Beginning of main content

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Tonight 10 Jul. - 11 Jul.
This weekend 10 Jul. - 12 Jul.

Featured Bed And Breakfast in Winchester

C$106
Cedar Drive Bed and Breakfast

Cedar Drive Bed and Breakfast

3.0 out of 5.0 14990 Concession 10-11 Road, North Stormont, ON
Situated in North Stormont, this bed & breakfast is 10.1 mi (16.2 km) from Calypso Theme Waterpark.
 
C$131
Connemara Bed and Breakfast

Connemara Bed and Breakfast

3.0 out of 5.0 7060 Donwel Drive, Greely, Ottawa, ON
2/5
(1 Reviews)
Located in Ottawa Division, this bed & breakfast is within 9 miles (15 km) of Rideau Carleton Raceway, Capital Golf Centre and Watson's Mill. Osgoode Village Community Centre and South Keys Shopping Centre are also within 12 miles (20 km).
 
C$135
Winchester B&B

Winchester B&B

3.0 out of 5.0 528 St Lawrence St, North Dundas, ON
Located in the heart of Winchester, this bed & breakfast is within 25 miles (40 km) of Osgoode Village Community Centre, Calypso Theme Waterpark and Rideau River Provincial Park. Rideau Carleton Raceway and Upper Canada Village are also within 25 miles (40 km).
 
C$95
Terrace Green Bed & Breakfast

Terrace Green Bed & Breakfast

3.0 out of 5.0 11952 County Road 43, North Dundas, ON
Situated in Winchester, this bed & breakfast is within 25 miles (40 km) of Osgoode Village Community Centre, Rideau River Provincial Park and Rideau Carleton Raceway. Upper Canada Village and Watson's Mill are also within 25 miles (40 km).
 
Map

Bed and Breakfast in Winchester

Some travelers are just looking for a place to crash at night. Not you, wise wanderer. Where you stay is an integral part of the destination itself. For you, we recommend a beautiful bed & breakfast. Before images of creaky Victorian houses and floral wallpaper creep into your mind, know that today’s B&B scene is a completely different story.

Today’s best bed n breakfast locations are sleek, modern, and geared toward sophisticated travelers seeking personalized service and beautiful accommodations. You can expect to set down your suitcase in a tastefully decorated room that can even include luxury additions like jetted tubs and rain showers. Downstairs, you’ll often find books, games, and a movie library for those days when you want to stay in with your friends or someone special.

Speaking of your main squeeze, a romantic bed and breakfast is the perfect honeymoon or anniversary getaway. Discover a B&B tucked away into beautiful natural surroundings, or spend time on a working farm where you can enjoy the full beauty of Winchester. Imagine yourself strolling through a lush garden and picnics with local gourmet fare. Oh, you two lovebirds!

Finally, we’ve got to talk about the other part of the B&B equation: breakfast! You deserve more than weak coffee and stale bagels. You deserve fresh buttermilk pancakes piled with ripe strawberries and dripping warm syrup. How about flakey croissants that almost melt in your mouth and fresh-squeezed orange juice? Bed and breakfasts definitely believe breakfast is the most important meal of the day, and they go all-out to make them worth waking up for.

On your next trip to Winchester, check out all of Travelocity’s bed and breakfast options. We can find you a cute boutique B&B for privacy and romance, or a B&B that will make your kids and pets feel like family.

Top Trending Hotels in Winchester

See all 17 properties in Winchester
C$95
Terrace Green Bed & Breakfast

Terrace Green Bed & Breakfast

3.0 out of 5.0 11952 County Road 43, North Dundas, ON
Situated in Winchester, this bed & breakfast is within 25 miles (40 km) of Osgoode Village Community Centre, Rideau River Provincial Park and Rideau Carleton Raceway. Upper Canada Village and Watson's Mill are also within 25 miles (40 km).
 
C$135
Winchester B&B

Winchester B&B

3.0 out of 5.0 528 St Lawrence St, North Dundas, ON
Located in the heart of Winchester, this bed & breakfast is within 25 miles (40 km) of Osgoode Village Community Centre, Calypso Theme Waterpark and Rideau River Provincial Park. Rideau Carleton Raceway and Upper Canada Village are also within 25 miles (40 km).
 
C$110
Microtel by Wyndham Casselman

Microtel by Wyndham Casselman

3.0 out of 5.0 17 Rue Industriel, Casselman, ON
5/5
(1 Reviews)
Situated in a rural location, this hotel is 1.3 mi (2.2 km) from Casselview Golf and Country Club and 10.2 mi (16.4 km) from Calypso Theme Waterpark. Glengarry Sports Hall of Fame and Sacred Heart Parish are also within 20 miles (32 km). Casselman Station is 14 minutes by foot.
 
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.