Deals on vacations and trips to Winchester

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Price found within the past 48 hours. Click for updated prices.
Motel Chelsea

Motel Chelsea

2.5 out of 5
Price was $1,356, price is now $1,153 per person
$1,153
per person
Nov 11 - Nov 18
found 21 hours ago
Roundtrip non-stop flight included
Lynchburg (LYH) 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.
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 21 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.
Fairmont Chateau Laurier

Fairmont Chateau Laurier

4.5 out of 5
Downtown Ottawa
Price was $2,328, price is now $2,019 per person
$2,019
per person
Nov 11 - Nov 18
found 21 hours ago
Roundtrip non-stop flight included
Lynchburg (LYH) to Ottawa (YOW)
This luxury hotel includes 3 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A bar/lounge, a 24-hour front desk, and a coffee shop are also provided.
Ottawa Marriott Hotel

Ottawa Marriott Hotel

4 out of 5
Downtown Ottawa
Price was $1,866, price is now $1,641 per person
$1,641
per person
Nov 11 - Nov 18
found 21 hours ago
Roundtrip non-stop flight included
Lynchburg (LYH) to Ottawa (YOW)
A restaurant and an indoor pool are featured at this hotel. WiFi in public areas is free. Valet parking, a garden, and express check-out are also offered.
DoubleTree by Hilton Ottawa Downtown

DoubleTree by Hilton Ottawa Downtown

4 out of 5
Downtown Ottawa
Price was $1,643, price is now $1,457 per person
$1,457
per person
Nov 11 - Nov 18
found 21 hours ago
Roundtrip non-stop flight included
Lynchburg (LYH) to Ottawa (YOW)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-in, and conference space. A terrace, express check-out, and dry cleaning 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
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.
Pet friendly
Parking included
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.
Pet friendly
Parking included
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.
Pool
Hot Tub
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
Aug 30 - Aug 31
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
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.
Pool
Kitchen
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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 $1,153. 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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