We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
All 15 Orillia hotels

Orillia Highwayman Inn

201 Woodside Drive, Orillia, Ontario L3V 6T4, Canada
Hotel amenities
Save Saved
You added Orillia Highwayman Inn to your Saves list
Orillia Highwayman Inn
Best prices for your stay
Enter dates for best prices
Check In Check Out
Show Prices
You must enter dates to see the best prices.
50%
Ranked #12 of 15 hotels in Orillia
A recent review
4 of 5 stars reviewed 4 days ago
aprilwineMississauga Mississauga
  • Overview
  • Reviews (92)
  • Photos (13)
  • Amenities
  • Q&A
  • Room tips (15)
  • Location
  • More
Write a Review

92 people have reviewed this hotel

Traveler rating
    18
    26
    13
    18
    17
See reviews for
21
19
4
8
Rating summary
  • Location
    4 of 5 stars
  • Sleep Quality
    3 of 5 stars
  • Rooms
    3 of 5 stars
  • Service
    3.5 of 5 stars
  • Value
    3 of 5 stars
  • Cleanliness
    3 of 5 stars
Traveler tips help you choose the right room.   Room tips (15)
Date | Rating
  • English first
  • Any
English first
Mississauga
Senior Contributor
37 reviews 37 reviews
21 hotel reviews
28 helpful votes 28 helpful votes
4 of 5 stars Reviewed 4 days ago NEW

We booked a room in the Highwayman for one night and were expecting the same old chain experience. We were in for a pleasant surprise. Our room was large with two comfy armchairs and a small balcony facing the sunset. There was also a desk for the laptop and a small fridge. Instead of the same old tired breakfast routine... More

Was this review helpful? Yes
Simcoe, Canada
Contributor
15 reviews 15 reviews
8 hotel reviews
9 helpful votes 9 helpful votes
4 of 5 stars Reviewed 4 days ago NEW

Great price for a decent, clean room. Air conditioner worked well. No elevator - so have to lug baggage up two or three flights of stairs if on the upper floor. Staff was very friendly. Breakfast in adjoining restaurant was decent. Economical & clean motel.

Was this review helpful? Yes
Kapuskasing, Canada
Reviewer
4 reviews 4 reviews
3 hotel reviews
2 of 5 stars Reviewed 1 week ago

Slept there for one night to split our trip in half for a wedding. When I had called they garanteed us an updated room with white duvets. When we got there, they put us with all the contractors in the back..they were drinking and smoking up and it was disgusting! And cigarette butts were scattered all over the ground outside..when... More

Was this review helpful? Yes
Columbia, South Carolina
1 review
5 of 5 stars Reviewed 2 weeks ago

My family and I recently spent the night of July 7 at the Highwayman Inn and Conference Centre in Orillia (201 Woodside Drive) and had a very positive experience coordinating with a young lady named Marleigh. We arrived late in the evening having not secured lodging in Orillia and were running out of choices. Marleigh was very understanding, kind and... More

Was this review helpful? Yes
Toronto
Senior Contributor
43 reviews 43 reviews
11 hotel reviews
21 helpful votes 21 helpful votes
3 of 5 stars Reviewed 2 weeks ago

We have stayed at this hotel before because they have a few good packages. We had a group meet at the hiwayman and they assured us we would be close to each other. This was the case every other year. When we checked in they said they had a group of 40 unexpectedly check in so we were separated. This... More

Was this review helpful? Yes
Eastern Ontario
Contributor
20 reviews 20 reviews
18 hotel reviews
19 helpful votes 19 helpful votes
3 of 5 stars Reviewed 3 weeks ago

I stayed at the Highwayman for two nights early in July. Overall it was a good experience ... with a few little glitches. The Highwayman appears to be a 60's-built motel that may have been upgraded about 20 years ago. The rooms are clean and spacious, and those on the second and third floors have small balconies. There was a... More

Was this review helpful? Yes
Orillia, Canada
Senior Reviewer
7 reviews 7 reviews
5 of 5 stars Reviewed 3 weeks ago

Can't say enough about the benifit of this pool temp it really made our stay twice as nice, having fibromyalgia you shouldn't enter a pool that is below 80 this made for healing therapy as an added bonus to our stay. Everything else at this lnn was great, MaCabes restaurant had great food & service was excellent. There's a mall... More

Was this review helpful? Yes
St. Catharines, Canada
Senior Reviewer
8 reviews 8 reviews
5 hotel reviews
8 helpful votes 8 helpful votes
4 of 5 stars Reviewed June 18, 2014

Room is very spacious and very clean.The soakertub(new) and tub surround were great.The amenities were awesome with an indoor pool,hottub,and sauna in the mens and womens changeroom. Breakfast was very good (complimentary) and served in the restaurant.

Was this review helpful? Yes 1
HighwaymanOrillia, Manager at Orillia Highwayman Inn, responded to this review

Dear PaulR, We are thrilled to read that we were able to make such a great impression on you! Many thanks for the kind comments about our great guest rooms, indoor pool and hot complimentary breakfast. We very much look forward to welcoming you back to The Highwayman Inn the next time you are in Orillia, ON. Warm Regards, Kelly... More

Kitchener, Ontario Canada
Senior Reviewer
9 reviews 9 reviews
3 hotel reviews
6 helpful votes 6 helpful votes
4 of 5 stars Reviewed June 14, 2014

We stayed at the Highwayman and found it to be clean and reasonably priced. The entertainment in the bar was a Classical country band called Overtyme and they were fantastic. They had a flute and violin and it worked. I would definitely go see them again. Also that night they had instituted a "speed dating" event for singles. We did... More

Was this review helpful? Yes 1
HighwaymanOrillia, Manager at Orillia Highwayman Inn, responded to this review

Dear JacquelineBest, Thank you so much for taking the time to post a great review! It’s good to know that you enjoyed our entertainment as well as our hospitality. We would very much look forward to a future opportunity to welcome you back to The Highwayman Inn and deliver another excellent service. Thank you for staying at The Highwayman Inn.... More

Las Vegas, Nevada
Contributor
11 reviews 11 reviews
4 hotel reviews
6 helpful votes 6 helpful votes
4 of 5 stars Reviewed May 31, 2014

We spent two nights at the Highwayman Inn in Orillia with our kids and grand-kids. We had a super stay. The hotel staff were extremely efficient and accommodating. The rooms were very spacious and comfortable. The included breakfast was quite adequate. Our grand-kids loved the large heated pool and hot tub. The location right near hwy. 11 and close to... More

Was this review helpful? Yes 1
HighwaymanOrillia, Manager at Orillia Highwayman Inn, responded to this review

Thank you for taking the time to review your recent stay. We are so happy to hear that you enjoyed our many amenities and great location. We hope to see you again soon! Sincerely, Kelly Callan Operations Manager More

Owners: What's your side of the story?
If you own or manage Orillia Highwayman Inn, register now for free tools to enhance your listing, attract new reviews, and respond to reviewers.
Manage your listing

Been to Orillia Highwayman Inn? Share your experiences!

Write a Review Add Photos & Videos

Additional Information about Orillia Highwayman Inn

Address: 201 Woodside Drive, Orillia, Ontario L3V 6T4, Canada
Location: Canada > Ontario > Orillia
Price Range (Based on Average Rates): $
Reservation Options:
TripAdvisor is proud to partner with Booking.com, Orbitz, Expedia, Priceline, Travelocity, BookingOdigeoWL and Otel so you can book your Orillia Highwayman Inn reservations with confidence. We help millions of travelers each month to find the perfect hotel for both vacation and business trips, always with the best discounts and special offers.
Also Known As:
Orillia Highwayman Hotel Orillia
Highwayman Inn Orillia
Orillia Highwayman Inn Ontario

13 photos of this hotel

Traveler photos: See what travelers like you saw

Viewed
All traveler photos (8)
Viewed
Dining (2)
Viewed
Pool/beach area (1)
Viewed
Hotel & grounds (1)
Viewed
Room/suite (1)
Viewed
Other (3)

Management photos: Courtesy of the property manager

Viewed
All management photos (6)
Viewed
Hotel & grounds (3)
Viewed
Room/suite (2)
Viewed
Pool/beach area (1)

Amenities

Business Center with Internet Access Free Parking Restaurant Swimming Pool Wheelchair access
Number of rooms
80

Questions & Answers

Enter your question for this accommodation's staff to answer. Other travelers may answer as well.
    Posting guidelines

    See which rooms travelers prefer