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Our top choices for Winchester hotels

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, (527)
"Convenient to have breakfast on site."
Canada
Linda
$97 nightly
The price is $110
Dec 28 - Dec 29
Total with taxes and fees
SureStay Hotel by Best Western Kemptville

McIntosh Country Inn & Conference Centre in Canada

McIntosh Country Inn & Conference Centre in Canada
3.5 star property
South Dundas
8.2 out of 10, Very Good, (459)
"Staff was very friendly and accommodating. "
Canada
Gordon W
McIntosh Country Inn & Conference Centre in Canada

Terrace Green Bed & Breakfast

Terrace Green Bed & Breakfast
3.0 star property
North Dundas
9.6 out of 10, Exceptional, (113)
"The bed was exceptionally comfortable, Annette warm and inviting, and the breakfast delicious. "
Canada
Shawn
$91 nightly
The price is $103
Jan 11 - Jan 12, 2026
Total with taxes and fees
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, (247)
"Super place and excellent food"
Canada
rose
$167 nightly
The price is $200
Jan 12 - Jan 13, 2026
Total with taxes and fees
Hard Rock Hotel & Casino Ottawa

Cedar Drive Inn

Cedar Drive Inn
3.0 star property
North Stormont
9.0 out of 10, Wonderful, (97)
"Very friendly and helpful staff Very quiet accommodations Very clean rooms "
Canada
Kenneth
$97 nightly
The price is $110
Jan 24 - Jan 25, 2026
Total with taxes and fees
Cedar Drive Inn

Bed & Stay

Bed & Stay
2.0 star property
Russell
9.4 out of 10, Exceptional, (57)
"The place looks very new and it’s clean, the Moazzam was super good and he is reachable 24/7. The place is surrounded by great nature and it is very quiet and cool place to relax and enjoy your stay. "
Canada
Terence
$70 nightly
The price is $76
Dec 26 - Dec 27
Total with taxes and fees
Bed & Stay

Kemptville Suites

Kemptville Suites
4.0 star property
North Grenville
9.6 out of 10, Exceptional, (275)
"Always my favourite place to stay on work feels like home"
Canada
Nicolas
$170 nightly
The price is $192
Jan 19 - Jan 20, 2026
Total with taxes and fees
Kemptville Suites

KC's Country Inn

KC's Country Inn
2.5 star property
Russell
7.6 out of 10, Good, (325)
"Very good "
Canada
Balkar
$80 nightly
The price is $90
Jan 12 - Jan 13, 2026
Total with taxes and fees
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.
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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 Attractions: Enjoy a variety of activities, including a water park and urban parks, perfect for families and adventure seekers.
  • Cultural Exploration: Visit the Winchester Museum and engage with local history for a rich cultural experience.
  • Wine Country Charm: Explore nearby wineries and indulge in delightful wine tastings.
  • Warm Community Hospitality: Experience the welcoming atmosphere of Winchester, making your stay memorable.
  • Diverse Accommodation Options: Choose from hotels and charming bed & breakfasts to suit every traveler's needs.

Find great hotels near Winchester

Discover the ideal accommodation options in Winchester, North Dundas, Ontario, where a variety of hotels and charming bed & breakfasts await. Whether you're seeking pet-friendly stays or LGBTQIA welcoming environments, you'll find the perfect setting for both business and leisure. Explore the best hotels, read reviews, and compare room rates to ensure a memorable vacation experience in this picturesque Canadian town.

  • Hilton Garden Inn Ottawa Airport: This inviting 3-star hotel is ideal for travelers seeking a vibrant business atmosphere while also being LGBTQIA welcoming. Located 22 miles from Winchester, the Hilton Garden Inn offers a range of business amenities, including multiple meeting rooms and a conference center, making it perfect for corporate guests. Pet-friendly policies allow guests to bring their furry companions along for the stay, ensuring an inclusive and comfortable experience. The modern design and friendly staff further enhance the welcoming ambiance, making it a great choice for both business and leisure travelers.
  • Fairfield Inn & Suites by Marriott Ottawa Airport: Situated 22 miles from Winchester, this hotel offers a contemporary environment for business-minded travelers while also embracing LGBTQIA inclusivity. The Fairfield Inn & Suites features a 24-hour business center, catering to the needs of professionals on the go. Guests appreciate the clean, comfortable accommodations and the hotel’s commitment to service excellence. This property is an excellent option for those looking for a seamless blend of convenience and comfort during their stay.
  • Sandman Signature Ottawa Airport Hotel: This 3.5-star hotel, located 24 miles from Winchester, stands out with its sophisticated blend of luxury and functionality. Catering to business travelers and pet owners alike, the Sandman Signature offers accessible business facilities and a welcoming atmosphere for LGBTQIA guests. Pets are permitted on-site, ensuring that no family member is left behind. With its stylish accommodations and dedicated service, this hotel is perfect for those seeking a comfortable and professional environment during their stay.

Where to stay in Winchester

Winchester, Ontario, offers a delightful blend of family-friendly fun and cultural exploration. Experience the charm of local wineries in the nearby wine country, or immerse yourself in history at the many historic attractions scattered throughout the region. Don't miss the warm hospitality of the community, as well as a range of accommodations for a comfortable stay. Whether you’re seeking adventure or relaxation, Winchester is the perfect home base for unforgettable excursions.

  • North Dundas: A vibrant city that encompasses Winchester, North Dundas offers a rich blend of outdoor activities, cultural experiences, and family-friendly attractions. Visitors flock here in late spring and summer, drawn by its water park, golf courses, and educational venues. History enthusiasts will appreciate the local history museum and historic village, while nature lovers can unwind by the serene lake. Whether you're looking to explore local culture or enjoy some outdoor fun, North Dundas provides a welcoming atmosphere for all travelers.
  • Chesterville: Located just 6 miles from Winchester, Chesterville is a charming neighborhood that thrives on sports and outdoor activities. With visitor numbers peaking in spring and early fall, it’s an ideal spot for skiing enthusiasts and those looking to enjoy a day at the local ski fields. Chesterville features a range of accessible stores and a lovely urban park, making it a great place to relax and enjoy the community vibe. Don't miss the chance to explore its history museum and learn about the area’s past.
  • South Mountain: Situated 9 miles from Winchester, South Mountain is a delightful village perfect for families seeking adventure and entertainment. The summer months bring a surge of visitors eager to enjoy its local water park and nearby beach. With activities suitable for all ages, South Mountain offers a fun-filled experience for travelers. The village's picturesque setting makes it an inviting destination to unwind and create lasting memories with loved ones.

Things to do near Winchester

Winchester, Ontario, offers a delightful blend of family fun and cultural experiences. Visitors can enjoy outdoor seating, wine tastings, and a variety of entertainment options. Popular activities include exploring the local water park, engaging in educational pursuits, and shopping at the mall center. Whether you're seeking adventure or a relaxing getaway, Winchester has something for everyone.

Shopping

In Winchester, you can enjoy local shops and boutiques for unique gifts. If you're up for a drive, visit Place D'Embrun (13 miles away) for a family-friendly vibe, Kemptville Colonnade (14 miles away) for a mix of businesses, or Creekside Mall (15 miles away) for a variety of shopping options.

Recreation

Enjoy a round of golf at Poplar Grove Golf Club, where the outdoor atmosphere enhances your game. Sandy Mountain Golf Course offers similar outdoor vibes just a short drive away. For relaxation, visit Ferguson Forest Dog Park, a peaceful space perfect for unwinding and connecting with nature.

Adventure

Experience thrilling water fun at Calypso Water Park, located 17 miles from Winchester. Enjoy exhilarating water slides, lazy rivers, and family-friendly attractions, making it a perfect spot for adventure and relaxation in the sun with friends and loved ones.

Nightlife

Experience the excitement at Commando Paintball, located 21 miles away, for thrilling adventure vibes. Alternatively, visit Midway Family Fun Park, 25 miles from Winchester, for more arcade fun. For a romantic evening, catch a movie at Cineplex Odeon Barrhaven Cinemas, just 22 miles away.

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

Booking tips and Expedia advantages for Winchester

To save money on your trip to Winchester, plan your visit in March or between December and January when prices are lower. Sundays typically offer the best hotel rates, while Saturdays are the most expensive. Use Expedia to compare prices and find eco-friendly hotel options. Consider booking a package that combines your hotel, flights, and activities for added savings. Joining Expedia's One Key membership can provide exclusive discounts and help you earn cash for future stays. Lastly, explore the town on foot to minimize transportation costs and enjoy free activities.

  • 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 travel options based on your budget, preferred destination, and desired hotel style. For instance, by selecting the Eco-certified filter, you'll find a selection of sustainable and environmentally-friendly hotels currently available. To discover the best prices and deals, be sure to 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.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Winchester

Winchester, Ontario, offers a delightful vacation experience for families and adventure seekers alike. With attractions like urban parks, civic spaces, and a library, there's plenty to explore. Visitors can enjoy outdoor activities and immerse themselves in the local culture. Don't miss the Winchester Museum for a deeper understanding of the area's history. Whether you're seeking a family-friendly outing or a vibrant city experience, Winchester has something for everyone.

  • Osgoode Village Community Centre: A hub of civic activity, the Osgoode Village Community Centre offers a welcoming environment for visitors to engage with local events. With various recreational programs and community gatherings, it’s a great place to experience the community spirit of the area.
  • Mountain Memorial Community Park: Nestled in nature, this park is perfect for families seeking outdoor fun. With its eco-friendly atmosphere, it features walking trails, picnic areas, and playgrounds, making it an ideal spot for a relaxing day with loved ones.
  • Duncanville Park: This vibrant urban park combines city life with outdoor leisure. It’s a wonderful place for families to enjoy recreational activities, sports fields, and open green spaces, all while soaking in the urban ambiance of the area.

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.

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

When visiting Winchester, Ontario, you can fly into several nearby airports. Ottawa Macdonald-Cartier International Airport (YOW) is 22 miles away, with nearby hotels like the Fairmont Chateau Laurier and Hilton Lac-Leamy, both offering convenient access. Massena International Airport (MSS) is 27 miles from Winchester, with options like the Blue Spruce Motel and Super 8 by Wyndham, both just a short distance from the airport. Lastly, Ogdensburg International Airport (OGS), located 29 miles from Winchester, features accommodations such as the Sherman Inn and The Inn at Gran View, providing easy access for travelers. Each airport offers various transportation services to ensure a smooth arrival.

Frequently asked questions

Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Winchester hotel for you.
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 $76 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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