Search for Cheap Deals on
Hotels in Winchester

Choose from 42 Winchester Hotel Deals

Hard Rock Hotel & Casino Ottawa

Hard Rock Hotel & Casino Ottawa

4 out of 5
4837 Albion Road South Ottawa ON
  • 18 min drive from Rideau Canal
Stay at this resort in Ottawa. Enjoy free WiFi, free parking, and 8 restaurants. Popular attractions Rideau Carleton Raceway and Ernst & Young Centre are located ...
9/10 Wonderful! (238 reviews)
very good

Reviewed on Dec 18, 2025

Hard Rock Hotel & Casino Ottawa
SureStay Hotel by Best Western Kemptville

SureStay Hotel by Best Western Kemptville

2.5 out of 5
4022 County Road 43 North Grenville ON
  • 1 hour drive from Rideau Canal
Book a stay at this business-friendly hotel in Kemptville. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff ...
8/10 Very Good! (526 reviews)
The staff was very courteous.

Reviewed on Dec 14, 2025

SureStay Hotel by Best Western Kemptville
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
  • 1 hour drive from Rideau Canal
Stay at this hotel in South Dundas. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.2/10 Very Good! (459 reviews)
The rooms are clean. We were to early for buffet breakfast, food on menu very good. Never used hot tub

Reviewed on Dec 15, 2025

McIntosh Country Inn & Conference Centre in Canada
KC's Country Inn

KC's Country Inn

2.5 out of 5
984 Burton Rd. Russell ON
  • 16 min drive from Rideau Canal
Stay at this motel in Russell. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Alcide ...
7.4/10 Good! (325 reviews)
Very good

Reviewed on Dec 4, 2025

KC's Country Inn
Kemptville Suites

Kemptville Suites

4 out of 5
103 Clothier St. East North Grenville ON
  • 1 hour drive from Rideau Canal
Stay at this hotel in Kemptville. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions North Grenville Public Library - Kemptville Branch ...
9.6/10 Exceptional! (275 reviews)
Large, clean room in unique charm (exposed brick/stone). Exceeded expectations!

Reviewed on Nov 28, 2025

Kemptville Suites
Bed & Stay

Bed & Stay

2 out of 5
659 Parkview Ter Russell ON
  • 25 min drive from Rideau Canal
Stay at this guesthouse in Russell. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions Keith M. Boyd Park and Parc de la Piscine ...
9.2/10 Wonderful! (57 reviews)
Outstanding stay. Beautiful new construction property which was extremely clean and well presented. Good communication with the host. Master ensuite was excellent!!

Reviewed on Dec 8, 2025

Bed & Stay
Terrace Green Bed & Breakfast

Terrace Green Bed & Breakfast

3 out of 5
11952 County Road 43 North Dundas ON
  • 55 min drive from Rideau Canal
Stay at this B&B in North Dundas. Enjoy free breakfast, free WiFi, and free parking.
9.6/10 Exceptional! (113 reviews)
The bed was exceptionally comfortable, Annette warm and inviting, and the breakfast delicious.

Reviewed on Nov 17, 2025

Terrace Green Bed & Breakfast
Cedar Drive Inn

Cedar Drive Inn

3 out of 5
14990 Concession 10-11 Road North Stormont ON
  • 35 min drive from Rideau Canal
Stay at this inn in North Stormont. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (97 reviews)
clean room, staff stayed up to let me in after closing. Friendly and relaxing.

Reviewed on Nov 11, 2025

Cedar Drive Inn
Enduring Heart Bed and Breakfast Inc.

Enduring Heart Bed and Breakfast Inc.

3.5 out of 5
1590 County Rd 18 North Grenville ON
  • 1 hour drive from Rideau Canal
Stay at this B&B in North Grenville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Westerra Park and Riverside Park are located ...
10/10 Exceptional! (27 reviews)
very relaxing, picked up a book from the library and read a book series for the first time in years. Lovely lovely people and food too

Reviewed on Sep 14, 2025

Enduring Heart Bed and Breakfast Inc.
Doran Bay Resort

Doran Bay Resort

2.5 out of 5
11128 County Road 2 South Dundas ON
  • 2 hours drive from Rideau Canal
Book a stay at this beach cottage in South Dundas. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Iroquois Beach and Upper Canada Playhouse ...
7.6/10 Good! (21 reviews)
We were happy with the cottage - pretty much what we expected.

Reviewed on Aug 6, 2024

Doran Bay Resort
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 cheap hotels in Winchester

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Winchester hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Winchester.

Choosing the right hotel in Ontario has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Winchester’s 42 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $81. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Winchester hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Winchester. No matter your reason for visiting Winchester, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Winchester hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Winchester for as low as $81.

How many hotels are there in Winchester?

With over 42 hotels in Winchester, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $81.

How to find cheap car rentals in Winchester?

Finding a cheap car rental deal in Winchester is as easy as scoring cheap hotels in Winchester. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.