Grey Highlands Vacations from $424

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Your Grey Highlands Vacation

With one of our vacation packages to Grey Highlands, you'll discover infinite opportunities for fun and relaxation. There's so much to look forward to, including its rural countryside and spectacular views. Fill your free time with tours of Beaver Valley Ski Club, Eugenia Lake and Eugenia Falls Conservation Area, some of the things you simply have to see during your trip to Grey Highlands. Stop daydreaming and start adventuring. Explore the multitude of options on Expedia today and finally put your Grey Highlands vacation plans in motion!

The Latest Grey Highlands vacation packages

Price found within the past 48 hours. Click for updated prices.
The Waterside Inn

The Waterside Inn

3.5 out of 5
Port Credit
Price was $612, price is now $424 per person
$424
per person
Sep 3 - Sep 6
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
8.8/10 Excellent! (1,017 reviews)

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $2,189, price is now $1,329 per person
$1,329
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (762 reviews)
Staff are always amazing, warm and welcoming. I stay here several times a year.

Reviewed on Jul 19, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,436, price is now $896 per person
$896
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (4,059 reviews)
Staff and cleanliness was impeccable. Size of room and no pool made this a place we will not stay at again. No room service as well. 3 strikes your out

Reviewed on Jul 20, 2026

Elegant Downtown Apartments

Elegant Downtown Apartments

4 out of 5
Downtown Toronto
Price was $1,201, price is now $819 per person
$819
per person
Aug 25 - Aug 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8/10 Very Good! (679 reviews)
Would stay again

Reviewed on Jul 19, 2026

Shangri-La Toronto

Shangri-La Toronto

5 out of 5
Downtown Toronto
Price was $2,031, price is now $1,423 per person
$1,423
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (1,303 reviews)
Great for traveling with teens. Lots of attractions and restaurants in walking distance.

Reviewed on Jul 19, 2026

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Stay near popular Grey Highlands attractions

Eugenia Lake

8.8/10 (3 reviews)
This serene man-made reservoir offers pristine waters for boating and fishing amid the scenic Grey Highlands. Explore nearby Eugenia Falls after kayaking the calm morning waters surrounded by Ontario's lush forests.
See properties

What to do in Grey Highlands

Smartphone Audio Driving Tour between Collingwood and Toronto

Smartphone Audio Driving Tour between Collingwood and Toronto

$6
per traveler
Smartphone Audio Driving Tour between Collingwood and Toronto
Blue Mountain Private Tour from Toronto

Blue Mountain Private Tour from Toronto

$3,338
per adult
Blue Mountain Private Tour from Toronto
See all activities in Grey Highlands

Grey Highlands Hotel Deals

Leelas Villa Inn Flesherton

Leelas Villa Inn Flesherton

3 out of 5
774107 Highway 10 South Grey Highlands ON
$77 nightly
The price is $87 total per night from Jul 23 to Jul 24
$87 total
Jul 23 - Jul 24
Total with taxes and fees
8.6/10 Excellent! (449 reviews)
"Everything was excellent and the little restaurant was awesome."

Reviewed on Jul 20, 2026

Leelas Villa Inn Flesherton
Rocklyn Inn Bed & Breakfast

Rocklyn Inn Bed & Breakfast

4 out of 5
726004 Sideroad 22B Grey Highlands ON
$133 nightly
The price is $150 total per night from Jul 22 to Jul 23
$150 total
Jul 22 - Jul 23
Total with taxes and fees
Rocklyn Inn Bed & Breakfast
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
$138 nightly
The price is $163 total per night from Aug 16 to Aug 17
$163 total
Aug 16 - Aug 17
Total with taxes and fees
8.8/10 Excellent! (5,558 reviews)
"The room was very clean and spacious, but also quite loud. You could hear the people above us throughout the evening, as well as the guests outside who were very noisy. The attractions were great, but also quite expensive. Wouldn’t recommend the mini golf as it’s a very challenging course, especially ..."

Reviewed on Jul 20, 2026

Blue Mountain Resort Village Suites
See all 1,601 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.

Find the Best Grey Highlands Vacation Packages

Grey Highlands Essential Information

Language
English
Currency
Canadian dollars
Max Temp Winter
25ºF
Max Temp Summer
70ºF
Top Sights
Beaver Valley Ski Club, Hoggs Falls and South Grey Museum and Historical Library

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Frequently asked questions

How much does a Grey Highlands vacation package cost?
Offering great value package deals from $424 on Expedia, you'll be surprised at how little a vacation 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?
You can usually find lower rates and better availability in March, April and December. Check out our cheap Grey Highlands vacation packages and you could get some great off-season deals.
How many days is enough for Grey Highlands?
With a well-planned itinerary, you can easily tick off the top Grey Highlands attractions in a handful of days. But if you want to venture off the beaten track or go on day tours, think about booking your Grey Highlands vacation 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 vacation package well in advance.
Is it cheaper to book a Grey Highlands vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging stays and flights individually. Better still, you can customize 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 vacation 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 traveling on a whim.
How to plan a trip to Grey Highlands?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Grey Highlands.
  2. Plan your budget wisely: Besides the cost of your stay, you'll need to consider other expenses. These include transportation, flights and food. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Grey Highlands.
  3. Explore Grey Highlands using Expedia's trip planning tool: Gain insights into the top attractions and best hotels for your trip to Grey Highlands. You can also save your must-visit places, collaborate with your group and manage your plans in one place.
  4. Decide your trip length: Think about how much time you'd like to spend exploring Grey Highlands. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  5. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to pick a Grey Highlands vacation package that brings all your bookings together.
  6. Book any activities or day trips: Now to the fun part — locking in everything you want to see and do. Check out some of the best things to do in Grey Highlands, Grey County and reserve your tickets early to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later Grey Highlands vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Grey Highlands break over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.