Grey Highlands Vacations from $981

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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.
Modern Lillian Street Condos Midtown Toronto

Modern Lillian Street Condos Midtown Toronto

4.5 out of 5
Old Toronto
Save 100% on your flight
Price was $1,375, price is now $981 per person
$981
per person
Aug 20 - Aug 23
found 7 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.6/10 Excellent! (292 reviews)
This is an absolutely excellent place to stay. Clean, comfortable, convenient with many special extra touches (toothbrushes, toiletries you may have forgotten). Fully stocked kitchen, washer and dryer. I can't say enough.

Reviewed on Jun 10, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,669, price is now $1,128 per person
$1,128
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Toronto (YYZ)
9.2/10 Wonderful! (3,600 reviews)
Breakfast was very good, but it started at 7 am, which seems a little late compared to other hotels. The room cleanliness could be better. The floors were dirty and dusty in both of our rooms. The pillows were flat and small with no support. The blankets also were low quality. With this price range hotel, we were expecting better quality. The staff were all very nice, helpful, and friendly.

Reviewed on Jun 13, 2026

Residence Inn by Marriott Toronto Downtown / Entertainment District

Residence Inn by Marriott Toronto Downtown / Entertainment District

3.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,999, price is now $1,383 per person
$1,383
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Toronto (YYZ)
9.2/10 Wonderful! (3,298 reviews)
Very nice stay! Clean and comfortable room. Staff very friendly and helpful.

Reviewed on Jun 10, 2026

Modern Apartments in North York

Modern Apartments in North York

4 out of 5
North York
Save 100% on your flight
Price was $1,517, price is now $1,070 per person
$1,070
per person
Aug 20 - Aug 23
found 7 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.2/10 Very Good! (346 reviews)
check in was a bit delayed due to cleaning. (Our check-in was at 3, we got in a little after 3:30) Apart from that, parking was quite easy to find along with great public transportation and restaurants near by. I would stay here again, very justifiable for the price.

Reviewed on Jun 6, 2026

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Discover the most popular places to visit in Grey Highlands

Eugenia Falls Conservation Area

4/5(2 reviews)

Explore the great outdoors at Eugenia Falls Conservation Area, a lovely green space in Flesherton. Wander the forest or discover the area's waterfalls.

Eugenia Falls Conservation Area

Beaver Valley Ski Club

Hit the slopes at Beaver Valley Ski Club during your trip to Grey Highlands. Wander the forest or discover the area's waterfalls.

Beaver Valley Ski Club

Hoggs Falls

Commune with nature and explore the great outdoors at Hoggs Falls during your travels in Flesherton. Wander the forest or discover the area's waterfalls.

Hoggs Falls

What to do in Grey Highlands

Smartphone Audio Driving Tour between Collingwood and Toronto

Smartphone Audio Driving Tour between Collingwood and Toronto

$7
per traveler
Smartphone Audio Driving Tour between Collingwood and 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
$84 nightly
The price is $95 total per night from Jun 14 to Jun 15
$95 total
Jun 14 - Jun 15
Total with taxes and fees
8.6/10 Excellent! (434 reviews)
"Clean, perfect for stopover"

Reviewed on Jun 12, 2026

Leelas Villa Inn Flesherton
Rocklyn Inn Bed & Breakfast

Rocklyn Inn Bed & Breakfast

4 out of 5
726004 Sideroad 22B Grey Highlands ON
$118 nightly
The price is $134 total per night from Jun 18 to Jun 19
$134 total
Jun 18 - Jun 19
Total with taxes and fees
9.8/10 Exceptional! (49 reviews)
"Exceptional host, lovely place overall. A great central spot to explore the area."

Reviewed on May 16, 2026

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
$131 nightly
The price is $154 total per night from Jul 7 to Jul 8
$154 total
Jul 7 - Jul 8
Total with taxes and fees
8.8/10 Excellent! (5,322 reviews)
"Was a nice clean resort, lots of things to do for kiddos but activities and food were pricey."

Reviewed on Jun 12, 2026

Blue Mountain Resort Village Suites
See all 1,561 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 $981 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.