada Village, and Osgoode Village Community Centre. You'll also find Rideau River Provincial Park and Crysler Park Marina 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.