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Winchester flight + hotel packages

Travelodge by Wyndham Ottawa East

Travelodge by Wyndham Ottawa East

2 out of 5
Gloucester
per person
Jun. 13 - Jun. 16
Roundtrip flight included
Halifax (YHZ) to Ottawa (YOW)
Stay at this business-friendly hotel in Ottawa. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rideau Canal and Byward Market Square are located nearby. Discover genuine guest reviews for Travelodge by Wyndham Ottawa East, in Gloucester neighborhood, along with the latest prices and availability – book now.
reStays Ottawa

reStays Ottawa

4 out of 5
Downtown Ottawa
per person
Jun. 28 - Jul. 3
Roundtrip flight included
Calgary (YYC) to Ottawa (YOW)
Stay at this 4-star hotel in Ottawa. Enjoy free WiFi, breakfast, and room service. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Parliament Hill and Byward Market Square are located nearby. Discover genuine guest reviews for reStays Ottawa, in Downtown Ottawa neighborhood, along with the latest prices and availability – book now.
SOHO Residences Champagne

SOHO Residences Champagne

4 out of 5
Centretown West
per person
May 29 - Jun. 5
Roundtrip flight included
Calgary (YYC) to Ottawa (YOW)
Stay at this 4-star aparthotel in Ottawa. Enjoy free WiFi, a fitness center, and onsite parking. Popular attractions Canadian War Museum and TD Place Stadium are located nearby. Discover genuine guest reviews for SOHO Residences Champagne, in Centretown West neighborhood, along with the latest prices and availability – book now.
Fairmont Chateau Laurier Gold Experience

Fairmont Chateau Laurier Gold Experience

5 out of 5
Downtown Ottawa
per person
May 29 - Jun. 5
Roundtrip flight included
Calgary (YYC) to Ottawa (YOW)
Stay at this 5-star luxury hotel in Ottawa. Enjoy free WiFi, 24-hour room service, and a 24-hour health club. Popular attractions Byward Market Square and Parliament Hill are located nearby. Discover genuine guest reviews for Fairmont Chateau Laurier Gold Experience, in Downtown Ottawa neighborhood, along with the latest prices and availability – book now.
Welcominns Hotel Ottawa

Welcominns Hotel Ottawa

2.5 out of 5
Gloucester
per person
Jun. 13 - Jun. 16
Roundtrip flight included
Halifax (YHZ) to Ottawa (YOW)
Stay at this eco-certified hotel in Ottawa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Rideau Canal and Byward Market Square are located nearby. Discover genuine guest reviews for Welcominns Hotel Ottawa, in Gloucester neighborhood, along with the latest prices and availability – book now.
Prices and availability subject to change. Additional terms may apply.

Top Winchester hotels deals

Terrace Green Bed & Breakfast

Terrace Green Bed & Breakfast

3 out of 5
11952 County Road 43, North Dundas, ON
Free cancellation
Reserve now, pay when you stay
The price is CA $115 per night
CA $115
per night
May 7 - May 8
Stay at this 3-star B&B in North Dundas. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Discover genuine guest reviews for Terrace Green Bed & Breakfast along with the latest prices and availability – book now.
Central Winchester Bungalow side unit

Central Winchester Bungalow side unit

Get rates
Stay at this vacation home in North Dundas. Enjoy free WiFi, onsite parking, and an in-room DVD player. Discover genuine guest reviews for Central Winchester Bungalow side unit along with the latest prices and availability – book now.
Microtel by Wyndham Casselman

Microtel by Wyndham Casselman

3 out of 5
17 Rue Industriel, Casselman, ON
Free cancellation
Reserve now, pay when you stay
The price is CA $147 per night
CA $147
per night
Apr. 25 - Apr. 26
Stay at this 3-star golf hotel in Casselman. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attraction Casselview Golf and Country Club is located nearby. Discover genuine guest reviews for Microtel by Wyndham Casselman along with the latest prices and availability – book now.
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
The price is CA $139 per night
CA $139
per night
Apr. 24 - Apr. 25
Stay at this business-friendly hotel in Kemptville. Enjoy free breakfast, free parking, and WiFi. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attraction Rideau River Provincial Park is located nearby. Discover genuine guest reviews for SureStay Hotel by Best Western Kemptville along with the latest prices and availability – book now.
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
The price is CA $199 per night
CA $199
per night
Apr. 24 - Apr. 25
Stay at this 3.5-star hotel in Morrisburg. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Upper Canada Playhouse and Dupont Provincial Park are located nearby. Discover genuine guest reviews for McIntosh Country Inn & Conference Centre in Canada along with the latest prices and availability – book now.
Restauparc Motel

Restauparc Motel

2.5 out of 5
625 Principale St, Casselman, ON
Free cancellation
Reserve now, pay when you stay
The price is CA $135 per night
CA $135
per night
May 2 - May 3
Stay at this motel in Casselman. Enjoy free WiFi, free parking, and 4 restaurants. Popular attraction Casselview Golf and Country Club is located nearby. Discover genuine guest reviews for Restauparc Motel along with the latest prices and availability – book now.
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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

Image for Domaine du Cervin

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
Image for Smokie Ridge Vineyard

Smokie Ridge Vineyard

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

Smokie Ridge Vineyard

Winchester Vacations

If you were away the day your geography teacher taught the class where Winchester is located, don't worry. With the following useful information, you'll be able to find it in a flash!

You can find it 25 miles (40 kilometers) away from Massena and 30 miles (48 kilometers) away from Ogdensburg.

Hotels in Winchester

You'll need to act quickly if you'd like to stay close to Winchester. The Terrace Green Bed & Breakfast is the only property in the vicinity of of the center.

Places to visit in Winchester

Enjoy the rich scent of a glass of wine? Stop at Domaine du Cervin and find out the expert techniques involved in transforming grapes into one of the world's most delicious beverages. When you've had your fill of sightseeing, give cross-country skiing a go. It's a fun and popular way to enjoy a different side of the wider region.

Where do you fly into for Winchester?

The buzz of roaming a totally new destination never gets old. Once you've safely touched down at Macdonald-Cartier International Airport (YOW), the middle of Winchester will be only 20 miles (32 kilometers) to the southeast from here.

Frequently asked questions

How much are vacation packages to Winchester?
You can pick up an excellent flight and hotel bundle for as low as CA $588. With a Travelocity vacation package, a getaway to Winchester has never looked more irresistible! Save both time and cash and then start packing that suitcase.
Where can I get the best vacation package deals for Winchester?
For an amazing package deal to Winchester, nothing compares to Travelocity. Select from 400 airlines and 665,000 properties around the world to create the ideal escape — it’s as easy as that.
Why should I book my Winchester vacation package via Travelocity?
With our Price Match Guarantee, we’ll match any cheaper price you’re able to find. Add on our 24/7 support and top-quality service and the vacation of your dreams is well within reach.
Can I save money on my Winchester car rental if I bundle it with hotels and flights?
Certainly — combine your flight, hotel and car into a Winchester vacation package and you can save plenty. With so much to discover in and around Winchester, that rental vehicle will more than come in handy. Once you’ve slid into the driver’s seat, get out on the wide open road and head to Mont-Tremblant Ski Resort, a top sight around 140 kilometersfrom Winchester.
What is the best time of year to go to Winchester?
You’ll nab the lowest hotel prices around and pay the highest prices during . You can usually expect it to be quieter in , while you’ll have more like-minded travelers to meet in the months of . It all comes down to what you’re willing to spend, the climate and how well you deal with crowds.
Which airport is best for Winchester?
Ottawa, ON (YOW-Macdonald-Cartier Intl.) is situated 35 kilometersnorthwest of central Winchester.
Where should I stay when visiting Winchester?
If you’re looking for somewhere to base yourself, check out the Terrace Green Bed & Breakfast. It’s the top pick for many travelers.
Can I go on vacation to Winchester at this time?
Travelocity has the local knowledge to ensure your vacation dreams come true, so before booking a ticket to Winchester, read through our Covid-19 Travel Advisor. Here you’ll discover current info about quarantine policies, travel restrictions and much more.