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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 12 - Aug 13
Tomorrow
Aug 13 - Aug 14
This weekend
Aug 15 - Aug 17
Next weekend
Aug 22 - Aug 24

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Winchester hotels

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

Terrace Green Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (105)
"Well done property - clean and pleasant place"
The price is P4,762
P5,381 total
includes taxes & fees
Sep 10 - Sep 11
Terrace Green Bed & Breakfast
McIntosh Country Inn & Conference Centre in Canada
Daily cooked-to-order breakfast (CAD 11.99 per person)

McIntosh Country Inn & Conference Centre in Canada

3.5 star property
8.2 out of 10, Very Good, (406)
"Had a great stay on our trip home for a rest."
McIntosh Country Inn & Conference Centre in Canada
Microtel by Wyndham Casselman
Front of property

Microtel by Wyndham Casselman

3.0 star property
8.8 out of 10, Excellent, (949)
"It was nice and quiet and a good breakfast and was close to where we needed to be "
The price is P7,097
P8,019 total
includes taxes & fees
Aug 18 - Aug 19
Microtel by Wyndham Casselman
Cedar Drive Inn
Laptop workspace, free WiFi, bed sheets

Cedar Drive Inn

3.0 star property
9.2 out of 10, Wonderful, (89)
"Only thing we felt would be nice is a personal bar fridge in the rooms. "
The price is P5,643
P6,377 total
includes taxes & fees
Aug 20 - Aug 21
Cedar Drive Inn
Doran Bay Resort
Seasonal outdoor pool

Doran Bay Resort

2.5 star property
7.8 out of 10, Good, (21)
"Clean and comfortable, with all your necessities, great host, friendly and full of information."
The price is P6,211
P9,124 total
includes taxes & fees
Aug 13 - Aug 14
Doran Bay Resort
KC's Country Inn
Terrace/patio

KC's Country Inn

2.5 star property
7.6 out of 10, Good, (316)
"I liked the old country feel of the Inn and the attached restaurant. Good service and good food. 1/2 price breakfast when you stay at the Inn. Great stay for a cheap price. Not too far away from Ottawa."
The price is P4,514
P5,100 total
includes taxes & fees
Aug 13 - Aug 14
KC's Country Inn
SureStay Hotel by Best Western Kemptville
Property amenity

SureStay Hotel by Best Western Kemptville

2.5 star property
8.2 out of 10, Very Good, (483)
"Good place to stay for a night or 2"
The price is P5,881
P6,645 total
includes taxes & fees
Aug 17 - Aug 18
SureStay Hotel by Best Western Kemptville
Kemptville Suites
Living area

Kemptville Suites

4.0 star property
9.6 out of 10, Exceptional, (257)
"The property was small but very spacious and very nice clean room, the room was beautiful and the place was quiet and comfortable. Will definitely stay here again."
The price is P9,652
P10,907 total
includes taxes & fees
Sep 9 - Sep 10
Kemptville Suites
Enduring Heart Bed and Breakfast Inc.
Front of property

Enduring Heart Bed and Breakfast Inc.

3.5 star property
10.0 out of 10, Exceptional, (23)
"Wonderful experience, great hosts, amazing food!"
The price is P9,938
P11,230 total
includes taxes & fees
Aug 16 - Aug 17
Enduring Heart Bed and Breakfast Inc.
Hard Rock Hotel & Casino Ottawa
In-room safe, laptop workspace, blackout drapes, free WiFi

Hard Rock Hotel & Casino Ottawa

4.5 star property
8.4 out of 10, Very Good, (17)
"Property was opened on July 3rd and is therefore brand new. Property was spotless, rooms were comfortable and spacious and several restaurants onsite. Thouroughly enjoyed our stay and would recommend to all"
The price is P6,584
P7,812 total
includes taxes & fees
Aug 14 - Aug 15
Hard Rock Hotel & Casino Ottawa
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
Sign in
Sign up, it's free

Learn more about Winchester

Check out Township of Russell and Place D'Embrun—just a couple of the sights around Winchester.

See all hotels in Winchester

Top Winchester Hotel Reviews

Microtel by Wyndham Casselman

Microtel by Wyndham Casselman

10/10 Excellent
"Very nice people and place, lovely breakfast. "
Esther 1-night trip
Posted 4 days ago
Microtel by Wyndham Casselman

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 McIntosh Country Inn & Conference Centre in Canada. 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 Township of Russell, Place D'Embrun, and Osgoode Village Community Centre. You'll also find Dupont Provincial Park and Ferguson Forest 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.