Deals on vacations and trips to Winchester

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Courtyard by Marriott Kingston Highway 401/Division Street

Courtyard by Marriott Kingston Highway 401/Division Street

3 out of 5
Novelis
Price was $796, price is now $646 per person
$646
per person
Oct 9 - Oct 14
found 24 hours ago
Roundtrip non-stop flight included
New York (LGA) to Ottawa (YOW)
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Families will appreciate the waterslide and onsite laundry facilities. Guests will appreciate free perks like free self parking and WiFi in public areas.
Kingston Marriott

Kingston Marriott

4 out of 5
Downtown Kingston
Price was $992, price is now $775 per person
$775
per person
Oct 9 - Oct 14
found 24 hours ago
Roundtrip non-stop flight included
New York (LGA) to Ottawa (YOW)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, express check-out, and dry cleaning are also offered.
Sheraton Ottawa Hotel

Sheraton Ottawa Hotel

4 out of 5
Downtown Ottawa
Price was $1,810, price is now $1,444 per person
$1,444
per person
Nov 11 - Nov 18
found 15 hours ago
Roundtrip non-stop flight included
Lynchburg (LYH) to Ottawa (YOW)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a grocery/convenience store, and express check-out are also on offer.
Comfort Suites Kingston Central

Comfort Suites Kingston Central

2.5 out of 5
Markers Acres
Price was $810, price is now $664 per person
$664
per person
Oct 9 - Oct 14
found 24 hours ago
Roundtrip non-stop flight included
New York (LGA) to Ottawa (YOW)
This hotel features an indoor pool, a gym, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free buffet breakfast each morning.
DoubleTree by Hilton Kingston

DoubleTree by Hilton Kingston

4 out of 5
Price was $804, price is now $670 per person
$670
per person
Oct 9 - Oct 14
found 24 hours ago
Roundtrip non-stop flight included
New York (LGA) to Ottawa (YOW)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a lobby fireplace, and a computer station are also offered.

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.
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
$143 nightly
The price is $172 total per night
$172 total
Sep 1 - Sep 2
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.
KC's Country Inn

KC's Country Inn

2.5 out of 5
984 Burton Rd. Russell ON
$72 nightly
The price is $82 total per night
$82 total
Aug 30 - Aug 31
Total with taxes and fees
A restaurant and a bar/lounge are featured at this motel. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, laundry facilities, and wedding services are also on offer.
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
$115 nightly
The price is $130 total per night
$130 total
Aug 29 - Aug 30
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.
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
$122 nightly
The price is $138 total per night
$138 total
Sep 1 - Sep 2
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.
Doran Bay Resort

Doran Bay Resort

2.5 out of 5
11128 County Road 2 South Dundas ON
$106 nightly
The price is $120 total per night
$120 total
Sep 16 - Sep 17
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 room. Enjoy the seasonal outdoor pool and conveniences like a terrace and laundry facilities.
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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.

Frequently asked questions

How much are vacation packages to Winchester?
Exciting adventures await in Winchester, with Travelocity vacation packages starting from just $646. 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

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