Is Tailwinds B&B pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Tailwinds B&B?

As of Oct 1, 2025, prices found for a 1-night stay for 2 adults at Tailwinds B&B on Oct 31, 2025 start from $96.0, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Tailwinds B&B?

Self parking is free at this property.

What time is check-in at Tailwinds B&B?

Check-in start time: 3:00 PM; Check-in end time: 10:00 PM.

Where is Tailwinds B&B located?

Situated in a rural location, this bed & breakfast is 0.2 mi (0.4 km) from Hillsburgh Library and within 12 mi (20 km) of Forks of the Credit Provincial Park and Belfountain Conservation Area. Island Lake Conservation Area and Cheltenham Badlands are also within 16 mi (25 km).

Tailwinds B&B Reviews, Deals & Photos 2025

10/10 Excellent

Maureen

Sep 29, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Very comfortable, clean, and quiet. A lovely room. Delicious breakfast.

Stayed 1 night in Sep 2025

10/10 Excellent

Kelley

Sep 6, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Staff is very friendly and helpful. Provided everything we needed.

Stayed 1 night in Sep 2025

10/10 Excellent

marilyn

May 12, 2025

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Big beautiful room with en suite, and the breakfast was great!

Stayed 2 nights in May 2025

10/10 Excellent

Lijun

Sep 1, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Lovely homemade breakfast in the morning in a beautiful house! Very accommodating and friendly staff. Would recommend staying here if you’re exploring trails or parks.

Stayed 1 night in Aug 2025

10/10 Excellent

Kimberly

Jul 10, 2025

Liked: Cleanliness, staff & service, property conditions & facilities

Great 1 night stay with super friendly hosts! Breakfast was tasty and hearty. We will stay again when down in the area!

Stayed 1 night in Jul 2025

10/10 Excellent

Grace

Jun 20, 2025

Liked: Amenities, property conditions & facilities

Lovely spot. Great breakfast. Will stay again.

Stayed 1 night in Jun 2025

10/10 Excellent

christos

May 29, 2025

Liked: Cleanliness, property conditions & facilities

The room was tastefully done, very comfy bed, and Janet makes an amazing breakfast!

Stayed 1 night in May 2025

10/10 Excellent

Marcos

Aug 28, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

The place was beautifully decorated and makes you feel at home, very quiet and peaceful. Janet makes sure everything is right for you. Everything is clean and organized. The breakfast is fantastic. A place you must try.

Stayed 2 nights in Aug 2025

10/10 Excellent

Jennifer

Apr 19, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Thanks so much for a great stay! The space is beautiful and breakfast was delicious!

Stayed 1 night in Apr 2025

10/10 Excellent

Trevor

Jul 31, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Tailwinds is the model of a B&B. The hosts, Janet and Trevor, provide stellar comfort, amenities, and service. It’s a beautiful property, with a lot of places to relax and chill. Tailwinds is a short walk to Hillsburgh and the locals are friendly! We’ll definitely be back!

Stayed 4 nights in Jul 2025

10/10 Excellent

Deborah

Jun 15, 2025

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

The place was immaculate. Beds comfy. Bathroom was gorgeous and Breakfast was perfect. Host was very friendly and accomodating. It was a great experience for our first B&B

Stayed 1 night in Jun 2025

10/10 Excellent

janice

Aug 5, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

We were attending a family wedding in the area so booked this exceptional B&B. The home was lovely, the bedroom spacious, the bed was very comfortable, the bathroom was to die for, and the host was lovely. The grounds are spectacular. They were wonderful to allow us to bring our service dog. All in all a wonderful experience. Would book again if we are in the area.

Stayed 1 night in Aug 2025

10/10 Excellent

Sharel

Jun 17, 2025

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Perfect place to unwind and take in the serenity of the peaceful and tranquil setting. My best friend and I loved it and we're certainly returning. My dog loved it too!

Stayed 1 night in Jun 2025

10/10 Excellent

Chris

May 9, 2025

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Cozy country stay

Wonderful stay. Janet is great. Boy, fancy bathroom.

Stayed 1 night in May 2025

10/10 Excellent

Nathan B

Sep 1, 2024

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Absolutely loved this B&B!

Stayed 1 night in Aug 2024

10/10 Excellent

Elvira

Apr 9, 2025

Liked: Staff & service, property conditions & facilities

I really enjoyed myself I definitely would like to come back in the summer the host are very kind 💕

Stayed 1 night in Apr 2025

8/10 Good

Sumrockshyan

Oct 22, 2024

Liked: Cleanliness, staff & service, property conditions & facilities

Loved the place

Stayed 1 night in Oct 2024

8/10 Good

Amanda

May 13, 2025

Liked: Cleanliness, staff & service, property conditions & facilities

Ocho the dog was the highlight, a beautiful boy!

Stayed 1 night in May 2025

10/10 Excellent

Verified traveler

Mar 8, 2025

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Incredible bed and breakfast experience

Everything about this stay was perfect, from the welcome note upon arrival to the cleanliness and comfort of the room, to the beautiful views and delicious breakfast. The hosts are wonderful and responsive and made for one of the best bed and breakfast stays I’ve ever had. Would look forward to returning here again anytime!

Stayed 1 night in Mar 2025

10/10 Excellent

Ron

Jun 8, 2025

Liked: Cleanliness, property conditions & facilities

Fabulous place to stay, thoroughly excellent! The service is exceptional and like anything in business customer service starts at the top... and Janet and Trevor have certainly accomplished that expectation. I highly recommend Tailwinds B & B. Thanks for letting me enjoy my mini vacation. Ron

Stayed 4 nights in Jun 2025

10/10 Excellent

Verified traveler

Dec 14, 2024

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Amazing place

Everything was amazing, very clean and comfortable The area was covered in snow, very pretty Next time I would love to stay longer! We loved here!

Stayed 1 night in Dec 2024

10/10 Excellent

Taylor

May 27, 2025

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

I can’t wait to come back to the magnificent Tailwinds Bed & Breakfast! The scenery is gorgeous and THE MATTRESS IS AMAZING!! I felt right at home and totally comfortable. Our hostess was there at check in time, on dot with extremely detailed instructions. If ever I’m back in town, I will absolutely return for another stay. Highly recommend!

Stayed 1 night in May 2025

10/10 Excellent

Michael

Aug 3, 2024

Liked: Cleanliness, staff & service, property conditions & facilities

Nice house, well kept, in country setting. Nice staff and also enjoyable and good breakfast.

Stayed 1 night in Aug 2024

10/10 Excellent

Patrick

Apr 27, 2025

Liked: Staff & service, amenities

This is a beautiful property. 3 fire pits on site and a pond. There is a walking trail right behind the property and a huge pond/lake just beyond that. Beautiful sunroom

Stayed 2 nights in Apr 2025

10/10 Excellent

Cheryl

Sep 27, 2024

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

The accomodations were excellent, beds were super comfortable, bathrooms were very large and clean, house was very nice. We opted for the express "to go" breakfast as we had to leave a bit early, and it was still amazing!!

Stayed 1 night in Sep 2024

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