Search Winchester hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

Our top choices for Winchester hotels

Terrace Green Bed & Breakfast

Terrace Green Bed & Breakfast
3.0 star property
North Dundas
9.6 out of 10, Exceptional, (115 reviews)
"Everything was great had a great time highly recommend "
Canada
Chris
The price is AU$144
includes taxes & fees
1 May - 2 May
Terrace Green Bed & Breakfast

Hard Rock Hotel & Casino Ottawa

Hard Rock Hotel & Casino Ottawa
4.5 star property
Gloucester
9.2 out of 10, Wonderful, (384 reviews)
"Room and site were excellent. Staff very friendly."
Canada
Jeramy
The price is AU$244
includes taxes & fees
3 May - 4 May
Hard Rock Hotel & Casino Ottawa

Doran Bay Resort

Doran Bay Resort
2.5 star property
South Dundas
7.8 out of 10, Good, (21 reviews)
"Clean and comfortable, with all your necessities, great host, friendly and full of information."
Canada
Peg
The price is AU$203
includes taxes & fees
16 May - 17 May
Doran Bay Resort

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, (469 reviews)
"The staff and amenities are terrific and our room was great! "
Canada
Jane
The price is AU$176
includes taxes & fees
26 Apr - 27 Apr
McIntosh Country Inn & Conference Centre in Canada

Cedar Drive Inn

Cedar Drive Inn
3.0 star property
North Stormont
9.2 out of 10, Wonderful, (101 reviews)
"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."
United States
Tina
The price is AU$142
includes taxes & fees
24 Apr - 25 Apr
Cedar Drive Inn

Bed & Stay

Bed & Stay
2.0 star property
Russell
9.2 out of 10, Wonderful, (63 reviews)
"Great value for a newer property. The communication was prompt and efficient throughout our stay. We really enjoyed our time here and would recommend it."
Canada
Mahdi
The price is AU$128
includes taxes & fees
26 Apr - 27 Apr
Bed & Stay

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, (546 reviews)
"Stayed multiple times, always a great experience!"
Canada
Ian
The price is AU$173
includes taxes & fees
10 May - 11 May
SureStay Hotel by Best Western Kemptville

Kemptville Suites

Kemptville Suites
4.0 star property
North Grenville
9.6 out of 10, Exceptional, (291 reviews)
"Nice"
Canada
Donnie
The price is AU$269
includes taxes & fees
28 Apr - 29 Apr
Kemptville Suites
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

Top Winchester Hotel Reviews

Recent Reviews in Winchester

More cheap accommodation in Winchester

Find out more about Winchester

Top reasons to visit Winchester

  • Family-Friendly Adventures: Enjoy a local water park and outdoor activities perfect for all ages.
  • Cultural Experiences: Discover the charm of historic sites and the Theatre Royal, showcasing local arts.
  • Welcoming Community: Experience the friendly locals in the vibrant city centre, embodying the region's spirit.
  • Variety of Accommodations: Choose from charming B&Bs to comfortable hotels, catering to diverse needs.
  • Outdoor Recreation: Explore urban parks and nature reserves, perfect for adventure seekers.

Find great hotels near Winchester

Winchester, North Dundas offers a delightful selection of accommodation options, from charming bed and breakfasts to comfortable hotels. Whether you're seeking a pet-friendly spot or a welcoming environment for LGBTQIA travellers, you'll find a variety of choices tailored to your needs. With convenient access to local attractions and business amenities, Winchester is an ideal destination to relax and explore during your Canadian getaway.

  • Hilton Garden Inn Ottawa Airport: Experience a welcoming atmosphere at the Hilton Garden Inn Ottawa Airport, where business meets comfort. This 3-star hotel is ideal for travellers seeking a pet-friendly and LGBTQIA-friendly environment. With its focus on business travellers, it offers comprehensive amenities such as a Conference Centre, multiple Meeting Rooms, and ample Conference Space. The hotel also provides a pet policy that permits dogs and cats, ensuring your furry friends can accompany you on your journey. Guests appreciate the inclusive nature and the professional services tailored for a productive stay.
  • Fairfield Inn & Suites by Marriott Ottawa Airport: The Fairfield Inn & Suites by Marriott Ottawa Airport is an excellent choice for those looking to blend leisure with business. This thoughtfully designed hotel, located 35.4km from Winchester, is LGBTQIA welcoming and offers a 24-hour Business Centre, making it convenient for any last-minute work needs. Guests can enjoy a comfortable and stylish stay while being just a short distance from local attractions. The focus on inclusivity and modern amenities ensures a pleasant experience for all visitors.
  • Sandman Signature Ottawa Airport Hotel: Discover a blend of sophistication and practicality at the Sandman Signature Ottawa Airport Hotel, a 3.5-star establishment located a mere 38.6km from Winchester. This hotel caters to both business and leisure travellers, featuring an accessible Business Centre and a pet-friendly policy that allows dogs and cats. The LGBTQIA-friendly atmosphere makes it a great choice for diverse guests. With its modern facilities and commitment to service, you can expect a comfortable and enjoyable stay while exploring the beauty of the Ottawa region.

Where to stay in Winchester

Winchester, Ontario, is a charming village perfect for family, adventure, and culture-themed holidays. Explore the welcoming city centre, where friendly locals embody the region's spirit. Immerse yourself in local history and recreational activities that cater to all ages. Just a short drive away, discover nearby towns rich in culture and adventures, making it an ideal base for a memorable Canadian getaway.

  • North Dundas: A vibrant city that encapsulates the charm of rural Ontario, North Dundas is where you’ll find Winchester nestled within its boundaries. This area attracts visitors year-round, but particularly during April and the summer months, when outdoor adventures and cultural experiences are at their peak. Families flock here for activities such as golfing and visits to the local water park. Notable attractions include a fascinating history museum and a historic village, making it a delightful spot for those interested in local heritage and nature.
  • Chesterville: Located a mere 9.7km from Winchester, Chesterville is a quaint neighbourhood that thrives on outdoor sports and family-friendly activities. Though traveller numbers remain steady throughout the year, many visitors prefer the spring and autumn months for their mild weather. Chesterville boasts excellent ski facilities, making it a go-to destination for snow sports enthusiasts. You’ll also find urban parks and a local history museum, offering a pleasant mix of recreation and cultural exploration.
  • South Mountain: This charming village, situated 14.5km from Winchester, is known for its adventurous spirit and family-oriented experiences. South Mountain sees a spike in visitors during the warmer months, particularly from July to September. The village features a fantastic water park, perfect for a fun-filled day with the family. Nearby, you can enjoy a beautiful beach, making it an ideal place for relaxation and outdoor activities. With its welcoming atmosphere, South Mountain is a hidden gem for those seeking entertainment and adventure.

Things to do near Winchester

Winchester offers a delightful blend of family-friendly adventures and cultural experiences. Visitors can explore the local water park, enjoy educational activities, and hit the slopes for some skiing. Don't miss the chance to discover Winchester through city sightseeing, shopping at the local centre, and engaging in various activities that highlight the charm of this quaint town.

Shopping

In Winchester, you'll find charming local shops perfect for gifts and souvenirs. If you're up for a drive, Place D'Embrun (20.9km away), Kemptville Colonnade (22.5km away), and Creekside Mall (24.1km away) offer a mix of family-friendly vibes and diverse shopping options.

Recreation

Sandy Mountain Golf Course offers a scenic golfing experience with outdoor vibes, perfect for enjoying nature while challenging your skills. For a more relaxed outing, visit Ferguson Forest Dog Park, where you can unwind amidst tranquil surroundings and enjoy leisurely walks with your furry friends.

Adventure

Experience the thrills at Calypso Water Park, located 27.4km from Winchester. Enjoy an array of water slides, wave pools, and lazy rivers, perfect for families and adventure seekers alike. This vibrant spot promises a fun-filled day under the sun, making it an ideal destination for water enthusiasts.

Nightlife

For a fun night out, visit Commando Paintball for an adventurous arcade experience or catch a film at either Cineplex Odeon Barrhaven or Cineplex Odeon South Keys, both offering a mix of family-friendly and romantic vibes. Enjoy the local entertainment scene!

Booking tips and Expedia advantages for Winchester

To save money on your trip to Winchester, consider visiting in March or December to January when prices are lower, avoiding the peak months of May to June and September. Sundays are the least expensive days to stay, while Saturdays are the priciest. Use Expedia to find tailored accommodation by sorting prices from low to high, and take advantage of package deals that combine flights and hotel bookings for better savings. Explore free activities in the area to further enhance your experience without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winchester are March and December to January, where the prices are slightly lower. This is in comparison to May to June and September, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winchester is Sunday. The most expensive day to stay in Winchester is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to tailor your preferences, such as your budget, desired location, and preferred hotel type. To discover the most affordable prices and deals, simply sort the price filter from low to high.
  • Consider bundling your trip: You can save some cash by combining your Winchester hotel booking with your flights and activities through an Expedia package.

Find the best attractions near Winchester

Winchester, North Dundas, Ontario, offers a fantastic getaway for families and adventure seekers alike, with a blend of urban parks, civic spaces, and nature reserves. Visitors can explore top attractions, including the historic sites of Winchester and the Theatre Royal. Whether you're looking for outdoor experiences, family-friendly activities, or a taste of city life, Winchester has something for everyone to enjoy during their vacation.

  • Osgoode Village Community Centre: This vibrant civic hub, located 20.9km from Winchester, offers a range of community events and activities. It’s a great spot to immerse yourself in local culture and meet friendly residents.
  • Mountain Memorial Community Park: Situated 12.9km away, this eco-friendly park is perfect for families seeking outdoor fun. Enjoy its lush landscapes, picnic areas, and walking trails, all while soaking up the natural beauty.
  • Duncanville Park: Just 17.7km from Winchester, this urban park combines city vibes with family-friendly amenities. Take a leisurely stroll, let the kids play, or simply enjoy the lively atmosphere.

Best time to go to Winchester

The best time to visit Winchester is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January15.3°F (-9.3°C)Light RainMostly CloudySlightly LowSlightly Low
February17.2°F (-8.2°C)Light RainMostly CloudyAverageAverage
March27.9°F (-2.3°C)Light RainMostly CloudyAverageSlightly Low
April41.5°F (5.3°C)Light RainMostly CloudySlightly LowAverage
May55.4°F (13.0°C)Light RainMostly SunnyAverageSlightly High
June63.3°F (17.4°C)Light RainMostly SunnyAverageSlightly High
July69.3°F (20.7°C)Light RainMostly SunnySlightly HighAverage
August67.3°F (19.6°C)Light RainMostly SunnySlightly HighAverage
September60.3°F (15.7°C)Light RainMostly SunnySlightly HighSlightly High
October48.2°F (9.0°C)Light RainMostly SunnyAverageAverage
November35.2°F (1.8°C)Light RainMostly CloudyAverageAverage
December24.4°F (-4.2°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Winchester

For your trip to Winchester, Ontario, the closest major airports are Ottawa Macdonald-Cartier International Airport (YOW) and Massena International Airport (MSS). YOW is situated 35.4km from Winchester, with nearby accommodation options like the Fairmont Chateau Laurier and Hilton Lac-Leamy, both about 7 and 14.5km away, respectively. Massena International Airport (MSS) is 43.5km away, offering options like Lakeview Motel and Super 8 by Wyndham, located 7 and 3.2km from the airport. Ogdensburg International Airport (OGS), 214.5km away, presents choices like the Sherman Inn and Stonefence Resort, only 0.9 and 4.8km from the airport. Each airport provides accessible transport to these hotels.

Frequently asked questions

What's the best place for a stay in Winchester?
Hard Rock Hotel & Casino Ottawa, located 18.6 mi (30 km) from the heart of Winchester, is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are SureStay Hotel by Best Western Kemptville and McIntosh Country Inn & Conference Centre in Canada. See all available top hotels, or vacation rentals in Winchester.
What are some of the best holiday rentals that Winchester has to offer?
RARE Tiny House 2 BEDS + Free WiFi + 30m to Ottawa: This highly rated holiday home rental in Winchester is equipped with a fireplace, air conditioning and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop. See all vacation rentals in Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes! The majority of hotel room reservations are refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
What is staying in Winchester like?
Visitors will definitely enjoy all that Winchester has to offer. There are 45 hotels and other accommodation options in the surrounding area. Find out more about Winchester.
What is there to see in Winchester?
Places to visit in the wider area include Place D'Embrun, Osgoode Village Community Centre and Baxter Conservation Area. You'll also find Upper Canada Playhouse and Kemptville Mall in the area. Take a look at what more there is to see and do in Expedia's Winchester guide.
What's the seasonal weather in Winchester?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -6°C. The snowiest months in Winchester are January, February, December and November, with each month seeing an average of 45 cm of snowfall.

Explore a world of travel with Expedia