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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, (114 reviews)
"Everything was great had a great time highly recommend "
Canada
Chris
$119 nightly
The price is $135
Apr 13 - Apr 14
Total with taxes and fees
Terrace Green Bed & Breakfast

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
$130 nightly
The price is $147
Mar 27 - Mar 28
Total with taxes and fees
McIntosh Country Inn & Conference Centre in Canada

SureStay Hotel by Best Western Kemptville

SureStay Hotel by Best Western Kemptville
2.5 star property
North Grenville
8.0 out of 10, Very Good, (540 reviews)
"We were impressed with this hotel. It was all we needed for a quick overnight on the road."
Canada
Laura
$94 nightly
The price is $106
Mar 29 - Mar 30
Total with taxes and fees
SureStay Hotel by Best Western Kemptville

Hard Rock Hotel & Casino Ottawa

Hard Rock Hotel & Casino Ottawa
4.5 star property
Gloucester
9.2 out of 10, Wonderful, (351 reviews)
"Great location lotta shopping nearby"
Canada
gordon
$144 nightly
The price is $172
Apr 1 - Apr 2
Total with taxes and fees
Hard Rock Hotel & Casino Ottawa

KC's Country Inn

KC's Country Inn
2.5 star property
Russell
7.6 out of 10, Good, (328 reviews)
"Staff were amazing and the breakfast was the absolute best !!! "
Canada
lakeisha
$86 nightly
The price is $97
Mar 27 - Mar 28
Total with taxes and fees
KC's Country Inn

Cedar Drive Inn

Cedar Drive Inn
3.0 star property
North Stormont
9.2 out of 10, Wonderful, (99 reviews)
"We had a nice stay here to visit family for Christmas. It was perfect for us. "
Canada
Nicolas
$97 nightly
The price is $110
Apr 26 - Apr 27
Total with taxes and fees
Cedar Drive Inn

Kemptville Suites

Kemptville Suites
4.0 star property
North Grenville
9.6 out of 10, Exceptional, (285 reviews)
"Beautiful place"
Canada
Michelle
$169 nightly
The price is $191
Apr 2 - Apr 3
Total with taxes and fees
Kemptville Suites

Bed & Stay

Bed & Stay
2.0 star property
Russell
9.2 out of 10, Wonderful, (61 reviews)
"Clean, staff was very responsive, parking was easy. Laundry wasn't used but brand new ones. "
Canada
Anton
$64 nightly
The price is $70
Apr 3 - Apr 4
Total with taxes and fees
Bed & Stay
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.
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Top Winchester Hotel Reviews

More cheap stays in Winchester

Find out more about Winchester

Top reasons to visit Winchester

  • Family-Friendly Activities: Winchester offers a variety of fun attractions, including a water park and urban parks, ideal for families.
  • Shopping Opportunities: Explore diverse shopping areas and a shopping mall center for a delightful retail experience.
  • Cultural Experiences: Enjoy local events and cultural activities throughout the year, showcasing the community's vibrancy.
  • Charming Wineries: Visit nearby wineries for a leisurely afternoon and a taste of local flavors.
  • Comfortable Accommodations: Choose from cozy bed & breakfasts to well-equipped hotels, catering to all traveler needs.

Find great hotels near Winchester

Discover a variety of accommodation options in Winchester, Ontario, perfect for every type of traveler. From cozy bed & breakfasts to well-equipped hotels, you’ll find the ideal place to unwind after a day of adventure. Many lodgings cater to business travelers, while also being pet-friendly, ensuring a comfortable stay for everyone. Explore the charming town of Winchester and enjoy a memorable getaway with a range of hotel options available today.

  • Hilton Garden Inn Ottawa Airport: The Hilton Garden Inn Ottawa Airport is a 3-star hotel with an impressive guest rating of 8.8. Located 22 miles from Winchester, this property offers a pet-friendly environment, making it an ideal choice for travelers who want to bring their furry friends along. Guests appreciate the modern, comfortable rooms equipped with premium bedding and a range of amenities, including a fitness center, business center, and an on-site restaurant serving delicious meals. The welcoming atmosphere and attentive staff ensure a pleasant stay, while the convenient airport access adds to its appeal.
  • Fairfield Inn & Suites by Marriott Ottawa Airport: With a remarkable guest rating of 9.6, the Fairfield Inn & Suites by Marriott Ottawa Airport stands out as a budget-friendly option for both business and leisure travelers. Situated 22 miles away from Winchester, this hotel features spacious rooms equipped with modern conveniences, including free Wi-Fi and a complimentary breakfast to kickstart your day. The property offers a business center and meeting rooms, making it perfect for business travelers. Guests highlight the friendly service and convenient amenities, creating a comfortable and efficient stay.
  • Sandman Signature Ottawa Airport Hotel: The Sandman Signature Ottawa Airport Hotel is a 3.5-star property with a guest rating of 9.0, located 24 miles from Winchester. This hotel caters to both pet owners and business travelers, offering pet-friendly accommodations alongside a variety of amenities. Guests can enjoy spacious rooms, a fitness center, and an on-site restaurant. The hotel’s business facilities, including meeting rooms and a business center, are perfect for those traveling for work. The combination of modern comforts and a welcoming atmosphere makes it a great choice for all types of travelers.

Where to stay in Winchester

Winchester, Ontario, offers a charming blend of family-friendly activities and cultural experiences. Explore the welcoming atmosphere filled with friendly locals, recreation options, and historic elegance. Nearby, you'll find delightful wineries perfect for a leisurely afternoon. Don't miss the chance to visit neighboring cities for a taste of local culture and excursions that make this area a hidden gem for travelers seeking both relaxation and adventure.

  • North Dundas: North Dundas is a charming city where Winchester is located, offering a delightful blend of family-friendly adventures and entertainment. The city sees a steady stream of visitors throughout the year, with peak times occurring in April and from June to July. Visitors can enjoy a variety of activities, including trips to the local water park, exploring recreational areas, and shopping at the vibrant mall center. History buffs will appreciate the nearby history museum and historic village, making North Dundas a well-rounded destination for all types of travelers.
  • Chesterville: Just 6 miles from Winchester, Chesterville is a cozy neighborhood that draws visitors seeking cultural experiences, sports, and winter activities. The best times to visit are between April and May, and in September. Chesterville offers thrilling skiing opportunities, as well as engaging attractions like its history museum and picturesque parks. This quaint neighborhood is perfect for travelers looking to immerse themselves in local culture while enjoying recreational sports.
  • South Mountain: Located 9 miles from Winchester, South Mountain is a peaceful village that invites outdoor enthusiasts and couples seeking a romantic getaway. With peak travel months from July to September, visitors can explore its beautiful parks, nature reserves, and scenic islands. South Mountain offers a perfect backdrop for relaxation and exploration, making it an ideal spot for those looking to connect with nature while enjoying various entertainment options.

Things to do in Winchester

Winchester, Ontario, offers a delightful mix of family-friendly activities and urban entertainment. Visitors can enjoy a water park, explore a shopping mall center, and discover various shopping areas. For those interested in local events, there are several venues that host a variety of activities throughout the year, making Winchester a vibrant destination for tourists seeking fun and excitement.

Shopping

In Winchester, visit local shops for unique gifts and souvenirs. If you're up for a drive, check out the St. Laurent Centre, about 20 miles away, which features a range of stores from fashion to electronics, providing a full shopping experience.

Recreation

In Winchester, indulge in rejuvenating treatments at the Serenity Wellness Spa, where skilled therapists offer massages and facials tailored to your needs. For outdoor activities, explore the scenic trails in the local parks, perfect for hiking and connecting with nature.

Adventure

Experience the thrill of outdoor adventure at the North Dundas Trails, offering picturesque hiking and biking paths through stunning landscapes. For a unique challenge, try the nearby escape rooms, where teamwork and problem-solving are essential for unlocking mysteries and having a blast with friends or family.

Nightlife

Experience a cozy night in Winchester at the local favorite, The Red Fox Pub, where you can enjoy craft beers and live music. For a more relaxed vibe, check out the Winchester Café for a late-night coffee and dessert while mingling with friendly 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: Utilize Expedia’s search tool to customize your preferences, such as budget, desired location, and hotel type. For instance, selecting the Eco-certified option will showcase sustainable and environmentally-friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Winchester hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Winchester

Winchester, Ontario, offers a fantastic vacation experience for families and city enthusiasts alike. Visitors can explore a variety of attractions, including urban parks, nature reserves, and the local library. These points of interest provide opportunities for outdoor activities and family-friendly fun, making it an ideal destination for those seeking a blend of city life and nature during their trip.

  • Osgoode Village Community Centre: This vibrant civic hub, located 13 miles from Winchester, offers a glimpse into local culture and community events. Enjoy recreational activities, workshops, and social gatherings that truly reflect the spirit of Osgoode Village.
  • W.E. Burton Conservation Area: Just 12 miles away, this nature reserve is perfect for outdoor enthusiasts. Experience eco-friendly adventures with scenic trails, lush greenery, and opportunities for wildlife observation, making it an ideal spot for nature lovers.
  • Duncanville Park: Located 11 miles from Winchester, this urban park is a family-friendly space featuring playgrounds, picnic areas, and walking paths. It’s a great place to relax and enjoy outdoor activities amidst the city vibe.

Best time to go to Winchester

The best time to visit Winchester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winchester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Winchester falls in January, 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 CloudySlightly LowSlightly 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

If you're planning a trip to Winchester, Ontario, you have a few airport options to consider. Montreal's Pierre Elliott Trudeau International Airport (YUL) is located 82 miles away, with nearby hotels like The Ritz-Carlton and Four Seasons Hotel, both offering convenient transportation services. Ottawa's Macdonald-CARTier International Airport (YOW) is much closer at 22 miles, with excellent accommodations such as the Fairmont Chateau Laurier and Hilton Lac-Leamy. Lastly, Watertown International Airport (ART) is 83 miles away, featuring hotels like Hilton Garden Inn and Holiday Inn Express, providing access to the airport. Each airport offers a variety of hotel options for a comfortable stay before heading to Winchester.

Frequently asked questions

What is the best area to stay in Winchester?
The best area to stay in Winchester is right in the heart of the town, particularly along Winchester's main thoroughfare, St. Lawrence Street. This central area offers the most convenience and access to local amenities.

St. Lawrence Street is the focal point of Winchester, featuring a collection of local businesses, eateries, and essential services. You'll find the town's main grocery store, a pharmacy, and several independent shops within easy walking distance. This layout makes it very convenient for travelers who prefer to have necessities close by.

For couples looking for a relaxed and convenient stay, focusing on accommodations near St. Lawrence Street is ideal. It allows for pleasant strolls to local cafes for breakfast or dinner, and you can easily access any services you might need without requiring a car. The general quietness of the town center also contributes to an easy experience.

Travelers seeking a stress-free and self-sufficient trip will also find the central area beneficial.
When is the best time to go to Winchester?
The best time to go to Winchester is during the summer months, from June to August, when the weather is warm and conducive to outdoor activities.

During this period, the average daily temperatures range from 20°C to 26°C (68°F to 79°F), with comfortable humidity levels. This makes it ideal for exploring Winchester's rural landscape, visiting local farms, and enjoying community events. The long daylight hours also allow for extended sightseeing and recreational opportunities.

For travelers who enjoy outdoor recreation and local festivities, July and August are particularly appealing. Many local fairs and farmers' markets are in full swing, offering a chance to experience the local culture and agricultural heritage.
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 canceled 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 Winchester hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Winchester hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Winchester hotel?
Prices for hotels in Winchester often vary, but you can find a great deal from $70 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 the cheapest rate.

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