Grey Highlands Holidays

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Top hotels in Grey Highlands

Leelas Villa Inn Flesherton
Leelas Villa Inn Flesherton
3 out of 5
774107 Highway 10 South, Grey Highlands, ON
8.2/10 Very Good! (362 reviews)
"clean, new renovated motel. very nice."

Reviewed on 29 Jun 2025

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Leelas Villa Inn Flesherton
Danby House
Danby House
4 out of 5
46 Main Street East, Grey Highlands, ON
The price is Rp2.503.644 per night from 6 Jul to 7 Jul
Rp2.503.644
Rp2.829.118 total
6 Jul - 7 Jul
includes taxes & fees
9.6/10 Exceptional! (136 reviews)
"A homey atmosphere and very helpful for our needs. We enjoyed our stay there. Thanks"

Reviewed on 7 May 2025

Danby House
Pretty River Valley Country Inn
Pretty River Valley Country Inn
4 out of 5
529742 S/R 30-31 Osprey-Blue Mtn. Tline, Grey Highlands, ON
The price is Rp3.034.464 per night from 6 Jul to 7 Jul
Rp3.034.464
Rp3.428.945 total
6 Jul - 7 Jul
includes taxes & fees
9.2/10 Wonderful! (28 reviews)
"Stayed there for one reason only … R&R. It was our second time there and the stay was just what the doctor ordered!"

Reviewed on 28 Apr 2025

Pretty River Valley Country Inn
See all 1,499 properties in Grey Highlands
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

What to do in Grey Highlands

Collingwood: Blue Mountains Brewery Tour with Tastings

Collingwood: Blue Mountains Brewery Tour with Tastings

Rp1.785.782
per adult
Collingwood: Blue Mountains Brewery Tour with Tastings
Smartphone Audio Driving Tour between Collingwood and Toronto

Smartphone Audio Driving Tour between Collingwood and Toronto

Rp107.746
per traveller
Smartphone Audio Driving Tour between Collingwood and Toronto
Private Singhampton Caves Hike, Collingwood/Blue Mtn/Creemore

Private Singhampton Caves Hiking Tour, Collingwood/Blue Mountain

Rp1.018.735
per adult
100% of travellers recommend
Private Singhampton Caves Hiking Tour, Collingwood/Blue Mountain
See all activities in Grey Highlands

Frequently asked questions

How much does a Grey Highlands holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday to Grey Highlands costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Grey Highlands?
If you're hoping to score a cheap Grey Highlands holiday package, consider travelling in January, April and November. You'll usually find lower prices on hotels and flights during these months --- ideal for travellers wishing to save money.
How many days is enough for Grey Highlands?
With a well-organised schedule, you can easily hit the top Grey Highlands sights in a few days. But if you want to discover hidden spots or go on day tours, consider booking your Grey Highlands holiday for longer.
How to find the best Grey Highlands package deals?
Use Expedia's filter tool to find some tempting Grey Highlands package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Grey Highlands package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a Grey Highlands holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging stays and flights individually. Better still, you can customise your Grey Highlands trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Grey Highlands?
If you've got your Grey Highlands travel dates finalized, book as early as you can to score some outstanding deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Grey Highlands?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Grey Highlands.
  2. Budget wisely: On top of the cost of your accommodation, you'll need to consider other expenses. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Grey Highlands.
  3. Set the duration of your trip: Start by listing all the activities and attractions you'd like to get to in Grey Highlands. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Grey Highlands holiday package.