See all properties

Tailwinds B&B

3.0 star property
Bed & breakfast with free breakfast, a quick walk to Hillsburgh Library

Choose dates to view prices

Photo gallery for Tailwinds B&B

Interior
Romantic Single Room, Garden View | 1 bedroom, premium bedding, pillowtop beds, individually decorated
Free daily full breakfast
Exterior
Exterior

Popular amenities

  • Parking included
  • Air conditioning
  • Free WiFi

Explore the area

Map
17 Station St, Erin, ON, N0B 1Z0
  • Hillsburgh Library
    ‪5 min walk‬
  • Belfountain Conservation Area
    ‪20 min drive‬
  • Osprey Valley Golf
    ‪26 min drive‬
  • Toronto, ON (YYZ-Pearson Intl.)
    ‪61 min drive‬

Book today, save on your next hotel stay

It's that easy when you're a member of Orbitz Rewards. It's free to join!

Room options

View all photos for Romantic Single Room, Garden View

Romantic Single Room, Garden View | 1 bedroom, premium bedding, pillowtop beds, individually decorated

Romantic Single Room, Garden View

  • Sleeps 3
  • 1 King Bed OR 2 Twin Beds

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

Romantic Single Room, Non Smoking, Garden View | 1 bedroom, premium bedding, pillowtop beds, individually decorated

Romantic Single Room, Non Smoking, Garden View

10.0 out of 10
Exceptional
(1 review)
  • Sleeps 3
  • 1 Queen Bed

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

Premium Single Room, Private Bathroom, Garden View | 1 bedroom, premium bedding, pillowtop beds, individually decorated

Premium Single Room, Private Bathroom, Garden View

10.0 out of 10
Exceptional
(2 reviews)
  • Sleeps 3
  • 1 King Bed

About the neighborhood

Erin

Tailwinds B&B places you within a 5-minute walk of popular attractions such as Hillsburgh Library. This 3-star bed & breakfast has 3 guestrooms and offers conveniences like free breakfast, free in-room WiFi, and free self parking.
View more B&B in ErinOpens in a new window

What's nearby

  • Hillsburgh Library - 5 min walk - 0.3 miles
  • Belfountain Conservation Area - 20 min drive - 11.7 miles
  • Osprey Valley Golf - 26 min drive - 14.1 miles
  • Cheltenham Badlands - 30 min drive - 18.3 miles
  • Elora Gorge Conservation Area - 44 min drive - 27.0 miles

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
  • ‪Judy's Restaurant - ‬8 min drive
  • ‪The Busholme - ‬12 min drive
  • ‪Prime Beef Bistro - ‬9 min drive

About this property

Tailwinds B&B

Bed & breakfast with free breakfast, a quick walk to Hillsburgh Library
Guests of Tailwinds B&B enjoy access to free WiFi in public areas, microwave in a common area, and refrigerator in a common area. If you decide to drive, there's free parking. Staff members can help with accommodation requests, and provide luggage storage. Additional amenities include a communal living room, a garden, and a picnic area.
Guests can stay connected with free WiFi. Pillowtop beds sport premium bedding and bathrooms offer slippers and bathrobes. Fans, ironing boards, and desks are also standard. Bathrooms are shared.
The recreational activities listed below are available either on site or nearby; fees may apply.

Languages

English

Similar properties

Standard Room, 1 King Bed, Non Smoking, Kitchenette (Shower Only) | Private kitchenette | Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

Best Western Plus Orangeville Inn & Suites

  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
8.6 out of 10, Excellent, 811 reviews
$181 nightly
The price is $204
Aug 11 - Aug 12
Total includes taxes and fees
Best Western Plus Orangeville Inn & 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

  • This property doesn't allow pets

Children and extra beds

  • Free rollaway/extra beds are available

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
  • Check-in: 3:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 18
Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A credit card for incidental charges and a government-issued photo ID may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts credit cards and debit cards. Cash is not accepted. 

Additional information about polices, regulations, and more:

  • There are no 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 free cancellation available at Tailwinds B&B?

Tailwinds B&B provides free cancellation on some room rates. For specific requirements, take a look at the cancellation policy on our site.

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

As of Aug 4, 2025, prices found for a 1-night stay for 2 adults at Tailwinds B&B on Aug 7, 2025 start from $96.95, 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.

What's there to do close to Tailwinds B&B?

This bed & breakfast is located in Erin, just steps from Hillsburgh Library.

Is there parking available at Tailwinds B&B?

Yes, self parking is offered for free at the bed & breakfast.

Does Tailwinds B&B feature a casino at the property?

No, Tailwinds B&B doesn't have a casino.

Will I find an indoor pool at Tailwinds B&B?

No, there is no indoor pool at this bed & breakfast.

Is Tailwinds B&B good for couples?

Amenities that appeal to couples at this bed u0026 breakfast include a pillowtop mattress, bathrobes, and slippers.

Does Tailwinds B&B have a hot tub?

No, there isn't a spa tub at this bed & breakfast.

Does Tailwinds B&B have a restaurant with a breakfast menu?

Tailwinds B&B offers free full breakfasts each morning though there is no restaurant.

Will Tailwinds B&B allow pets to stay for free?

No, pets aren't allowed at Tailwinds B&B.

Are there connecting rooms at Tailwinds B&B?

No, this bed & breakfast doesn't feature connecting guestrooms.

How close is the airport from Tailwinds B&B?

The closest major airport to Tailwinds B&B is Kitchener, ON (YKF-Region of Waterloo Intl.), which is about 25.7 mi away. Another top airport is Toronto Pearson Intl. Airport (YYZ), which is around 27.6 mi away.

Are there rooms with balconies that I can book at Tailwinds B&B?

No, there aren't any guestrooms with balconies at Tailwinds B&B.

Tailwinds B&B Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 38 out of 43 reviews
Rating 8 - Good. 5 out of 43 reviews
Rating 6 - Okay. 0 out of 43 reviews
Rating 4 - Poor. 0 out of 43 reviews
Rating 2 - Terrible. 0 out of 43 reviews

10/10

Cleanliness

10/10

Staff & service

9.4/10

Amenities

9.8/10

Property conditions & facilities

9.6/10

Eco-friendliness

Reviews

10/10 Excellent

Patrick

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

Jennifer

Traveled with partner
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

Carole

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Janet is an excellent host. I would suggest that they have railings on their front porch steps.
Stayed 2 nights in Apr 2025

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

Verified traveler

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

Debbie

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Mar 2025

10/10 Excellent

Tracy

Traveled with partner
Liked: Staff & service, property conditions & facilities
Beautiful snowy scene from the window. Behind the property is the Elora Cataract Trailway for hiking, skiing or snowmobiling. Restaurants are 10 minutes away or less.
Stayed 1 night in Feb 2025

8/10 Good

Mercedes

Traveled with partner
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

Royleen

Stayed 1 night in Nov 2024

10/10 Excellent

Verified traveler

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

Ashleigh

Traveled with group
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

Chrystal

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A beautiful Bed and Breakfast. The host truly go out of their way to make it luxurious. Very private. Highly recommended.
Stayed 1 night in Nov 2024

8/10 Good

TC, North York, Toronto

Liked: Cleanliness, staff & service, property conditions & facilities
There is a hiking trail nearby!!
Stayed 1 night in Nov 2024

8/10 Good

Sumrockshyan

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

Lorrie

Traveled with family and small children
Liked: Cleanliness, staff & service, amenities
Great location, price, delicious food, comfortable bed and friendly staff. Yard could use a little TLC; many overgrown weeds. Something we weren’t expecting was that despite being listed under “NOT a pet-friendly b&b” upon entering we immediately were greeted with an overwhelming dog smell. They own a large dog and the smell dominated the duration of the stay which lessened the experience for us.
Stayed 1 night in Oct 2024

10/10 Excellent

nick

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

Cheryl

Business traveler
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

8/10 Good

Amanda

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful place, the hosts are lovely. Breakfast was delicious too. Only issue we had was the shared bathroom.
Stayed 1 night in Sep 2024

10/10 Excellent

Jian Zhen

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Sep 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

10/10 Excellent

Nathan B

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

10/10 Excellent

Daniel

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Aug 2024

10/10 Excellent

Patrick

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Aug 2024