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Tailwinds B&B

3.0 star property
Bed & breakfast with free breakfast, 5-minute walk to Hillsburgh Library

Choose dates to view prices

Photo gallery for Tailwinds B&B

Interior
Romantic Single Room, Garden View | Premium bedding, pillowtop beds, individually decorated
Free daily full breakfast
Exterior
Exterior
Near Hillsburgh Library, Tailwinds B&B offers a cozy retreat with full breakfast, shopping on site, and a firepit. Connect to in-room WiFi or unwind in the garden with outdoor furniture; additional perks include luggage storage and a TV in the lobby.

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Parking included
  • Air conditioning
  • Free WiFi
The current price is ￥16,361
￥18,488 total
includes taxes & fees
Nov 16 - Nov 17

Room options

Available filters for rooms
Showing 3 of 3 rooms

View all photos for Romantic Single Room, Garden View

Romantic Single Room, Garden View | Premium bedding, pillowtop beds, individually decorated

Romantic Single Room, Garden View

10.0 out of 10
Exceptional
(1 review)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free rollaway/extra beds
Fan
Premium bedding
Pillowtop bed
Deep soaking bathtub
  • Sleeps 3
  • 1 King Bed OR 2 Twin Beds

View all photos for Premium Single Room, Private Bathroom, Garden View

Premium Single Room, Private Bathroom, Garden View | Premium bedding, pillowtop beds, individually decorated

Premium Single Room, Private Bathroom, Garden View

10.0 out of 10
Exceptional
(2 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free rollaway/extra beds
Fan
Premium bedding
Pillowtop bed
Heated bathroom floor
  • Sleeps 3
  • 1 King Bed

View all photos for Romantic Single Room, Non Smoking, Garden View

Romantic Single Room, Non Smoking, Garden View | Premium bedding, pillowtop beds, individually decorated

Romantic Single Room, Non Smoking, Garden View

10.0 out of 10
Exceptional
(6 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free rollaway/extra beds
Fan
Premium bedding
Pillowtop bed
Deep soaking bathtub
  • Sleeps 3
  • 1 Queen Bed
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About the neighborhood

Map
N0B 1Z0, ON, Erin, 17 Station St

What's nearby

  • Hillsburgh Library - 5 min walk - 0.5 km
  • Belfountain Conservation Area - 16 min drive - 19.1 km
  • Osprey Valley Golf - 21 min drive - 23.0 km
  • Cheltenham Badlands - 24 min drive - 29.9 km
  • Elora Gorge Conservation Area - 34 min drive - 43.5 km

Getting around

  • Acton Station - 23 min drive
  • Kitchener, ON (YKF-Region of Waterloo Intl.) - 51 min drive

Restaurants

  • ‪Tim Hortons - ‬9 min drive
  • ‪Tin Roof Cafe - ‬12 min drive
  • ‪The Friendly Chef - ‬12 min walk
  • ‪Bistro Du Pain - ‬9 min drive
  • ‪Headwaters Restaurant at Millcroft Inn & Spa - ‬17 min drive

About this property

Tailwinds B&B

Bed & breakfast near Hillsburgh Library
Consider a stay at Tailwinds B&B and take advantage of free full breakfast, shopping on site, and a firepit. In addition to a garden, guests can connect to free in-room WiFi.
Additional perks include:
  • Free self parking
  • Smoke-free premises, outdoor furniture, and a TV in the lobby
  • Luggage storage
Room features
All guestrooms are individually furnished, and boast comforts such as premium bedding and laptop-friendly workspaces, in addition to perks like air conditioning and bathrobes.
Extra amenities include:
  • Heating and fans
  • Pillowtop mattresses and free rollaway/extra beds
  • Bathrooms with shampoo
  • Wardrobes/closets, electrical adapters/chargers, and desks

Similar properties

Property amenity

Cheltenham Suites

  • Parking included
  • Free WiFi
  • Air conditioning
9.2 out of 10, Wonderful, 108 reviews
The price is ￥17,476
￥19,748 total
includes taxes & fees
Nov 3 - Nov 4
Cheltenham Suites

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free self parking on site

Food and drink

  • Free full breakfast available daily 8:00 AM to 9:00 AM

Things to do

  • Shopping
  • TV in common areas

Family friendly

  • Free rollaway/extra bed

Conveniences

  • Luggage storage
  • Shared microwave
  • Shared refrigerator
  • Virtual front desk

Outdoors

  • Firepit
  • Garden
  • Outdoor furniture
  • Picnic area

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 2 steps to reach entrance
  • High-pile carpet in room
  • Lever door handles
  • No elevator
  • Well-lit path to entrance

More

  • Communal living room
  • Smoking not allowed

Room amenities

Bedroom

  • Free rollaway/extra bed
  • Pillowtop mattress
  • Premium bedding

Bathroom

  • Bathrobes
  • Detached shared bathroom
  • Hair dryer (on request)
  • Shampoo
  • Slippers
  • Soap
  • Toilet paper
  • Toothbrush and toothpaste (on request)
  • Towels provided

Food and drink

  • Free bottled water

More

  • Air conditioning (climate-controlled)
  • Desk
  • Desk chair
  • Electrical adapters
  • Fan
  • Heating (climate-controlled)
  • Individual decor
  • Individual furnishings
  • Iron/ironing board
  • Laptop workspace
  • Shared accommodations
  • Window screens

Policies

Check-in

Check-in start time: 3:00 PM; Check-in end time: 10:00 PM
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM

Special check-in instructions

There is no front desk at this property
Guests will receive key retrieval information
A virtual front desk provides assistance to guests

Access methods

Key retrieval, private entrance

Pets

Pets not allowed

Children and extra beds

Children are welcome
Free rollaway/extra beds

Property payment types

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards and debit cards; cash is not accepted

We should mention

This property does not have elevators

Property is also known as

Tailwinds B&B Erin
Tailwinds B&B Bed & breakfast
Tailwinds B&B Bed & breakfast Erin

Frequently asked questions

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 Nov 2, 2025, prices found for a 1-night stay for 2 adults at Tailwinds B&B on Nov 16, 2025 start from ￥16,361, 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.

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

Check-out is at 11:00 AM.

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).

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Reviews

Tailwinds B&B Reviews

9.8

Exceptional

10

Cleanliness

9.6

Amenities

10

Staff & service

9.6

Eco-friendliness

9.8

Property conditions & facilities
Rating 10 - Excellent. 52 out of 60 reviews
Rating 8 - Good. 8 out of 60 reviews
Rating 6 - Okay. 0 out of 60 reviews
Rating 4 - Poor. 0 out of 60 reviews
Rating 2 - Terrible. 0 out of 60 reviews

Reviews

10/10 Excellent

Roya

Liked: Amenities
Breakfast was amazing, room was very clean comfortable bed
Stayed 2 nights in Oct 2025

10/10 Excellent

Kimberly

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

christos

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

Jennifer

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

8/10 Good

Timothy

Liked: Cleanliness, staff & service, amenities
could use more exterior lights. i arrived after sunset and the driveway was quite dark and inviting. During daytime it is very quiet and tranquil also, the bathroom is shared by other residents so that's kind of odd. all in all it's a good place to find rest
Stayed 1 night in Oct 2025

10/10 Excellent

Nathan B

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Absolutely loved this B&B!
Stayed 1 night in Aug 2024

10/10 Excellent

Elvira

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

10/10 Excellent

Michael

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

Ashleigh

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My husband (and our friends) all had an amazing stay. The owner was accommodating and SO friendly. We are already planning another stay together next year.
Stayed 1 night in Dec 2024

10/10 Excellent

Kathleen

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

Great place to stay!

It was very clean and comfortable. Breakfast which was included was fresh, filling and delicious. The owners are fantastic people! The area is beautiful with a view of the pond and the trees changing colour.
Stayed 1 night in Oct 2024

10/10 Excellent

Cindy

Liked: Cleanliness, staff & service, property conditions & facilities
It felt like home. And coming down to such a beautifully displayed breakfast, I just felt like a princess.
Stayed 1 night in Oct 2024

10/10 Excellent

Shellbie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Janet & Trevor were lovely hosts! It was a beautiful property, close to the Trans Canada trail. The room was incredibly comfortable and equipped with all the amenities. Breakfast each morning was a delicious variety. One night they even treated me to a lovely bonfire. Hosts were lovely and very knowledgeable about the area.
Stayed 3 nights in Sep 2024

8/10 Good

Mercedes

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We stayed for 1 night at this property. Check in was easy and instructions left by the owners was straight forward. The snow was cleared from the walkways and driveway. We stayed in the room with the large king bed and onsuite bathroom. The room was clean and well stocked with supplies. The bathroom shower did have a crack in the metal hosing which needs to be replaced i think. The best part of the entire stay though was breakfast. A large selection of mini quiche, crossiant, fruit, coffee, tea, milk, etc. And the owners took our dietary needs into consideration.
Stayed 1 night in Feb 2025

10/10 Excellent

Lilli

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My husband and I had an absolutely wonderful mini-vacation here! The bathroom was downright luxurious - though shared, which did make for some uncertainty - and the breakfast was delicious. Overall, we had a very relaxing time staying there, everything felt clean and organized, and the property and surrounding areas were gorgeous. Very much recommend!
Stayed 2 nights in Oct 2025

10/10 Excellent

Anne-Christin

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Eine gemütliche Unterkunft, die keine Wünsche offen lässt. Das Frühstück war sensationell und die Gastgeber einfach nur liebevoll reizend. Hätten wir das vorher gewusst, hätten wir mehr Tage eingeplant. Gerne und bestimmt wieder!
Stayed 1 night in Oct 2025

10/10 Excellent

All

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent breakfast. Accomodating, helpful hosts.
Stayed 2 nights in Oct 2025

10/10 Excellent

Maureen

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

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

Lijun

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

Marcos

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

janice

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

Trevor

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

Jackie

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

Would stay again!

A beautiful stay! We felt very taken care of. The check-in/out process was casual and simple, as we were arriving later. The home was cozy and tidy. The breakfast was delicious. I wish we could have stayed longer to check out more of the property and surrounding area.
Stayed 1 night in Jul 2025

10/10 Excellent

Grace

Liked: Amenities, property conditions & facilities
Lovely spot. Great breakfast. Will stay again.
Stayed 1 night in Jun 2025

10/10 Excellent

Sharel

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