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Located in Erin in the Ontario region and Theatre Orangeville reachable within 13 miles, Tailwinds B&B provides accommodations with free WiFi, BBQ facilities, a garden and free private parking.

There's a private bathroom with shower in some units, along with bathrobes, a hairdryer and free toiletries.

The bed and breakfast offers a continental or American breakfast.

Hiking can be enjoyed nearby.

The nearest airport is Region of Waterloo International, 32 miles from Tailwinds B&B, and the property offers a paid airport shuttle service.

Couples in particular like the location – they rated it 9.4 for a two-person trip.

Tailwinds B&B has been welcoming guests since Feb 12, 2019

Distance in property description is calculated using © OpenStreetMap

Property Highlights

Top Location: Highly rated by recent guests (9.3)

Breakfast Info

Continental, American

Free Private Parking Available On Site


Select dates to see this property's availability and prices

Room Type
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Property questions and answers
Browse questions from guests for anything extra you want to know about the property
The property usually replies within a few hours
  • Hello, what is your airport shuttle service cost please? We will be flying into Peirson on an international flight.
    Hi there, Thanks for reaching out to us! The cost each way is $100. Best regards, Trev
    Answered on July 25, 2022
  • Is there access to a microwave and fridge. I am a business man travelling alone
    Thanks for reaching out to us. Yes! There are two separate dining areas in the B&B and each has a microwave, mini-fridge with freezer, kettle and Ke..
    Answered on September 8, 2022
  • Is this handicap accessible?
    Hi there, Thanks for reaching out to us! All of our rooms are on the second floor of the house and we do not have an elevator. We are working on a ..
    Answered on May 15, 2022
  • Are pets welcome? I have a 12 year old mid sized mixed breed named Sally who never barks and is super quiet. I am currently staying at R3 Suites whi..
    Hi there, We do not currently have any other guests booked for this weekend, so we could accommodate your furry family. Best regards, Trev
    Answered on March 24, 2021
  • Good morning, I have a small 15lb dog who is well behaved. Would he be able to come with us?
    Thanks for reaching out to us! We allow pets under certain circumstances. If the date(s) you would like to reserve does not have other rooms booked, w..
    Answered on September 13, 2021
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Area info *
Amenities of Tailwinds B&B
  • Toilet paper
  • Towels
  • Toilet
  • Free toiletries
  • Bathrobe
  • Hairdryer
  • Shower
  • Linens
  • Wardrobe or closet
  • View
  • BBQ facilities
  • Garden
Room Amenities
  • Fold-up bed
  • Clothes rack
Pets are allowed on request. Charges may apply.
  • Hiking
Living Area
  • Desk
WiFi is available in all areas and is free of charge.
Free private parking is available on site (reservation is not needed).
  • Parking
  • Pet bowls
  • Baggage storage
  • Airport shuttle Additional charge
  • Meeting/Banquet facilities Additional charge
Front Desk Services
  • Invoice provided
Entertainment & Family Services
  • Books, DVDs or music for children
  • Board games/puzzles
Safety & security
  • Fire extinguishers
  • CCTV in common areas
  • Smoke alarms
  • Security alarm
  • Key access
  • Air conditioning
  • Smoke-free property
  • Heating
  • Carpeted
  • Family rooms
  • Ironing facilities
  • Non-smoking rooms
  • Iron
  • Upper floors accessible by stairs only
Languages Spoken
  • English

House rules

Tailwinds B&B takes special requests – add in the next step!


3:00 PM - 10:00 PM


9:00 AM - 11:00 AM


Cancellation and prepayment policies vary according to accommodations type. Please enter the dates of your stay and check what conditions apply to your preferred room.

Children & Beds

Child policies

Children of all ages are welcome.

To see correct prices and occupancy info, add the number and ages of children in your group to your search.

Crib and extra bed policies

0 - 6 years
Crib upon request
CAD 10 per stay
12+ years
Extra bed upon request
CAD 25 per person, per night

Prices for cribs and extra beds aren't included in the total price. They'll have to be paid for separately during your stay.

The number of extra beds and cribs allowed depends on the option you choose. Check your selected option for more info.

All cribs and extra beds are subject to availability.

No age restriction

There's no age requirement for check-in

Mastercard Visa Tailwinds B&B accepts these cards and reserves the right to temporarily hold an amount prior to arrival.


Smoking is not allowed.


Parties/events are not allowed

Quiet hours

Guests need be quiet between 8:00 PM and 8:00 AM.


Pets are allowed on request. Charges may apply.

The fine print

This property does not accommodate bachelor(ette) or similar parties.

Legal info

This property is managed by a private host. EU consumer law relating to professional hosts might not apply.