Grey Highlands Vacations from $480

Book a Hotel + Flight or Car together to unlock savings

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 $748, price is now $480 per person
$480
per person
Jan 14 - Jan 19
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.6/10 Excellent! (1,146 reviews)
This is a very nice property and the rooms are very generous in size. We definitely enjoyed our time here.

Reviewed on Nov 13, 2026

Mount Alverno Luxury Resorts

Mount Alverno Luxury Resorts

2.5 out of 5
Price was $824, price is now $515 per person
$515
per person
Jan 15 - Jan 18
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.8/10 Excellent! (395 reviews)

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $1,630, price is now $1,053 per person
$1,053
per person
Jan 15 - Jan 19
found 2 hours ago
Roundtrip flight included
Los Angeles (LAX) to Toronto (YYZ)
9.6/10 Exceptional! (851 reviews)
Best hotel in Toronto

Reviewed on Nov 13, 2026

Cabbagetown Inn

Cabbagetown Inn

3 out of 5
Downtown Toronto
Price was $936, price is now $609 per person
$609
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
8.6/10 Excellent! (104 reviews)
Clean, good location friendly staff

Reviewed on Nov 5, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $800, price is now $538 per person
$538
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (5,143 reviews)
The hotel was very well located, close to the main attractions and surrounded by plenty of restaurants. The breakfast was excellent, with a great variety of food to choose from, and the staff were friendly and welcoming. The only downsides were the condition of our room when we first arrived and the poor internet connection. The floor was sticky, and we found empty alcohol cans and cocktail glass behind the curtains, suggesting that something had been spilled on the floor. The Wi-Fi connection in our room was also quite poor. Despite these issues, we enjoyed our stay overall. It’s a nice hotel in a great location, and we would consider staying there again

Reviewed on Nov 13, 2026

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Stay near popular Grey Highlands attractions

Beaver Valley Ski Club

9.0/10 (17 reviews)
Family-oriented private ski club in Ontario's Grey Highlands with diverse terrain for all skill levels. Members enjoy a tight-knit community with programs for recreational and competitive winter sports enthusiasts.
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What to do in Grey Highlands

Toronto–Collingwood Self-Guided Smartphone Audio Driving Tour

Toronto–Collingwood Self-Guided Smartphone Audio Driving Tour

$6
per traveler
Toronto–Collingwood Self-Guided Smartphone Audio Driving Tour
Blue Mountain Private Tour from Toronto

Blue Mountain Private Tour from Toronto

$3,285
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
$76 nightly
The price is $86 total per night from Nov 21 to Nov 22
$86 total
Nov 21 - Nov 22
Total with taxes and fees
Leelas Villa Inn Flesherton
Danby House

Danby House

4 out of 5
46 Main Street East Grey Highlands ON
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $148 total per night from Nov 17 to Nov 18
$148 total
Nov 17 - Nov 18
Total with taxes and fees
9.6/10 Exceptional! (164 reviews)
"Danby House was a great spot for us to stay during our wknd of hiking. The room/bathroom were clean and comfortable. The weather was still nice enough for us to enjoy our balcony in the afternoon sun. Marilynne’s Restaurant is right around the corner and the food was great."

Reviewed on Nov 1, 2026

Danby House
Cottage Paradise - Water, Woods and Nature

Cottage Paradise - Water, Woods and Nature

Flesherton ON
$316 nightly
The price is $357 total per night from Nov 15 to Nov 16
$357 total
Nov 15 - Nov 16
Total with taxes and fees
10/10 Exceptional! (6 reviews)
"The pond was lovely, such a nice cabin to spend a few days in. Very friendly and helpful host."

Reviewed on Oct 3, 2026

Cottage Paradise - Water, Woods and Nature
See all 1,555 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 $480 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.