
Winchester Vacations from $655
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The Latest Winchester vacation packages
Price found within the past 48 hours. Click for updated prices.

Brookstreet
Kanata
Price was $798, price is now $655 per person
$655
per person
Sep 3 - Sep 7
found 19 hours ago
Roundtrip flight included
Windsor (YQG) to Ottawa (YOW)
9/10 Wonderful! (1,341 reviews)
We very much enjoyed our stay at the Brookstreet Hotel. Staff were friendly. The room was very nice. The pool area including the gym was great. We ate at their clubhouse just off the property and loved our food. The shuttle that they provide for going anywhere within about 20 mins of the hotel was awesome.
Reviewed on Jul 14, 2026

Sheraton Ottawa Hotel
Downtown Ottawa
Price was $942, price is now $768 per person
$768
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Ottawa (YOW)
8.8/10 Excellent! (1,122 reviews)
This was our first time going to Ottawa, the Sheraton was like a good location for a reasonable price. We got a room on the 11th floor, unfortunately our view was of a high-rise office building with floor to ceiling windows.
The room was nice enough, very good sized and the bed was comfortable. The carpet did not look the cleanest, and the bathroom was quite basic for almost $200 a night.
The employees were very friendly and welcoming, they allowed us to check in 2 hours early since our flight arrived early in the day. They also were happy to hold our bags for us on the last day until our flight home, which was really nice.
Definitely add the breakfast onto your fee, it’s well worth the added cost. The breakfast serving staff were exceptional, very attentive and friendly. Food was delicious.
Overall it was a satisfactory experience, considering the price and our length of stay! I would book again.
Reviewed on Jul 13, 2026

Fairmont Chateau Laurier Gold Experience
Downtown Ottawa
Price was $1,948, price is now $1,608 per person
$1,608
per person
Aug 18 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Ottawa (YOW)
9.2/10 Wonderful! (312 reviews)
We opted for the Gold plan and loved it! Breakfast was included, small plate appetizers and canapés and then dessert served in an exclusive common room from 5:00. Excellent service.
But the hotel needs some refurbishing and updating. The desk chair in our room was literally shredded. This is a premium property. A wonderful and historic and perfectly located hotel. The Fairmount needs to give it some love.
Reviewed on Jul 9, 2026


Chateau Cartier Hotel & Resort, an Ascend Collection Resort
Aylmer
Price was $1,025, price is now $850 per person
$850
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Ottawa (YOW)
8.6/10 Excellent! (1,362 reviews)
L’accessibilité pour les soins, la détente au spa était agréable.
Reviewed on Jul 14, 2026
Winchester Hotel Deals

RARE Tiny House 2 BEDS + Free WiFi + 30m to Ottawa
Winchester ON
10/10 Exceptional! (6 reviews)
"It was a great place to stay, we will be back!!!"
Reviewed on Nov 22, 2025

Hard Rock Hotel & Casino Ottawa
4837 Albion Road South Ottawa ON
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $163 total per night from Jul 27 to Jul 28
$163 total
Jul 27 - Jul 28
Total with taxes and fees
9.2/10 Wonderful! (531 reviews)
"Great trip and thanks for the hotel and my uncle says thanks too"
Reviewed on Jul 12, 2026

SureStay Hotel by Best Western Kemptville
4022 County Road 43 North Grenville ON
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $135 total per night from Aug 10 to Aug 11
$135 total
Aug 10 - Aug 11
Total with taxes and fees
8/10 Very Good! (582 reviews)
"Not a good choice for accommodations."
Reviewed on Jul 13, 2026
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.
Find the Best Winchester Vacation Packages
Winchester Essential Information
Language | English |
|---|---|
Currency | Canadian dollars |
Closest Airport | Macdonald-Cartier Intl. Airport (YOW) |
Population | 2,400 |
Max Temp Winter | 25ºF |
Max Temp Summer | 75ºF |
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- Midway Family Fun Park
- Manotick Vacations
- Vars Vacations
- Funhaven Entertainment Centre
- Canada Aviation and Space Museum
- Visit Kemptville
- Carleton University
- Canada Agriculture and Food Museum
- Rideau Canal
- Russell Vacations
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- Peace Tower
- Children's Hospital of Eastern Ontario
- Visit Downtown Ottawa
- National Gallery of Canada
- Parliament Hill
- Centrepointe Theatre
- Mooney's Bay Park
- Calypso Water Park
- Ottawa Vacations
- Td Place Stadium
- Perley and Rideau Veterans' Health Centre
- Visit Embrun
- Confederation Square
- Cardinal Vacations
- The Ottawa Hospital General Campus
- Visit Kars
- Rideau River Provincial Park
- Nepean Sportsplex
- Algonquin College
- Iroquois Vacations
- Mrs. McGarrigle's Fine Food Shop
- Visit Russell
- Lansdowne Park
- Orleans Vacations
- Visit ByWard Market
- Visit Kanata
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