Grey Highlands Vacation Packages

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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!

Top Grey Highlands Vacation Deals

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

The Waterside Inn

Port Credit
CA $705
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
8.6/10 Excellent! (1,042 reviews)
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

Downtown Toronto
CA $840
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.4/10 Exceptional! (4,215 reviews)
1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
CA $1,514
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.6/10 Exceptional! (780 reviews)
Great property, small pool for kids but we made sure to go super early to get a swim in

Reviewed on Aug 6, 2026

Plush Hotel

Plush Hotel

Old Toronto
CA $1,242
per person
Oct 23 - Oct 30
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
6.2/10 (14 reviews)
very convienient location

Reviewed on Aug 4, 2026

 Finlay House Bed and Breakfast Niagara - on - the - Lake

Finlay House Bed and Breakfast Niagara - on - the - Lake

Old Town Historic District
CA $885
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Toronto (YYZ)
9.4/10 Exceptional! (242 reviews)
Our stay was wonderful! The room was lovely and extremely comfortable. Yvonne was a perfect hostess, very friendly and welcoming. She answered all our questions and gave us great information on what to see and do. The breakfasts were delicious too, served promptly, and with great attention to detail. Overall, we couldn’t be more pleased with our stay and look forward to visiting again in the future!

Reviewed on Aug 1, 2026

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Grey Highlands Hotel Deals

Rocklyn Inn Bed & Breakfast

Rocklyn Inn Bed & Breakfast

726004 Sideroad 22B Grey Highlands ON
CA $178
CA $224 total
Aug 23 - Aug 24
includes taxes & fees
9.8/10 Exceptional! (55 reviews)
"Lesley and Michael were extremely accommodating and welcoming. The room was very clean and comfortable and we had a lovely time enjoying the quiet backyard with our coffees. The homemade breakfast was so tasty. Great value and would definitely return to visit again!"

Reviewed on Jul 26, 2026

Rocklyn Inn Bed & Breakfast
Blue Mountain Resort Village Suites

Blue Mountain Resort Village Suites

156 Jozo Weider Blvd The Blue Mountains ON
Fully refundableReserve now, pay when you stay
CA $141
CA $209 total
Sep 8 - Sep 9
includes taxes & fees
Blue Mountain Resort Village Suites
Blue Mountain Resort Inn

Blue Mountain Resort Inn

110 Jozo Weider Blvd The Blue Mountains ON
Fully refundableReserve now, pay when you stay
CA $116
CA $181 total
Sep 8 - Sep 9
includes taxes & fees
8.8/10 Excellent! (1,731 reviews)
"Rooms are a great size and beds are clean and comfortable. The pool is a bit small considering the number of people staying there, but the multiple hot tubs outside were beautiful. The staff is super friendly and Jozo's restaurant on-site was FANTASTIC."

Reviewed on Aug 7, 2026

Blue Mountain Resort Inn
See all 1,591 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.

Stay near popular Grey Highlands attractions

Eugenia Lake

8.8/10 (3 reviews)
Commune with nature and explore the great outdoors at Eugenia Lake during your travels in Flesherton. Wander the forest or discover the area's waterfalls.
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Beaver Valley Ski Club

9.0/10 (17 reviews)
Hit the slopes at Beaver Valley Ski Club during your trip to Grey Highlands. Wander the forest or discover the area's waterfalls.
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Eugenia Falls Conservation Area

8.6/10 (18 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.
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Hoggs Falls

9.6/10 (7 reviews)
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.
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Old Baldy Conservation Area

Explore the great outdoors at Old Baldy Conservation Area, a lovely green space in Grey Highlands. Wander the forest or discover the area's waterfalls.
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Perry's Pond

Commune with nature and explore the great outdoors at Perry's Pond during your travels in Grey Highlands. Wander the forest or discover the area's waterfalls.
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Epping Lookout Conservation Area

You can take time to visit Epping Lookout Conservation Area during your travels to Grey Highlands. Wander the forest or discover the area's waterfalls.
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Eigensinn Farm

After visiting Eigensinn Farm, make a plan to see the other sights and activities in Grey Highlands. Wander the forest or discover the area's waterfalls.
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What to do in Grey Highlands

Smartphone Audio Driving Tour between Collingwood and Toronto

Smartphone Audio Driving Tour between Collingwood and Toronto

CA $9
per traveller
Smartphone Audio Driving Tour between Collingwood and Toronto
Blue Mountain Private Tour from Toronto

Blue Mountain Private Tour from Toronto

CA $4,708
per adult
Blue Mountain Private Tour from Toronto
See all activities in Grey Highlands

Frequently asked questions

How much does a Grey Highlands vacation package cost?
You can pick up a vacation package to this destination from CA $705 on Expedia. However, how much your vacation to Grey Highlands costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Grey Highlands?
You can usually find lower prices and better availability in January, April and November. Check out our cheap Grey Highlands vacation packages and you could score some great off-season discounts.
How many days is enough for Grey Highlands?
The ideal duration for your Grey Highlands vacation depends on what you'd like to see. Generally, a few days to a week will give you enough time to check out all the top attractions and discover some hidden treasures along the way.
How to find the best Grey Highlands package deals?
Begin your search for a Grey Highlands package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Grey Highlands package deal straight away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Grey Highlands adventure off to a flying start.
Is it cheaper to book a Grey Highlands vacation as a package?
You can enjoy significant savings on your Grey Highlands getaway by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to view some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
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 snap up some outstanding deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Grey Highlands?
  1. Choose when to travel: Check your calendar and pack your bags. Your preferred time of year and the activities on offer will also help you decide when to escape to Grey Highlands.
  2. Budget wisely: On top of the price of your accommodations, you should factor in other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Grey Highlands.
  3. Decide how long to go for: Now that you're more familiar with Grey Highlands, you can work out the right length of your break. Put together a draft itinerary and allocate enough time to cover everything you want to see.
  4. Combine your airfare and accommodations: After you've settled on your travel dates and duration, book the perfect Grey Highlands vacation package for you.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.