Find Cheap Hotels in Winchester

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Winchester Cheap Hotels

Our top choices for Winchester cheap hotels

Lobby
Terrace Green Bed & Breakfast

Terrace Green Bed & Breakfast

Terrace Green Bed & Breakfast
3.0 star property
North Dundas
9.6 out of 10, Exceptional, (113)
"The bed was exceptionally comfortable, Annette warm and inviting, and the breakfast delicious. "
Canada
Shawn
The price is ￥14,064
￥15,892 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Terrace Green Bed & Breakfast
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.
View all properties

Top Winchester Hotel Reviews

Frequently asked questions

What is Winchester like for travelers on a budget?
Check out cheap places to stay in Winchester on Expedia.com and book a getaway that matches your budget. You can scroll through a wide selection of accommodations with Member Prices to find great deals. With our site's handy page filters, you can limit results by your price range, or by top amenities like free parking and free airport transportation. If you're interested in affordable options near specific attractions, try filtering by location to refine your search. As you browse, click the heart button to save your favorites so that you can find them later when you're ready to decide. Interested in a flight or a rental car too? Take a look at the travel packages offered under Bundle and Save and discover big savings by booking transportation at the same time.
When is the best time for a budget trip to Winchester?
Weather is probably a major factor when you plan your trip to Winchester, and keep in mind that cheaper options are usually available when the weather isn't as good. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 21°F. The snowiest months in Winchester are January, February, December, and November, with each month seeing an average of 18 inches of snowfall.
What is there to see and do in Winchester?
You don't have to spend a fortune to take advantage of things to see and do in Winchester. You can budget for the top local attractions on your list, and then plan some activities that cost little or nothing at all. Hunt for bargains with some shopping at Place D'Embrun and Kemptville Colonnade, or get outdoors at Rideau River Provincial Park.
How can I get to Winchester and get around on a budget?
Scoping out the transportation options in Winchester is a smart way to keep your trip affordable. The most convenient airport is 22.1 mi (35.5 km) away from the center in Ottawa International Airport (YOW). However, if that doesn't suit your budget, you can book a flight to Massena, NY (MSS-Massena Intl.), located 27.3 mi (43.9 km) away. Winchester might not have many public transportation choices so a car rental could be an economical alternative to see the area.

Explore a world of travel with Expedia