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Top Winchester hotels

RARE Tiny House 2 BEDS + Free WiFi + 30m to Ottawa

RARE Tiny House 2 BEDS + Free WiFi + 30m to Ottawa

Winchester ON
Stay at this vacation home in North Dundas. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces.
"It was a great place to stay, we will be back!!!"

Reviewed on Nov 22, 2025

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Opens in a new windowRARE Tiny House 2 BEDS + Free WiFi + 30m to Ottawa
Kemptville Suites

Kemptville Suites

4 out of 5
103 Clothier St. East North Grenville ON
Fully refundableReserve now, pay when you stay
$171 nightly
The price is $193 total per night from Jun 30 to Jul 1
$193 total
Jun 30 - Jul 1
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A hair salon, express check-in, and express ...
"Yes the AC was great. Would be nice to be able to open a window to get fresh air. The amenities such as robes and shampoo and teas and coffee were very good quality. Great response when i needed to call about the door code. Snacks heslthier than duritos would be nice but over all the place was great. ..."

Reviewed on Jun 18, 2026

Opens in a new windowKemptville Suites
Terrace Green Bed & Breakfast

Terrace Green Bed & Breakfast

3 out of 5
11952 County Road 43 North Dundas ON
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $100 total per night from Jul 3 to Jul 4
$100 total
Jul 3 - Jul 4
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free full breakfast each morning. A terrace, a ...
"It was a welcomed stay as both my husband and I really needed a night away to relax. The property is clean enough and I wouldn't be afraid to stay again, but let's say my house after a clean on Saturday is much cleaner. The owner wasn't going out of her way to accommodate but she was kind. The breakfast ..."

Reviewed on Jun 20, 2026

Opens in a new windowTerrace Green Bed & Breakfast
Hard Rock Hotel & Casino Ottawa

Hard Rock Hotel & Casino Ottawa

4.5 out of 5
4837 Albion Road South Ottawa ON
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $168 total per night from Jul 5 to Jul 6
$168 total
Jul 5 - Jul 6
Total with taxes and fees
A casino, 8 restaurants, and a 24-hour gym are all featured at this smoke-free resort. Relax with a drink at one of the 3 bars/lounges and enjoy free perks like ...
"The room was fine and a decent size. The check in staff held the room deposit ($450) and then charged me $88. I queried it the next day and no one seemed to know where the charge came from. It left my pending section on my visa, so I thought it was sorted, but it has now moved to the charged section. ..."

Reviewed on Jun 28, 2026

Opens in a new windowHard Rock Hotel & Casino Ottawa
Bed & Stay

Bed & Stay

2 out of 5
659 Parkview Ter Russell ON
This guesthouse includes a fireplace in the lobby and laundry facilities. Take advantage of the free self parking.
"Lovely home, clean, spacious, bright, great location for us. Convenient. Staff were responsive to questions. Our room and ensuite was spacious. Parking was not an issue. Nice neighbourhood with a walking path around the water reservoir."

Reviewed on Apr 22, 2026

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Opens in a new windowBed & Stay
McIntosh Country Inn & Conference Centre in Canada

McIntosh Country Inn & Conference Centre in Canada

3.5 out of 5
12495 Highway 2 East South Dundas ON
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $142 total per night from Jul 6 to Jul 7
$142 total
Jul 6 - Jul 7
Total with taxes and fees
This hotel features 2 restaurants, 2 hot tubs, and a gym. Enjoy the seasonal outdoor pool and perks like free self parking. You'll appreciate the sauna, bar/lounge, ...
"The room was comfortable, clean and quiet. Decor in the room was a bit dated, looked like not too recently renovated, but satisfactory and consistent with the character of the property. Front desk and restaurant staff were friendly and helpful. Restaurant food was good pub fare and fairly ..."

Reviewed on Jun 28, 2026

Opens in a new windowMcIntosh Country Inn & Conference Centre in Canada
SureStay Hotel by Best Western Kemptville

SureStay Hotel by Best Western Kemptville

2.5 out of 5
4022 County Road 43 North Grenville ON
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $119 total per night from Jul 5 to Jul 6
$119 total
Jul 5 - Jul 6
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
"Could use a better breakfast. Just toast, yogurt and"

Reviewed on Jun 22, 2026

Opens in a new windowSureStay Hotel by Best Western Kemptville
Doran Bay Resort

Doran Bay Resort

2.5 out of 5
11128 County Road 2 South Dundas ON
$130 nightly
The price is $147 total per night from Jun 30 to Jul 1
$147 total
Jun 30 - Jul 1
Total with taxes and fees
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Bring the family and enjoy the children's pool, playground, and arcade/game ...
"I thought the property was great for the value. It was clean, and well prepared. Everything was very well thought out, and brillianty laid out. I misread that there was a children's pool and a beach, but there is a beautiful beach 1km away I would definitely stay here again. Oh and we relived our ..."

Reviewed on Jun 28, 2026

Opens in a new windowDoran Bay Resort
Cedar Drive Inn

Cedar Drive Inn

3 out of 5
14990 Concession 10-11 Road North Stormont ON
$92 nightly
The price is $104 total per night from Jul 3 to Jul 4
$104 total
Jul 3 - Jul 4
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and luggage storage are also on offer.
Opens in a new windowCedar Drive Inn
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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.

Winchester Hotel & Travel Guide\n

Are you dreaming about an adventure in Winchester? You will want to secure accommodations in advance, as there is only 1 room within an easy driving distance of the center of Winchester.

A handy option amongst only a few Travelocity-listed rooms within a short walk of the sights of central Winchester, is the Terrace Green Bed & Breakfast.

The Knights Inn Kemptville is about 14 miles (22 kilometers) outside the city center of Winchester. Another accommodation option is the KC's Country Inn, which can be found 17 miles (27 kilometers) away. Some other accommodation options here include the Cedar Drive Bed and Breakfast and the Country View Manor.

If time is on your side, why not visit the other attractions located in Ottawa - Southeastern Ontario while you are in this area? Ottawa - Southeastern Ontario boasts forests and rivers, and other commonly visited tourist places of interest include old towns. Common pastimes in this region of Canada include cross-country skiing.

Ottawa is 30 miles (46 kilometers) northwest of Winchester and features Parliament Hill and National Gallery of Canada. Travelocity-listed Ottawa places to base yourself include the Hilton Lac-Leamy and Fairmont Chateau Laurier. Alternatively, you could consider staying at Cornwall, 30 miles (48 kilometers) to the east of Winchester, where you can choose from the Best Western Parkway Inn & Conference Centre and Ramada Cornwall. Regardless of whether you're passing through or spending a few nights in Cornwall, make sure you explore the Cornwall Community Museum and Archie's Family Golf Centre.

Consider spending an afternoon enjoying thrills and spills with Ottawa - Southeastern Ontario's sports enthusiasts at a community sporting fixture. You'll find Canadian Tire Centre 30 miles (50 kilometers) to the northwest of Winchester. Find a Travelocity-listed hotel nearby to the action at the Holiday Inn Hotel & Suites Ottawa Kanata or the Fairfield Inn & Suites by Marriott Ottawa Kanata.

Macdonald-Cartier International Airport is a major entry point for those accessing Winchester. It's located 20 miles (36 kilometers) from the town center. For modern travelers who plan to find a Travelocity-listed base nearby, book the Days Inn Ottawa Airport or Holiday Inn Express Hotel & Suites Ottawa Airport.

Frequently asked questions

What are the top kid-friendly hotels in Winchester?
Terrace Green Bed & Breakfast is the perfect choice for families heading to Winchester. With helpful amenities like complimentary breakfast, this kid-friendly option will make everyone in your group feel right at home.
Where can I find cheap hotels in Winchester?
At Travelocity you'll find really nice hotels in Winchester at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Winchester rather than in Winchester. We may find you even better rates, too.
How do I find the best Winchester hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Winchester then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Winchester?
The cheapest hotel in Winchester is $100. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Winchester?
There are 48 hotels in Winchester on Travelocity.
What are the best hotels in Winchester?
Winchester has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Winchester for you!
When is the best time to visit Winchester?
If you want the joy of a fun-filled trip in peak season, visit Winchester during May, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Winchester?
Based on historic data is usually the cheapest month to visit Winchester. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Winchester?
There are multiple hotels in Winchester that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Winchester. We have plenty of kid-friendly hotels in Winchester to choose from on Travelocity!
Why book a hotel in Winchester through Travelocity?
Because we have the top hotels in Winchester! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Winchester on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Winchester hotel reviews by fellow wanderers

Doran Bay Resort

Doran Bay Resort

4 out of 5
Posted 13 hours ago
Travelocity Verified Review
"I thought the property was great for the value. It was clean, and well prepared. Everything was very well thought out, and brillianty laid out. I misread that there was a children's pool and a beach, but there is a beautiful beach 1km away I would definitely stay here again. Oh and we relived our childhood experiences at Upper Canada Village."
A verified traveler stayed at Doran Bay Resort
Doran Bay Resort

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