Search for Cheap Deals on
Hotels in Winchester

Check Last Minute Winchester Hotel Deals

Tonight Apr 13 - Apr 14Next weekend Apr 18 - Apr 20

Choose from 46 Winchester Hotel Deals

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
The price is $94 per night from Apr 14 to Apr 15
$94
includes taxes & fees
Apr 14 - Apr 15
Stay at this 3-star B&B in North Dundas. Enjoy free breakfast, free WiFi, and free parking.
9.6/10 Exceptional! (100 reviews)
"Lovely stay. Great gas fireplace"

Reviewed on Dec 8, 2024

Terrace Green Bed & Breakfast
Microtel by Wyndham Casselman
Microtel by Wyndham Casselman
3 out of 5
17 Rue Industriel, Casselman, ON
  • 25 min drive from Rideau Canal
The price is $118 per night from Apr 20 to Apr 21
$118
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3-star golf hotel in Casselman. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attraction ...
8.8/10 Excellent! (819 reviews)
"This was such a nice hotel. Better than some hotels that are twice the price. Comfy beds."

Reviewed on Apr 8, 2025

Microtel by Wyndham Casselman
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
The price is $95 per night from Apr 15 to Apr 16
$95
includes taxes & fees
Apr 15 - Apr 16
Book a stay at this business-friendly hotel in North Grenville. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff ...
8/10 Very Good! (442 reviews)
"The only thing I did not like was the smell of the water."

Reviewed on Apr 9, 2025

SureStay Hotel by Best Western Kemptville
659 Parkview Ter
659 Parkview Ter
2 out of 5
659 Parkview Ter, Russell, ON
  • 25 min drive from Rideau Canal
The price is $62 per night from Apr 14 to Apr 15
$62
includes taxes & fees
Apr 14 - Apr 15
Stay at this guesthouse in Russell. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions W.E. Burton Conservation Area and Russell Public ...
9.2/10 Wonderful! (21 reviews)
"Good place. Very clean and quiet."

Reviewed on Apr 7, 2025

659 Parkview Ter
Kemptville Suites
Kemptville Suites
4 out of 5
103 Clothier St. East, North Grenville, ON
  • 1 hour drive from Rideau Canal
The price is $195 per night from Apr 14 to Apr 15
$195
includes taxes & fees
Apr 14 - Apr 15
Stay at this 4-star hotel in North Grenville. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions North Grenville Public Library - Kemptville ...
9.6/10 Exceptional! (237 reviews)
"Loved the stone walls and wooden beams. What character! Also loved the kitchenette with coffee, tea and snacks provided. Bed and pillows were very comfortable. Would recommend to others. Thank you."

Reviewed on Apr 7, 2025

Kemptville Suites
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
The price is $162 per night from Apr 14 to Apr 15
$162
includes taxes & fees
Apr 14 - Apr 15
Stay at this 3.5-star hotel in South Dundas. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (358 reviews)
"A"

Reviewed on Apr 6, 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! (300 reviews)
"Good location and friendly staff"

Reviewed on Dec 31, 2024

KC's Country Inn
Cedar Drive Inn
Cedar Drive Inn
3 out of 5
14990 Concession 10-11 Road, North Stormont, ON
  • 35 min drive from Rideau Canal
The price is $111 per night from Apr 14 to Apr 15
$111
includes taxes & fees
Apr 14 - Apr 15
Stay at this 3-star inn in North Stormont. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (82 reviews)
Cute little inn
"Cute little inn outside Ottawa!"

Reviewed on Dec 6, 2024

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
The price is $195 per night from May 4 to May 5
$195
includes taxes & fees
May 4 - May 5
Stay at this 3.5-star 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! (22 reviews)
"Very lovely, fully restored century home. Beautiful, peaceful location. Absolutely wonderful meals. Owners excellent hosts and able to give you history of the home and property. The room was comfortable and clean. I had a wonderful stay and recommend Sandy and Doug's B&B to everyone!"

Reviewed on Aug 21, 2024

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 Golf Club and Iroquois Beach ...
7.6/10 Good! (20 reviews)
"We were happy with the cottage - pretty much what we expected."

Reviewed on Aug 6, 2024

Doran Bay Resort
Restauparc Motel
Restauparc Motel
2.5 out of 5
625 Principale St, Casselman, ON
  • 26 min drive from Rideau Canal
Stay at this motel in Casselman. Enjoy free WiFi, free parking, and 4 restaurants. Popular attraction Casselview Golf and Country Club is located nearby.
6.4/10 (124 reviews)
"Room was clean and staff was courteous. Water from shower had smell."

Reviewed on Feb 12, 2025

Restauparc Motel
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 46 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 $62. 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 $62.

How many hotels are there in Winchester?

With over 46 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 $62.

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.