Deals on vacations and trips to Winchester

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Cartier Place Suite Hotel

Cartier Place Suite Hotel

3 out of 5
Downtown Ottawa
Price was $536, price is now $418 per person
$418
per person
May 29 - May 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ottawa (YOW)
This aparthotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. There's a hot tub on site, and laundry facilities and wedding services are also offered.
Lofts du Village

Lofts du Village

3.5 out of 5
Price was $828, price is now $654 per person
$654
per person
May 23 - May 26
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Ottawa (YOW)
A restaurant and a bar/lounge are featured at this hotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Free self parking, a coffee shop, and a terrace are also offered.
The British Hotel

The British Hotel

2 out of 5
Aylmer
Price was $636, price is now $504 per person
$504
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Ottawa (YOW)
A restaurant and a bar/lounge are featured at this hotel. Self parking and a coffee shop are also offered on site.
Hotel V

Hotel V

4 out of 5
District des Promenades
Price was $677, price is now $539 per person
$539
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Ottawa (YOW)
A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Motel Chelsea

Motel Chelsea

2.5 out of 5
Price was $624, price is now $506 per person
$506
per person
May 23 - May 26
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Ottawa (YOW)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a garden, and a grocery/convenience store are also on offer.

Top Winchester hotels deals

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

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

Winchester ON
Get rates
Stay at this vacation home in North Dundas. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces.
Kitchen
Pet friendly
Hard Rock Hotel & Casino Ottawa

Hard Rock Hotel & Casino Ottawa

4.5 out of 5
4837 Albion Road South Ottawa ON
Free Cancellation
Reserve now, pay when you stay
$144 nightly
The price is $172 total per night
$172 total
Apr 13 - Apr 14
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 free self parking and WiFi in public areas. Valet parking, a coffee shop, and a terrace are also offered.
Pet friendly
Parking included
SureStay Hotel by Best Western Kemptville

SureStay Hotel by Best Western Kemptville

2.5 out of 5
4022 County Road 43 North Grenville ON
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $114 total per night
$114 total
Apr 12 - Apr 13
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 the business center. Express check-out is provided and the front desk is staffed around-the-clock.
Breakfast included
Pet friendly
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
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $124 total per night
$124 total
Apr 12 - Apr 13
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, and free newspapers.
Pool
Hot Tub
Kemptville Suites

Kemptville Suites

4 out of 5
103 Clothier St. East North Grenville ON
Free Cancellation
Reserve now, pay when you stay
$168 nightly
The price is $190 total per night
$190 total
Apr 16 - Apr 17
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 check-out are also on offer.
Spa
Parking included
Bed & Stay

Bed & Stay

2 out of 5
659 Parkview Ter Russell ON
Free Cancellation
Reserve now, pay when you stay
$82 nightly
The price is $90 total per night
$90 total
Apr 15 - Apr 16
Total with taxes and fees
This guesthouse includes a fireplace in the lobby and laundry facilities. Take advantage of the free self parking.
Parking included
Free WiFi
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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.

Popular places to visit

Smokie Ridge Vineyard

You can enjoy a tasting or tour at Smokie Ridge Vineyard during your travels to North Dundas.

Smokie Ridge Vineyard

Sandy Mountain Golf Course

Enjoy a round of golf in North Dundas at Sandy Mountain Golf Course.

Sandy Mountain Golf Course

Domaine du Cervin

You can enjoy a tasting or tour at Domaine du Cervin during your travels to North Dundas. Make some time to visit the spas while you're in the area.

Domaine du Cervin

Frequently asked questions

How much are vacation packages to Winchester?
Exciting adventures await in Winchester, with Travelocity vacation packages starting from just $418. Providing both hotels and flights, these terrific deals are an easy way to see every corner of the globe.
Where can I get the best vacation package deals for Winchester?
You'll come across a terrific range of Winchester package deals on Travelocity. With 400 airlines and 1,000,000 properties around the globe, piecing together your dream getaway won't take long.
Why should I book my Winchester vacation bundle with Travelocity?
Incredible savings, countless thrilling destinations and a team of customer service experts available 24/7 — that's why. And with our Price Match Guarantee, you can rest assured knowing that you'll always get the best possible deal with Travelocity.
Can I save money on my Winchester car rental if I combine it with hotels and flights?
Combining your hotel, flight and car into a Winchester vacation package is a great way to score an amazing deal. Plus, having your own wheels gives you the freedom to make your way to all the landmarks you want to see. Sitting 90 mi away from Winchester, Notre Dame Basilica is one place that should be on your itinerary. Turn up the tunes and make a day trip of it.
Which airport is best for Winchester?
Macdonald-Cartier Intl. Airport (YOW), around 20 mi northwest of central Winchester, is likely to be where you'll step off the plane. Your other options are Massena Intl. Airport (MSS) (25 mi away from central Winchester) and Ogdensburg Intl. Airport (OGS) (30 mi away from central Winchester).
Where should I stay when visiting Winchester?
Many people stay at the Terrace Green Bed And Breakfast. It's an excellent base for your Winchester getaway.

Photos of local treasures

Browse Winchester vacation photos for more inspiration