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Our top choices for Winchester hotels

1. Terrace Green Bed & Breakfast

Terrace Green Bed & Breakfast
3.0 star property
North Dundas
9.4 out of 10, Exceptional, (136 reviews)
"Had a great stay!"
Canada
Sribharathan
The price is NZ$208
includes taxes & fees
25 Nov - 26 Nov
Terrace Green Bed & Breakfast

2. 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, (632 reviews)
"Clean room, friendly staff"
Canada
Liam
The price is NZ$189
includes taxes & fees
22 Nov - 23 Nov
SureStay Hotel by Best Western Kemptville

3. Cedar Drive Inn

Cedar Drive Inn
3.0 star property
North Stormont
9.2 out of 10, Wonderful, (123 reviews)
"Very cozy quite warm place"
Canada
Natalia
The price is NZ$197
includes taxes & fees
16 Nov - 17 Nov
Cedar Drive Inn

4. Hard Rock Hotel & Casino Ottawa

Hard Rock Hotel & Casino Ottawa
4.5 star property
Gloucester
9.2 out of 10, Wonderful, (721 reviews)
"Had a wonderful stay!"
United States
Michelelenn
The price is NZ$317
includes taxes & fees
22 Nov - 23 Nov
Hard Rock Hotel & Casino Ottawa

5. Arrow Properties

Arrow Properties
4.0 star property
North Grenville
9.6 out of 10, Exceptional, (343 reviews)
"Wonderful place to stay not far from Ottawa."
Canada
catherine
The price is NZ$242
includes taxes & fees
25 Nov - 26 Nov
Arrow Properties

6. 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, (560 reviews)
"Friendly check-in good water pressure lots of hot water just a pleasant place to stay"
Canada
Timjoe
The price is NZ$257
includes taxes & fees
25 Nov - 26 Nov
McIntosh Country Inn & Conference Centre in Canada

7. KC's Country Inn

KC's Country Inn
2.5 star property
Russell
7.4 out of 10, Good, (372 reviews)
"Really good motel. Thank you will come back."
Canada
Hasmik
The price is NZ$136
includes taxes & fees
3 Dec - 4 Dec
KC's Country Inn
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.

Find out more about Winchester

Top reasons to visit Winchester

  • Family-Friendly Activities: Winchester is ideal for families, featuring a water park and local attractions that cater to all ages.
  • Historic Charm: Explore the historic streets, Winchester Castle, and the fascinating Winchester City Museum for a glimpse into the past.
  • Scenic Parks: Enjoy outdoor adventures in urban parks and nature reserves, perfect for leisurely strolls and picnics.
  • Welcoming Accommodations: Choose from a range of pet-friendly and LGBTQIA welcoming stays, including cosy bed & breakfasts.
  • Local Dining: Discover a variety of restaurants offering delicious local cuisine, enhancing your visit to this charming village.

Find great hotels near Winchester

Discover a range of welcoming accommodations in Winchester, North Dundas, catering to both leisure and business travellers. From cosy bed & breakfasts to convenient hotels, including the Travelodge, you'll find options that are pet-friendly and LGBTQIA welcoming. Whether you're seeking a budget-friendly stay or a comfortable retreat, Winchester offers a variety of lodging choices to ensure your visit is enjoyable and memorable.

  • Hilton Garden Inn Ottawa Airport: This 3-star hotel offers a modern and well-equipped stay for those looking to travel with their pets. Located 35.4km from Winchester, the Hilton Garden Inn Ottawa Airport features a guest rating of 8.8 out of 10. The property allows various pets, ensuring your furry friends are welcome. With amenities such as complimentary Wi-Fi, an on-site restaurant, and fitness facilities, this hotel is tailored for both leisure and business travellers seeking comfort and convenience.
  • Fairfield Inn & Suites by Marriott Ottawa Airport: With an impressive guest rating of 9.6 out of 10, this budget-friendly hotel is ideal for business travellers looking for a convenient stay. Situated 35.4km from Winchester, the Fairfield Inn & Suites by Marriott Ottawa Airport boasts modern, spacious rooms equipped with a workspace and complimentary breakfast. Its strategic location near the airport makes it a practical choice for those on the go, while its friendly staff ensures a pleasant and efficient experience.
  • Sandman Signature Ottawa Airport Hotel: This 3.5-star hotel, located 38.6km from Winchester, is well-suited for both business and pet-friendly travel. With a commendable guest rating of 9.0 out of 10, the Sandman Signature Ottawa Airport Hotel offers a variety of amenities, including a restaurant, fitness centre, and meeting facilities. Pets are also welcome, making it a great option for those travelling with their furry companions. The hotel’s contemporary design and attentive service contribute to a comfortable and enjoyable stay.

Where to stay in Winchester

Winchester, Ontario, offers a delightful mix of family-friendly activities and cultural experiences. Just a short walk from the charming village centre, visitors can explore historic sites, enjoy the friendly atmosphere, and partake in local excursions. Nearby, you'll find the stunning Winchester Cathedral, perfect for leisurely strolls. This quaint village is an ideal weekend getaway for those seeking relaxation and recreation in a welcoming community.

  • North Dundas: North Dundas is a vibrant city that encompasses Winchester, providing a rich blend of family-friendly activities and entertainment. Visitors can enjoy the thrills of the local water park, relax in recreational areas, or indulge in shopping at the nearby mall. The region's attractions, such as a historic village and a fascinating history museum, allow travellers to immerse themselves in the local culture. With peak visitor numbers in April and from June to July, North Dundas is an appealing destination for those seeking adventure and fun year-round.
  • Chesterville: Located a mere 9.7km from Winchester, Chesterville invites visitors to experience its unique cultural and sporting offerings. Though travel numbers remain steady throughout the year, the area sees a surge in visitors during April to May and September. Chesterville is perfect for sports enthusiasts, with excellent ski facilities and cultural sites, including a history museum and a charming historic village. The community's sports facilities provide ample opportunities for active travellers, making it a delightful spot to explore.
  • South Mountain: Situated 14.5km from Winchester, South Mountain is a picturesque village that offers a perfect blend of outdoor adventures and romantic escapes. With its peak visitor season from July to September, South Mountain boasts stunning parks, nature reserves, and a national state park for nature lovers to explore. Whether you're hiking through scenic landscapes or enjoying a peaceful picnic, South Mountain provides a serene retreat for those looking to unwind and connect with nature.

Things to do in Winchester

Shopping

In Winchester, you’ll find charming local shops like The Olde Farmhouse and Winchester Freshmart for unique gifts and souvenirs. If you're up for a drive, the nearby shopping options in Cornwall, like Cornwall Square, offer a wider selection of retailers and boutiques for your gift-hunting needs.

Recreation

Winchester Wellness Centre offers yoga classes in a tranquil setting, encouraging mindfulness and relaxation. Nearby, the local park features walking trails surrounded by nature, ideal for leisurely strolls or picnics. Experience local cuisine at nearby cafés, complementing your wellness journey with nourishing meals.

Adventure

Explore the scenic trails of the North Dundas bike paths, ideal for cycling and walking. For a thrill, try the nearby Snow Ridge Ski Resort in winter for skiing or snowboarding. In summer, enjoy kayaking on the local rivers, surrounded by beautiful Ontario landscapes.

Nightlife

In Winchester, the local pubs provide a friendly atmosphere with live music and hearty meals, while nearby bars offer a relaxed setting for cocktails and conversations. The community often hosts events that showcase local talent, adding to the vibrant nightlife experience.

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

Booking tips and Expedia advantages for Winchester

For a budget-friendly vacation in Winchester, consider visiting during the cheaper months of March or December to January, with Sundays being the most affordable day to stay. Use Expedia to compare and book your accommodation, flights, and activities together for potential savings. Sort your searches from low to high to find the best deals, and keep an eye out for offers like free nights. Additionally, explore local parks and historical sites that often have no entry fees to enjoy the area without spending much.

  • 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 refine your preferences, such as your budget, desired location, and the type of accommodation you prefer. To find the best prices and deals, simply sort the price filter from low to high.
  • Consider bundling your trip: You can save some dollars by putting together your hotel booking in Winchester with your flights and activities through an Expedia package.

Find the best attractions near Winchester

Winchester, North Dundas, Ontario, is perfect for family and city-themed holidays, offering a variety of attractions like urban parks, civic sites, and nature reserves. Visitors can explore the charming streets of Winchester, the historic Winchester Castle, and the Royal Winchester Golf Club, as well as delve into the past at the ancient Winchester and the Winchester City Museum. Whether you seek outdoor adventures or city experiences, Winchester has something for everyone.

  • Osgoode Village Community Centre: This civic hub offers a glimpse into local life, featuring community events and recreational activities. Take part in workshops or enjoy various programs that reflect the vibrant spirit of the Osgoode Village community.
  • Duncanville Park: An urban park that invites families to relax and play amidst lush greenery. Enjoy picnicking, walking paths, and playgrounds, all infused with a friendly atmosphere conducive to outdoor fun and social gatherings.
  • W.E. Burton Conservation Area: A serene nature reserve that promotes eco-friendly exploration. Embark on hiking trails that wind through diverse landscapes, providing opportunities for adventure while connecting with the natural environment.

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.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
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's YUL-Pierre Elliott Trudeau International Airport is approximately 132.0km away, with excellent hotel options like the 5-star Sofitel Montreal Golden Mile and Le Mount Stephen, both about 14.5km from the airport, offering transfer services. Closer, Ottawa's YOW-Macdonald-Cartier International Airport is about 35.4km away, featuring luxurious stays at the Fairmont Chateau Laurier Gold Experience and Hilton Lac-Leamy, both around 7-14.5km from the airport. For those considering Watertown, NY, ART-Watertown International Airport is roughly 133.6km from Winchester, with nearby hotels like the Hilton Garden Inn and Holiday Inn Express, located just 6.4km from the airport.

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, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 programme—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 NZ$135 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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