Search Deals onWinchester Vacation Packages
Winchester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Kingston Highway 401/Division Street
Price was $804, price is now $691 per person
$691
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Ottawa (YOW)
Book a stay at this family-friendly hotel in Kingston. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kingston Waterfront and Kingston Penitentiary are located nearby.
good dining options
Reviewed on Aug 19, 2026
Travelodge by Wyndham Ottawa East
Price was $1,256, price is now $1,028 per person
$1,028
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Ottawa (YOW)
Stay at this hotel in Ottawa. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions National Arts Centre and Byward Market Square are located nearby.
Everyone was super friendly and the place was spotless
Reviewed on Aug 21, 2026
Kingston Marriott
Price was $950, price is now $791 per person
$791
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Ottawa (YOW)
Book a stay at this business-friendly hotel in Kingston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Kingston Waterfront and Fort Henry are located nearby.
Hotel was clean and predictable, staff were great, great location close to everything. No breakfast of any kind offered, coffee in room was the worst I've ever tasted, makeup mirror in the bathroom would be handy. Hallway was very loud in the morning after 6:00AM was the main issue, doors consistently slamming.
Seemed a bit pricey for a basic hotel with no amenities and you had to pay $35 for overnight parking which was a surprise and not stated on booking sites.
Reviewed on Aug 22, 2026
The Post Hotel
Price was $1,179, price is now $992 per person
$992
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Ottawa (YOW)
Stay at this hotel in Renfrew. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions O’Brien’s Theatre and Swinging Bridge are located nearby.
Nous avons grandement apprécié le logement. Le logement, 2 chambres spacieuses et 2 salles de bain ainsi qu’une cuisine, était parfait et très joli. Il y a un accès au toit pour prendre un verre ou relaxer. L’endroit est près des restos et d’une épicerie. Vous avez un stationnement assigné à votre chambre. Si vous avez plus d’un véhicule, il y a un stationnement de la ville près de l’hôtel. En bref, cet hôtel était parfait.
Reviewed on Aug 15, 2026
Homewood Suites by Hilton Ottawa Kanata
Price was $1,113, price is now $972 per person
$972
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Ottawa (YOW)
Book a stay at this business-friendly hotel in Ottawa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Canadian Tire Centre and Kanata Leisure Centre and Wave Pool are located nearby.
DoubleTree by Hilton Kingston
Price was $875, price is now $775 per person
$775
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Ottawa (YOW)
Book a stay at this business-friendly hotel in Kingston. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Kingston Waterfront and Kingston Penitentiary are located nearby.
Comfort Suites Kingston Central
Price was $794, price is now $705 per person
$705
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Ottawa (YOW)
Book a stay at this business-friendly hotel in Kingston. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Kingston Waterfront and Fort Henry are located nearby.
Souvenir
Price was $1,089, price is now $971 per person
$971
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Ottawa (YOW)
Stay at this hotel in Chelsea. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Nordik Spa-Nature and Casino du Lac Leamy are located nearby.
Winchester Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Winchester Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Sep 26 - Sat, Sep 26
YYC
Calgary Intl.
YOW
Macdonald-Cartier Intl.
$160 Roundtrip, found 4 hours ago
$160
Roundtrip
found 4 hours ago
Sat, Sep 19 - Sun, Sep 20
YYZ
Pearson Intl.
YOW
Macdonald-Cartier Intl.
$165 Roundtrip, found 8 hours ago
$165
Roundtrip
found 8 hours ago
Tue, Oct 6 - Sat, Oct 17
YXX
Abbotsford Intl.
YOW
Macdonald-Cartier Intl.
$248 Roundtrip, found 4 days ago
$248
Roundtrip
found 4 days ago
Tue, Aug 25 - Tue, Aug 25
FLL
Fort Lauderdale - Hollywood Intl.
YOW
Macdonald-Cartier Intl.
$335 Roundtrip, found 1 day ago
$335
Roundtrip
found 1 day ago
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