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Tailwinds B&B

3.0 star property
Sip coffee by the firepit as you plan your day of discovery. Relax amidst natural beauty at this charming bed & breakfast.

Choose dates to view prices

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
  • Free WiFi
  • Air conditioning
The current price is ￥16,793
￥18,976 total
includes taxes & fees
Jan 19 - Jan 20, 2026

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
Pillowtop bed
Premium bedding
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
Pillowtop bed
Premium bedding
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
(7 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free rollaway/extra beds
Fan
Pillowtop bed
Premium bedding
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
  • Elora Gorge Conservation Area - 34 min drive - 43.5 km
  • Square One Shopping Centre - 48 min drive - 69.4 km
  • Vaughan Mills Mall - 58 min drive - 91.5 km
  • Canada's Wonderland - 64 min drive - 93.9 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
  • ‪Prime Beef Bistro - ‬9 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, a TV in the lobby, and luggage storage
  • Outdoor furniture
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, 113 reviews
The price is ￥17,938
￥20,270 total
includes taxes & fees
Dec 22 - Dec 23
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
  • Limited onsite self parking

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
Information provided by the property may be translated using automated translation tools

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 Dec 19, 2025, prices found for a 1-night stay for 2 adults at Tailwinds B&B on Jan 19, 2026 start from ￥16,793, 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?

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. 56 out of 64 reviews
Rating 8 - Good. 8 out of 64 reviews
Rating 6 - Okay. 0 out of 64 reviews
Rating 4 - Poor. 0 out of 64 reviews
Rating 2 - Terrible. 0 out of 64 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

Edward

Liked: Cleanliness, amenities, property conditions & facilities
Room is clean and comfortable and host is friendly. Breakfast also was good, we finished most of the food.
Stayed 1 night in Dec 2025

10/10 Excellent

Jennifer

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Amazing breakfast as usual! Cozy rooms. Quiet and comfortable
Stayed 1 night in Dec 2025

10/10 Excellent

Jennifer

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything about my experience at Tailwinds was excellent. Couldn’t have asked for a better stay!
Stayed 2 nights in Nov 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

marilyn

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

Paul

Liked: Cleanliness, amenities, property conditions & facilities
Very clean and nice!
Stayed 1 night in Dec 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

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

Grace

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

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

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

Amanda

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

Beautiful Stay

We're so glad we chose this B&B for our night after a wedding. Janet & Trevor were very welcoming and helpful. I would highly recommend this beautiful gem if you're looking for clean room, delicious breakfast and quiet grounds.
Stayed 1 night in Aug 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

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

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

Deborah

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

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

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

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

Chris

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

8/10 Good

Sumrockshyan

Liked: Cleanliness, staff & service, property conditions & facilities
Loved the place
Stayed 1 night in Oct 2024

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