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BEST RATED ORANGEVILLE, ON BED AND BREAKFAST

3 Best Bed and Breakfasts in Orangeville, ON

Expert-recommended Top 3 Bed & Breakfasts in Orangeville, ON. All of our B&Bs actually undergo a rigorous 50-Point Inspection, which includes everything from checking reviews, ratings, reputation, history, complaints, satisfaction, trust and price - all to ensure overall excellence. You deserve only the best!

McKitrick House Inn - Orangeville, ON Bed And Breakfast - Building Exterior Image
McKitrick House Inn - Orangeville, ON Bed And Breakfast - Bed Interior Image
McKitrick House Inn - Orangeville, ON Bed And Breakfast - Breakfast Dish Image
Orangeville bed and breakfast McKitrick House Inn video
4+ YEARS ON TBR
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MCKITRICK HOUSE INN

(4.9 Score)
255 Broadway Avenue,
Orangeville, ON L9W 1K6 Directions

Since 1887

Specialty:

✓Guest Rooms ✓Fireplace ✓Air Conditioning ✓Bathrooms ✓Royale Suite ✓Bridal Suite ✓Four Poster Canopy Bed ✓Original Claw Foot Soaking Tub ✓Comfortable Seating Area ✓Terrace & Cable Television

"McKitrick House Inn has a beautiful Victorian home furnished with antiques from that period and is located in Historical Downtown Orangeville, Ontario. They have five comfortably appointed guest rooms; three rooms feature ensuite bathrooms. McKitrick House Inn's bridal suite includes a queen-size four-poster canopy bed, a fireplace, and an original clawfoot soaking tub, creating an unrivalled ambiance. McKitrick House Inn is an ideal venue for intimate special events. This traditional B&B, set in an antiques-filled Victorian home, is 9 km from Alton Mill Arts Centre and 19 km from Mono Cliffs Provincial Park.

2026 Highlights: McKitrick House Inn provides fully air-conditioned rooms and smoke-free accommodation."

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Contact:

(519) 942-3602

Check-in time: 1pm
Check-out time: 11am

TBR® Inspection Report:

Tailwinds B&B - Orangeville, ON Bed And Breakfast - Building Exterior Image
Tailwinds B&B - Orangeville, ON Bed And Breakfast - Bed Interior Image
Tailwinds B&B - Orangeville, ON Bed And Breakfast - Breakfast Dish Image
6+ YEARS ON TBR
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TAILWINDS B&B

(4.8 Score)
17 Station Street, Hillsburgh,
Orangeville, ON N0B 1Z0 Directions

Since 2016

Specialty:

✓Laundry Service ✓Air Conditioning ✓Family Rooms ✓Fireplace ✓Non-Smoking Rooms ✓Baggage Storage ✓Bathrooms ✓Clock Radio ✓Robes ✓Cot Available ✓Slippers ✓Hairdryer ✓Toiletries ✓Bottled or Filtered Water ✓Writing Desk ✓Wi-Fi ✓King Size Bed ✓Cot ✓Shared Bathrooms

“Tailwinds B&B has rooms featuring air conditioning, a clock radio, robes, slippers, a hairdryer, toiletries, bottled or filtered water, and a writing desk. They offer friendly accommodations and a relaxing atmosphere for guests’ pleasant stay. Tailwinds B&B's breakfast menu includes nuts, granola, berries, yogurt, and more, with organic fruits and vegetables being a staple. Their beverage menu features a variety of juices, teas, and coffee. Tailwinds B&B is an ideal location for outdoor adventures, including cycling, hiking, running, horseback riding, snowshoeing, cross-country skiing, and snowmobiling on nearby trails. The B&B is located just 13 miles away from downtown Orangeville. The property offers a paid airport shuttle service for your convenience. Each unit at the bed and breakfast is equipped with bed linen and towels. They prioritize sourcing local products, with Everdale Organic Farm being their main supplier, located just around the corner. Tailwinds B&B also features three fire pits on the property, providing amenities such as battery-operated lanterns, Thermacell units to repel bugs, and lighters to start fires. Weekly and monthly rates are available.”

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Price:

Century Room: Single Occupancy $160
Gran Fondo Room: Single Occupancy $140
Spring Classic Single Occupancy $130

Contact:

(519) 855-3242

Check-in time: 3pm
Check-out time: 11am

TBR® Inspection Report:

Alliston Bed & Breakfast - Orangeville, ON Bed And Breakfast - Bedroom Interior Image
Alliston Bed & Breakfast - Orangeville, ON Bed And Breakfast - Bed Interior Image
Alliston Bed & Breakfast - Orangeville, ON Bed And Breakfast - Breakfast Dish Image
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ALLISTON BED & BREAKFAST

(4.8 Score)
139 Victoria Street West,
Orangeville, ON L9R 1L7 Directions

Since 1880

Specialty:

✓Air Conditioning ✓Non-Smoking Rooms ✓Baggage Storage ✓Bathrooms ✓Robes ✓Slippers ✓Toiletries ✓Desk ✓Wi-Fi ✓Parking

“2026 Highlights: Alliston Bed & Breakfast is a fully updated vintage bed and breakfast accommodation with a convenient stay for the guest. They are located within 34 to 38-minute drive from Orangeville. You will meet the hosts, Tom and Catherine. They are both the chefs and welcome you with warm greetings. The suite has provided all rooms prepared for your stay, with complimentary refreshments. Alliston Bed & Breakfast includes large perennial gardens and has a beautiful fish pond. Their guests can also enjoy using their hot tub in season. Their suite provides a delicious breakfast every morning, prepared fresh and healthy. Their breakfast menu includes Eggs or Belgian waffles on the signature menu. They provide a continental breakfast with buffet options.”

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Price:

Gardenview Suite $225
Eastview Room $185
Westview Room $185

Discount:

Get 10% Off When Booking 2 or More Nights

Contact:

(416) 254-2075 (705) 434-2253

Check-In Time: 2pm - 9pm Check-Out Time: 11am

TBR® Inspection Report:

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MCKITRICK HOUSE INN REVIEWS

I stayed here for awhile and I have to say this was the best BnB I've ever stayed at, Great Breakfast in the morning if you want it, amazing location, Beautiful astetic for the house amd the garden, Lovely Staff who live on site and are super friendly, Very affordable, Clean rooms and common areas, Perfect location for starting a site seeing tour, Perfect for Honeymoons, Perfect for singles and partners, Perfect for the whole family. And The best homemade jams from the houses grandma are just to die for, I highly recommend staying at this beautiful location in downtown Orangeville.

Great place with a wonderful owner. We called in last minute and she accommodated is. Very hospitable and friendly. The house itself is very charming with lots of personal touch and a great garden front and back. If I had to be a bit critical though, the bed sheets could use freshening up. But over all a great stay for us.

This place has to be the friendliest place I've stayed at. The rooms are clean and fully stocked. The staff are amazing. I would 100% recommend this place to stay to anyone I know. Thank you forbthe amazing stay.

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TAILWINDS B&B REVIEWS

This bed and breakfast was the best experience I’ve ever had. It was so clean, cozy, simple check in and the grounds are stunning. Has its own little pond with a looking station and Trevor and Janet do a fantastic job at making you feel at home but also in your own little oasis. The calmness that this place brings is incredible. I stayed with my husband for anniversary weekend and went to the spa for a full day, if I had to choose between going to the spa again or staying here I would 100% choose staying at tailwinds for longer instead of going to the spa. Great job at keeping this B&B so well kept. I would recommend this to anyone ! Can’t wait for our next visit.

I reserved Tailwinds for my wedding guests. Trevor was wonderful and absolutely incredible to work with. He was very accommodating. He went above and beyond to ensure my guests were comfortable. They even shuttled them to the event! I can't thank them enough for their hospitality! Our friends all had wonderful things to say about their stay and they loved their breakfast.

This was our second time staying at Tailwinds B&B and it was just as wonderful as the first time! Janet and Trevor were so great, beautiful property, comfy bed, delicious food (they accommodated for vegan food and it was delicious)! Won't hesitate to stay here again!.

ALLISTON BED & BREAKFAST REVIEWS

It is a cute house turned into a high quality B and B. Very neat and tidy, quiet with many room accommodations. Catherine is very kind and makes your stay as comfortable as possible. Also makes a terrific breakfast. Great place to rest if you need to be in the area for an event.

This B&B was incredible. We were in the Garden view Suite. It was lovely and it’s beautifully decorated. Catherine was so helpfully and continental breakfast was delightful. Highly recommend!.

Stayed for two days when I first moved to alliston back in 2011 due to some issues with my apartment and it was great always have said that.

TBR® Inspection Score Report

MCKITRICK HOUSE INN Total Inspection Points: 118/120
Complete Info: 9
Current Evaluation: 9
Acknowledgments: 10
Business Images: 10
Contact Info: 10
Exact Services: 10
Experience: 10
Legitimate Ratings: 10
Location Proximity: 10
Reviews Accuracy: 10
Website Source: 10
Website Standard: 10

TBR® Inspection Score Report

TAILWINDS B&B Total Inspection Points: 115/120
Experience: 8
Acknowledgments: 9
Complete Info: 9
Current Evaluation: 9
Business Images: 10
Contact Info: 10
Exact Services: 10
Legitimate Ratings: 10
Pricing: 10
Reviews Accuracy: 10
Website Source: 10
Website Standard: 10

TBR® Inspection Score Report

ALLISTON BED & BREAKFAST Total Inspection Points: 114/120
Acknowledgments: 9
Complete Info: 9
Current Evaluation: 9
Location Proximity: 9
Reviews Accuracy: 9
Reviews Study: 9
Business Hours: 10
Contact Info: 10
Pricing: 10
Real Discounts: 10
Website Source: 10
Website Standard: 10

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