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8 Sept - 9 Sept
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9 Sept - 10 Sept
This weekend
11 Sept - 13 Sept
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18 Sept - 20 Sept

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Our top choices for Winchester hotels

1. Terrace Green Bed & Breakfast

Terrace Green Bed & Breakfast
North Dundas
Canada
Shirley
AU$164
includes taxes & fees
13 Sept - 14 Sept
Terrace Green Bed & Breakfast

2. SureStay Hotel by Best Western Kemptville

SureStay Hotel by Best Western Kemptville
North Grenville
Canada
Shana
AU$192
includes taxes & fees
13 Sept - 14 Sept
SureStay Hotel by Best Western Kemptville

3. McIntosh Country Inn & Conference Centre in Canada

McIntosh Country Inn & Conference Centre in Canada
South Dundas
Canada
Daniel D
AU$203
includes taxes & fees
26 Sept - 27 Sept
McIntosh Country Inn & Conference Centre in Canada

4. Cedar Drive Inn

Cedar Drive Inn
North Stormont
Canada
lesley anne
AU$172
includes taxes & fees
5 Oct - 6 Oct
Cedar Drive Inn

5. Arrow Properties

Arrow Properties
North Grenville
Canada
Lori
AU$219
includes taxes & fees
30 Sept - 1 Oct
Arrow Properties

6. Hard Rock Hotel & Casino Ottawa

Hard Rock Hotel & Casino Ottawa
Gloucester
United States
Liliana
AU$239
includes taxes & fees
28 Sept - 29 Sept
Hard Rock Hotel & Casino Ottawa

7. Doran Bay Resort

Doran Bay Resort
South Dundas
Canada
Oussama
AU$203
includes taxes & fees
16 Sept - 17 Sept
Doran Bay Resort
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Top Winchester Hotel Reviews

Recent Reviews in Winchester

Hard Rock Hotel & Casino Ottawa

Hard Rock Hotel & Casino Ottawa

10/10 Excellent
"N/A"
Patrice 1-night trip
Posted 13 hours ago
Hard Rock Hotel & Casino Ottawa
Cedar Drive Inn

Cedar Drive Inn

10/10 Excellent
"Nice clean room and all we needed for one night stay. Hosts made sure all was good with us."
lesley anne 1-night trip
Posted 15 hours ago
Cedar Drive Inn
McIntosh Country Inn & Conference Centre in Canada

McIntosh Country Inn & Conference Centre in Canada

8/10 Good
"Only pub bar was open for food. The outside patio was also open. Same pub food."
Christine 2-night trip
Posted 4 days ago
McIntosh Country Inn & Conference Centre in Canada
Rideau River Retreat - Waterfront Home

Rideau River Retreat - Waterfront Home

8/10 Good
"Family friendly"
Jade T. 7-night trip
Posted 6 days ago
Rideau River Retreat - Waterfront Home
Arrow Properties

Arrow Properties

10/10 Excellent
"Beautiful place"
Matthew 1-night trip
Posted 2 weeks ago
Arrow Properties
Terrace Green Bed & Breakfast

Terrace Green Bed & Breakfast

10/10 Excellent
"Beautifully appointed residence inside and out. Comes pretty close to a personal dwelling but grander"
John 3-night trip
Posted 3 weeks ago
Terrace Green Bed & Breakfast
Modern Comfort + Private View. 30 mins to Ottawa downtown and Airport.

Modern Comfort + Private View. 30 mins to Ottawa downtown and Airport.

10/10 Excellent
"This was the perfect place for us to rest in between adventures in the capital region. We traveled with two seniors and two preschoolers and two adults. This property had amenities for everyone, including books to read to the kids for bed, space for people to stretch out without being on top of each other, and a well-equipped kitchen for preparing meals. Very happy with our experience. Also a total bonus, because sometimes it can be hit or miss with vacation properties... The mattresses were very comfortable."
Andrea M. 5-night trip
Posted 1 month ago
Modern Comfort + Private View. 30 mins to Ottawa downtown and Airport.
Stunning Home close to Ottawa

Stunning Home close to Ottawa

10/10 Excellent
"The property was easy to find, very clean, and close to several grocery stores and restaurants. The host was friendly and very responsive."
R U. 3-night trip
Posted 3 months ago
Stunning Home close to Ottawa
The Beautiful Nubia - 5 Mins Drive to the Calypso Waterpark.

The Beautiful Nubia - 5 Mins Drive to the Calypso Waterpark.

10/10 Excellent
"Akin was a perfect host. The apartment was fabulous. I’ll recommend him to my friends."
Anonymous traveller 3-night trip
Posted 4 months ago
The Beautiful Nubia - 5 Mins Drive to the Calypso Waterpark.

More cheap accommodation in Winchester

SureStay Hotel by Best Western Kemptville

SureStay Hotel by Best Western Kemptville

4022 County Road 43 North Grenville ON
AU$192
13 Sept - 14 Sept
includes taxes & fees
SureStay Hotel by Best Western Kemptville
Doran Bay Resort

Doran Bay Resort

11128 County Road 2 South Dundas ON
AU$203
16 Sept - 17 Sept
includes taxes & fees
Doran Bay Resort
KC's Country Inn

KC's Country Inn

984 Burton Rd. Russell ON
Get rates
7.6/10 Good! (363 reviews)
KC's Country Inn
Bed & Stay

Bed & Stay

659 Parkview Ter Russell ON
Get rates
9.2/10 Wonderful! (63 reviews)
Bed & Stay
Strathmere Country Retreat

Strathmere Country Retreat

1980 Phelan Rd W Ottawa ON
Get rates
2/10 (1 review)
Strathmere Country Retreat

Find out more about Winchester

Top reasons to visit Winchester

  • Family-Friendly Water Park: Enjoy a fun-filled day at the local water park, perfect for visitors of all ages.
  • Charming Village Atmosphere: Stroll through the quaint village, where friendly locals create a welcoming environment.
  • Outdoor Adventures: Explore urban parks and nature reserves, offering ample opportunities for outdoor activities.
  • Rich Cultural Experiences: Engage with local culture through various recreational activities and excursions.
  • Diverse Accommodation Options: Choose from charming hotels and inviting bed and breakfasts, catering to all preferences.

Find great hotels near Winchester

Winchester, nestled in North Dundas, Ontario, offers a delightful selection of accommodation options, including charming hotels and inviting bed and breakfasts. Whether you seek a pet-friendly establishment, a welcoming environment for LGBTQIA travellers, or facilities tailored for business needs, Winchester has something to cater to every visitor's preference. Explore the local hospitality and find the perfect spot to unwind during your stay in this picturesque community.

  • Hilton Garden Inn Ottawa Airport: The Hilton Garden Inn Ottawa Airport offers a warm and welcoming atmosphere, ideal for travellers seeking a pet-friendly holiday experience. With a commendable guest rating of 8.8, this hotel is located 35km from Winchester. Guests appreciate the inviting ambience and well-appointed rooms, designed for comfort and convenience. The hotel features amenities such as a fitness centre and complimentary Wi-Fi, ensuring a comfortable stay for all. Pets are welcome, making it a great choice for those travelling with furry companions.
  • Fairfield Inn & Suites by Marriott Ottawa Airport: With an impressive guest rating of 9.6, the Fairfield Inn & Suites by Marriott Ottawa Airport is tailored for business travellers looking for a seamless stay. Situated 35km from Winchester, this hotel boasts modern accommodations, a business centre, and meeting facilities, catering to the needs of professionals. Guests enjoy complimentary breakfast, high-speed internet access, and a refreshing indoor pool, making it an excellent choice for those on business trips, while still providing a comfortable environment to unwind.
  • Sandman Signature Ottawa Airport Hotel: The Sandman Signature Ottawa Airport Hotel combines elegance with practicality, achieving a guest rating of 9.0. Located 39km from Winchester, this hotel is suitable for both pet-friendly and business travel. Featuring contemporary rooms, on-site dining, and a fitness centre, guests appreciate the blend of comfort and convenience. The pet-friendly policy allows for a stress-free stay for those travelling with pets, while business travellers can take advantage of meeting spaces and high-speed internet access, ensuring a productive visit.

Where to stay in Winchester

Winchester, nestled in North Dundas, offers a delightful retreat for families and culture enthusiasts. Stroll through the charming village, where friendly locals enhance the welcoming atmosphere. Nearby, explore North Winchester and West Winchester, both rich in recreational activities and cultural excursions. Enjoy convenient transportation options to discover the surrounding beauty, making it an ideal destination for a memorable holiday filled with family-friendly entertainment and exploration.

  • North Dundas: Nestled in the heart of Ontario, North Dundas is a vibrant city that encapsulates family-friendly adventures and entertainment. The area sees a rise in visitors during the spring and summer months, particularly from April to July. A trip to North Dundas offers a delightful mix of activities, with attractions such as a water park, recreational areas, and shopping centres. History enthusiasts will appreciate the nearby history museum and historic village, making it a great destination for diverse experiences.
  • Chesterville: Located a mere 10km from Winchester, Chesterville is a charming neighbourhood that thrives on cultural and sporting activities. With its peak visitor season in the spring and early autumn, this community is perfect for those seeking a blend of culture and outdoor sports, particularly skiing. Chesterville boasts local landmarks, including a historic village and an inviting park, which provide an excellent backdrop for leisurely strolls and exploration. This quaint neighbourhood is ideal for those wanting to immerse themselves in its rich heritage.
  • South Mountain: Just 14km from Winchester, South Mountain is a picturesque village known for its outdoor experiences and romantic settings. The village attracts visitors primarily in the summer months, particularly from July to September, offering a perfect escape for nature lovers. South Mountain is surrounded by parks, nature reserves, and a national state park, making it a fantastic location for hiking and enjoying the great outdoors. Whether you're seeking a peaceful retreat or an adventurous outing, South Mountain is a delightful destination.

Things to do in Winchester

Winchester, North Dundas, offers a delightful blend of family-friendly activities and urban charm. Visitors can enjoy the local water park, explore the shopping mall centre, and wander through various shopping areas. This quaint town is perfect for those seeking entertainment and leisure during their holiday, providing a memorable experience for all ages.

Shopping

In Winchester, you can visit local shops and boutiques for unique gifts and souvenirs. If you're up for a drive, check out St. Laurent Centre in Ottawa, located 48km away, which features a range of stores, from fashion to home goods, ensuring a diverse shopping experience.

Recreation

In Winchester, indulge in rejuvenating treatments at local wellness centres, where you can experience holistic therapies and calming environments. Engage in outdoor activities like hiking or cycling in the picturesque countryside, allowing you to connect with nature while enhancing your well-being.

Adventure

Explore the scenic trails of the Winchester Trails for a refreshing hike or bike ride, immersing yourself in nature. For a thrilling experience, try kayaking on the nearby rivers, offering a unique perspective of the stunning landscapes and wildlife of the region.

Nightlife

Winchester offers a charming nightlife with local pubs like The Winchester Tavern, where you can enjoy live music and a warm atmosphere. For a laid-back evening, visit The Barley Mow, known for its craft beers and friendly vibe, perfect for mingling with locals.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Winchester

  • 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 narrow down your options based on your budget, preferred location, and the type of hotel you desire. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by combining your Winchester hotel reservation with your flights and activities by opting for an Expedia package.

Find the best attractions near Winchester

Winchester, North Dundas, offers a delightful mix of family-friendly, city-themed, and entertainment activities. Visitors can enjoy the beauty of urban parks, civic spaces, and nature reserves that cater to those seeking outdoor adventures and a vibrant city experience. Whether you’re exploring the natural surroundings or engaging in local culture, Winchester promises memorable experiences for all travellers.

  • Osgoode Village Community Centre: Located 21km from Winchester, this civic hub offers a glimpse into the vibrant local culture. Engage with community events and activities that showcase the spirit of Osgoode, making it an ideal spot for mingling with locals and experiencing regional traditions.
  • Duncanville Park: Just 18km from Winchester, Duncanville Park is an urban retreat perfect for families. Enjoy outdoor activities amidst a lively atmosphere, with beautiful green spaces that encourage relaxation and recreation in a charming city setting.
  • W.E. Burton Conservation Area: Situated 19km from Winchester, this nature reserve invites adventure seekers to explore its eco-friendly trails and picturesque landscapes. Immerse yourself in the beauty of nature while enjoying various outdoor pursuits.

Best time to go to Winchester

The best time to visit Winchester is dependent 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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January15.3°F (-9.3°C)Light RainMostly CloudySlightly LowSlightly Low
February17.2°F (-8.2°C)Light RainMostly CloudySlightly LowAverage
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 CloudyAverageSlightly Low

The nearest major airports for your trip to Winchester

Reaching Winchester, Ontario, is convenient via several major airports. Montreal-Pierre Elliott Trudeau International Airport (YUL) is situated 132km away, with nearby hotel options including the Sofitel Montreal Golden Mile and Le Mount Stephen, both 14km from the airport, offering transfer services. Ottawa Macdonald-Cartier International Airport (YOW) is closer at 35km, with excellent hotels like Fairmont Chateau Laurier and Hilton Lac-Leamy located 7 and 14km away, respectively. Additionally, Watertown International Airport (ART) is 134km away, featuring hotels such as Hilton Garden Inn and Holiday Inn Express, both just 6km from the airport, making travel seamless for visitors.

Frequently asked questions

What is the best area to stay in Winchester?
The best area to stay in Winchester is within the village centre, particularly along Main Street, for convenience and access to local amenities.Winchester is a small, friendly community, and its village centre is very walkable. Main Street is where you'll find the majority of shops, local eateries, and essential services. This area provides a central base for exploring the village and the surrounding rural landscape.For those visiting for local events or looking for a quiet stay with easy access to the village's facilities, staying near Main Street is ideal.
When is the best time to go to Winchester?
The best time to visit Winchester, Ontario, is during the late spring, summer, and early autumn months, from May to October.These months offer the most pleasant weather, with warmer temperatures and longer daylight hours, making it ideal for exploring the area's outdoor attractions and participating in local events. The countryside around Winchester is particularly appealing during this period, with lush greenery in summer and colourful foliage in autumn.For couples looking for a relaxed getaway, early summer (June) or early autumn (September-October) can be particularly appealing. The weather is generally comfortable for strolling through the village, visiting local markets, or enjoying the scenic drives without the peak summer crowds. Many local farms and craft shops are fully operational, offering a chance to discover unique local products.Families travelling with children will find the summer months (July-August) to be the most convenient, aligning with school holidays. This is when local parks and outdoor activities are in full swing, and community events often take place.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winchester.
How can I save on a hotel booking in Winchester with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Winchester hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Winchester?
Prices for hotels in Winchester often vary, but you can find a great deal from AU$164 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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