Winchester Hotels

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Winchester hotels

Terrace Green Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (103)
"Well done property - clean and pleasant place"
The price is P4,748
P5,365 total
includes taxes & fees
Jul 5 - Jul 6
Terrace Green Bed & Breakfast

Microtel by Wyndham Casselman

3.0 star property
9.0 out of 10, Wonderful, (891)
"Great Hotel "
The price is P6,666
P7,533 total
includes taxes & fees
Jul 17 - Jul 18
Microtel by Wyndham Casselman

McIntosh Country Inn & Conference Centre in Canada

3.5 star property
8.2 out of 10, Very Good, (374)
"Quaint, clean, comfortable place to stay. Loved the patio and tavern. "
McIntosh Country Inn & Conference Centre in Canada

SureStay Hotel by Best Western Kemptville

2.5 star property
8.0 out of 10, Very Good, (465)
"Nice place I like it and recamend my friends"
The price is P5,893
P6,659 total
includes taxes & fees
Jul 6 - Jul 7
SureStay Hotel by Best Western Kemptville

Kemptville Suites

4.0 star property
9.6 out of 10, Exceptional, (251)
"Beautiful renovation of historic building"
The price is P10,693
P12,083 total
includes taxes & fees
Jul 7 - Jul 8
Kemptville Suites

Cedar Drive Inn

3.0 star property
9.0 out of 10, Wonderful, (86)
"Entire property is clean and tidy, feels safe and cozy. Easy check in with the owner, who was very nice and explain everything I needed to know clearly and concisely."
The price is P5,626
P6,358 total
includes taxes & fees
Jul 4 - Jul 5
Cedar Drive Inn

Doran Bay Resort

2.5 star property
7.6 out of 10, Good, (20)
"We were happy with the cottage - pretty much what we expected. "
The price is P8,921
P12,191 total
includes taxes & fees
Jul 4 - Jul 5
Doran Bay Resort

659 Parkview Ter

2.0 star property
9.2 out of 10, Wonderful, (45)
"Very nice and clean accommodation."
The price is P3,158
P4,601 total
includes taxes & fees
Jul 9 - Jul 10
659 Parkview Ter
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.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Winchester

Check out Township of Russell and Osgoode Village Community Centre—just a couple of the sights around Winchester.

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 Microtel by Wyndham Casselman and SureStay Hotel by Best Western Kemptville. 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.

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.

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 Osgoode Village Community Centre, North Grenville Public Library - Kemptville Branch, and Ferguson Forest. You'll also find Upper Canada Playhouse and Kemptville Mall 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.