Bed and breakfast in Caledon

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Caledon bed and breakfast
Choose the perfect holiday accommodation
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266 Bed and Breakfasts and Inn in Caledon

Top-Rated Downtown Bed and Breakfasts in Caledon

Walk to local artisan markets and historic town squares from centrally located bed and breakfasts in Caledon.

A Charming, Rustic 150 Year Old Carriage House - Caledon
9.7 29 reviews

A Charming, Rustic 150 Year Old Carriage House

B&B, Orangeville
This charming Carriage House is situated in Orangeville, just 47 kilometres from the Mississauga Convention Center and 48 kilometres from the Vaughan Mills Shopping Centre. It offers a peaceful retreat with excellent user, location, and cleanliness ratings.
The guest house spans 93 square metres and comfortably accommodates two guests. It features a spacious living room, bedroom, and a fully equipped kitchen, along with a relaxing fireplace, a private garden, and a terrace for outdoor dining.
3 Separate Sleeping Rooms On 23-acre Horse Farm - Caledon
10 53 reviews

3 Separate Sleeping Rooms On 23-acre Horse Farm

gîte, Adjala-Tosorontio
This Adjala-Tosorontio self-catering cottage is located 15 minutes (approx. 24km) east of Orangeville, 10 minutes (approx. 16km) from Palgrave, and 15 minutes (approx. 24km) from Hockley Valley Resort, offering easy access to skiing, golfing, and other activities.
This two-bedroom, one-bathroom holiday home sleeps four to six guests, features a full kitchen and laundry facilities, free Wi-Fi, and a private outdoor sitting area on a 23-acre horse farm.
Character-filled Farm Guest House On 8 Acres - Caledon
9.9 78 reviews

Character-filled Farm Guest House On 8 Acres

gîte, Adjala-Tosorontio
This charming gîte is located in Adjala-Tosorontio, 45km north of Toronto, close to Tottenham and Palgrave, and 20km from Orangeville or Alliston. It has consistently received excellent ratings for its location, cleanliness, and user experience.
The gîte is a 2-bedroom, 1-bathroom property that can accommodate up to 4 guests. It features a spacious living area, a fully equipped kitchen, and a private garden, as well as access to a working hobby farm with a variety of animals. Guests can enjoy hiking trails on the surrounding 400 acres of conservation land, or visit nearby attractions like Hockley Valley Resort and Adamo Winery.
Rustic Carriage House With Access To Pond / Cabin - Caledon
9.9 305 reviews

Rustic Carriage House With Access To Pond / Cabin

B&B, Orangeville
This rustic carriage house, situated on a 15-acre site in Mono, offers a unique stay just a short drive (approximately 8km) from Orangeville's town centre and close to local ski hills.
The self-catering property sleeps two guests in one bedroom with a queen-size Tempur-Pedic bed, includes access to a shared, fully equipped kitchen and gym, and features private trails for walking, plus optional additional cabin hire.

Best Caledon bed and breakfasts with breakfast included

Woodlands - Caledon
No reviews

Woodlands

gîte, Caledon
This 6-bedroom, 5-bathroom holiday home in Caledon offers secluded accommodation on a 26-hectare private estate, located just 16 kilometres from Toronto Pearson International Airport and 5 kilometres from the Caledon Ski Club, with the Paintbrush golf course across the road and Caledon East a few minutes away.
This property accommodates up to 11 guests and features an infinity pool, hot tub, fire pit, tennis court, separate 2-bedroom pool house, air hockey table, arcade games, Xbox, and a gourmet kitchen, all providing stunning views of the Mississauga and Toronto skylines from its elevated position along the Niagara Escarpment.

Frequently asked questions about bed and breakfast in Caledon

  • What are the must-see sights for first-time visitors on a day trip to Caledon?

    For a day trip to Caledon, you should definitely visit the Caledon Trailway, a scenic paved trail perfect for cycling or walking. You can also explore the Belfountain Conservation Area, with its beautiful waterfalls and hiking trails. And of course, a visit to the Albion Hills Conservation Area is a must, with its stunning views and unique rock formations.
  • What are the best bed and breakfasts in Caledon?

    Among the B&Bs in Caledon, Master Bedroom With Private Bathroom And Balcony, Modern Private Room and Charming Private Bedroom are the most popular ones.

  • In which districts of Caledon should you consider booking a bed and breakfast?

    For a charming bed and breakfast experience, you should consider staying in the Belfountain area, known for its picturesque scenery and peaceful atmosphere. The Inglewood district is also a good option, offering a more rural feel with easy access to nature trails and local attractions.
  • What are the best bed and breakfasts with a pool in Caledon?

    A Stunning Chalet Style Home, Private - Cozy With Own Bathroom and Newton Villa are the best B&Bs with a pool in Caledon.

  • What is the typical weather in Caledon, and how does it affect outdoor plans?

    Caledon has a typical Canadian climate with hot, humid summers and cold, snowy winters. You can expect temperatures ranging from -20°C in winter to 30°C in summer. Be sure to check the forecast and pack accordingly, as weather can change quickly. In the summer, enjoy outdoor activities like hiking, cycling, and swimming. In winter, you can go skiing, snowboarding, or snowshoeing.
  • What are the best bed and breakfasts with a jacuzzi in Caledon?

    The best B&Bs with a jacuzzi in Caledon are Above Goodhawk - Whimsical Twins, A Stunning Chalet Style Home and Newton Villa.

  • What dining options are recommended for solo travelers staying at bed and breakfasts in Caledon?

    For solo travelers staying in Caledon, the Caledon Village Inn is a popular choice for a casual meal. They offer a wide variety of dishes, including local favourites. For a more upscale dining experience, you can try the Belfountain Public House, which is known for its delicious cuisine and cozy atmosphere.
  • What are the best bed and breakfasts for families and kids in Caledon?

    The best B&Bs for families and kids in Caledon are Above Goodhawk - Whimsical Twins, Tailwinds B&b and A Stunning Chalet Style Home.

  • What are the best cultural activities and events in and around Caledon?

    Caledon hosts a variety of cultural events throughout the year. The Caledon Fair is a popular annual event featuring live music, entertainment, and local vendors. The Caledon Farmers' Market is a great place to find fresh produce, baked goods, and local crafts. You can also visit the Caledon Museum & Archives to learn about the history of the area.
  • What are the best pet friendly bed and breakfasts in Caledon?

    The best pet friendly B&Bs in Caledon are Tailwinds B&b, Peaceful Bright Bedroom and Bright Yellow Bedroom.

  • Which hiking trails are recommended for exploring in and around Caledon?

    Caledon is home to several beautiful hiking trails. The Bruce Trail, Canada's longest and oldest marked footpath, passes through Caledon, offering stunning views and diverse landscapes. The Belfountain Conservation Area has several shorter trails, perfect for a leisurely walk. For a more challenging hike, try the Albion Hills Conservation Area, with its unique rock formations and panoramic views.
  • What are the best bed and breakfasts with parking in Caledon?

  • What amenities are commonly offered in bed and breakfasts in Caledon?

    Bed and breakfasts in Caledon typically offer a range of amenities, including a hearty breakfast, comfortable rooms, and access to common areas like living rooms and gardens. Some may also offer additional amenities like Wi-Fi, parking, and laundry facilities. It's always best to check with the specific bed and breakfast for details on their amenities.

Popular destinations

Best Caledon bed and breakfasts with a garden

Rustic Carriage House With Access To Pond / Cabin - Caledon
9.9 305 reviews

Rustic Carriage House With Access To Pond / Cabin

B&B, Orangeville
This rustic carriage house, situated on a 15-acre site in Mono, offers a unique stay just a short drive (approximately 8km) from Orangeville's town centre and close to local ski hills.
The self-catering property sleeps two guests in one bedroom with a queen-size Tempur-Pedic bed, includes access to a shared, fully equipped kitchen and gym, and features private trails for walking, plus optional additional cabin hire.
"Country Escape" Guest Suite - Caledon
9.9 74 reviews

"Country Escape" Guest Suite

B&B, Orangeville
This guest suite is located in a peaceful country neighbourhood in Orangeville, just a short walk from the Hockley Loop Trail and a 12-minute drive to the town's amenities. It has received excellent ratings for its cleanliness, location, and overall experience.
The self-catering apartment has two bedrooms and a bathroom, comfortably accommodating up to four guests. It offers a modern kitchen, a private deck, and large windows that flood the space with natural light, making it a perfect choice for those seeking a relaxing escape.
Caledon Manor & Country Inn - Full Manor - Caledon
No reviews

Caledon Manor & Country Inn - Full Manor

B&B, Caledon East
This guest house is located in Caledon, Ontario, 32 kilometres from the RBC Canadian Open and 80 kilometres from FIFA World Cup matches, set within 10.9 hectares of picturesque grounds ideal for equestrian pursuits and golf.
This B&B accommodates up to 16 guests with 5 bathrooms, offering a complimentary breakfast buffet, a swimming pool, and a tennis court amidst mature woods with trails, perfect for exploring the surrounding countryside.
Your Peaceful Santuary In Nature - Caledon
9.9 185 reviews

Your Peaceful Santuary In Nature

B&B, Orangeville
This spacious suite is located just outside Orangeville, a short 10-kilometre drive from the town centre, and is situated on a 20-acre property with forest trails and wildlife. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The suite has a private entrance and can accommodate up to two guests. It features a fully equipped kitchen, a private bathroom, a pool table, and a dart board for entertainment, as well as a patio, muskoka chairs on a hilltop, and a fire pit for enjoying the outdoors.

Best Caledon bed and breakfasts with parking

Caledon Manor & Country Inn - Full Manor - Caledon
No reviews

Caledon Manor & Country Inn - Full Manor

B&B, Caledon East
This guest house is located in Caledon, Ontario, 32 kilometres from the RBC Canadian Open and 80 kilometres from FIFA World Cup matches, set within 10.9 hectares of picturesque grounds ideal for equestrian pursuits and golf.
This B&B accommodates up to 16 guests with 5 bathrooms, offering a complimentary breakfast buffet, a swimming pool, and a tennis court amidst mature woods with trails, perfect for exploring the surrounding countryside.
A Charming, Rustic 150 Year Old Carriage House - Caledon
9.7 29 reviews

A Charming, Rustic 150 Year Old Carriage House

B&B, Orangeville
This charming Carriage House is situated in Orangeville, just 47 kilometres from the Mississauga Convention Center and 48 kilometres from the Vaughan Mills Shopping Centre. It offers a peaceful retreat with excellent user, location, and cleanliness ratings.
The guest house spans 93 square metres and comfortably accommodates two guests. It features a spacious living room, bedroom, and a fully equipped kitchen, along with a relaxing fireplace, a private garden, and a terrace for outdoor dining.
Your Peaceful Santuary In Nature - Caledon
9.9 185 reviews

Your Peaceful Santuary In Nature

B&B, Orangeville
This spacious suite is located just outside Orangeville, a short 10-kilometre drive from the town centre, and is situated on a 20-acre property with forest trails and wildlife. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The suite has a private entrance and can accommodate up to two guests. It features a fully equipped kitchen, a private bathroom, a pool table, and a dart board for entertainment, as well as a patio, muskoka chairs on a hilltop, and a fire pit for enjoying the outdoors.
Rustic Carriage House With Access To Pond / Cabin - Caledon
9.9 305 reviews

Rustic Carriage House With Access To Pond / Cabin

B&B, Orangeville
This rustic carriage house, situated on a 15-acre site in Mono, offers a unique stay just a short drive (approximately 8km) from Orangeville's town centre and close to local ski hills.
The self-catering property sleeps two guests in one bedroom with a queen-size Tempur-Pedic bed, includes access to a shared, fully equipped kitchen and gym, and features private trails for walking, plus optional additional cabin hire.

Best Caledon bed and breakfasts with air conditioning

Caledon Manor & Country Inn - Full Manor - Caledon
No reviews

Caledon Manor & Country Inn - Full Manor

B&B, Caledon East
Rustic Carriage House With Access To Pond / Cabin - Caledon
9.9 305 reviews

Rustic Carriage House With Access To Pond / Cabin

B&B, Orangeville
Above Goodhawk - Village Suites For 8 Guests - Caledon
9.9 390 reviews

Above Goodhawk - Village Suites For 8 Guests

B&B, Adjala-Tosorontio
Character-filled Farm Guest House On 8 Acres - Caledon
9.9 78 reviews

Character-filled Farm Guest House On 8 Acres

gîte, Adjala-Tosorontio

Highly Recommended Luxury Bed and Breakfasts in Caledon

Stay in a beautifully restored historic building with elite finishes and custom hospitality at luxury bed and breakfasts in Caledon.

Caledon Manor & Country Inn - Full Manor - Caledon
No reviews

Caledon Manor & Country Inn - Full Manor

B&B, Caledon East

Best Caledon bed and breakfasts with a pool

Among the 266 accommodations in Caledon, here are the 2 best B&B with a pool

Your Peaceful Santuary In Nature - Caledon
9.9 185 reviews

Your Peaceful Santuary In Nature

B&B, Orangeville
Caledon Manor & Country Inn - Full Manor - Caledon
No reviews

Caledon Manor & Country Inn - Full Manor

B&B, Caledon East
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