Grey Highlands Holidays

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Top hotels in Grey Highlands

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 S$270 per night from 25 Jul to 26 Jul
S$270
25 Jul - 26 Jul
includes taxes & fees
9.2/10 Wonderful! (29 reviews)
"Lovely place will be back, breakfast alazing"

Reviewed on 19 Jul, 2025

Pretty River Valley Country Inn
Blue Mountain Resort Village Suites

Blue Mountain Resort Village Suites

4 out of 5
156 Jozo Weider Blvd, The Blue Mountains, ON
Fully refundableReserve now, pay when you stay
The price is S$276 per night from 24 Aug to 25 Aug
S$276
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (4,145 reviews)
"Check-in was smooth and easy. They had underground parking which was great. When we went to the room it wasnt cleaned. Sink had left over food and the carpet was dirty. I talked to a lady who was in charge i guess, she upgraded our room right away which was nice. Everything was walking distance so ..."

Reviewed on 21 Jul, 2025

Blue Mountain Resort Village Suites
Living Water Resort and Spa

Living Water Resort and Spa

3.5 out of 5
9 Harbour Street East, Collingwood, ON
The price is S$299 per night from 29 Jul to 30 Jul
S$299
29 Jul - 30 Jul
includes taxes & fees
8.2/10 Very Good! (1,248 reviews)
"If you love the open water and paddle boarding it’s beautiful here."

Reviewed on 20 Jul, 2025

Living Water Resort and Spa
See all 1,504 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

Private Singhampton Caves Hike, Collingwood/Blue Mtn/Creemore

Private Singhampton Caves Hiking Tour, Collingwood/Blue Mountain

S$79
per adult
100% of travellers recommend
Private Singhampton Caves Hiking Tour, Collingwood/Blue Mountain
Private Nottawasaga Bluffs Caves Hiking Tour,Collingwood/Creemore

Private Nottawasaga Bluffs Caves Hiking Tour,Collingwood/Creemore

S$79
per adult
Private Nottawasaga Bluffs Caves Hiking Tour,Collingwood/Creemore
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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.