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Grey Highlands

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Grey Highlands Flights as Low as $209

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Flair Airlines
Sat, Sep 19 - Sat, Sep 26
FLL
Fort Lauderdale - Hollywood Intl.
YYZ
Pearson Intl.
$209 Roundtrip, found 5 hours ago
$209
Roundtrip
found 5 hours ago
Select Flair Airlines flight, departing Sat, Sep 19 from Fort Lauderdale - Hollywood Intl. to Pearson Intl., returning Sat, Sep 26, priced at $209 found 5 hours ago
Air Canada
Wed, Jul 8 - Tue, Jul 14
BOS
Logan Intl.
YTZ
Billy Bishop Toronto City
$237 Roundtrip, found 5 hours ago
$237
Roundtrip
found 5 hours ago
Select Air Canada flight, departing Wed, Jul 8 from Logan Intl. to Billy Bishop Toronto City, returning Tue, Jul 14, priced at $237 found 5 hours ago
Air Canada
Fri, Jul 17 - Fri, Jul 17
BOS
Logan Intl.
YTZ
Billy Bishop Toronto City
$241 Roundtrip, found 1 day ago
$241
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Jul 17 from Logan Intl. to Billy Bishop Toronto City, returning Fri, Jul 17, priced at $241 found 1 day ago
Air Canada
Mon, Jul 20 - Mon, Jul 20
BOS
Logan Intl.
YYZ
Pearson Intl.
$249 Roundtrip, found 17 hours ago
$249
Roundtrip
found 17 hours ago
Select Air Canada flight, departing Mon, Jul 20 from Logan Intl. to Pearson Intl., returning Mon, Jul 20, priced at $249 found 17 hours ago
Air Canada
Sat, Jul 11 - Sat, Jul 18
FLL
Fort Lauderdale - Hollywood Intl.
YHM
John C. Munro Hamilton Intl.
$252 Roundtrip, found 18 hours ago
$252
Roundtrip
found 18 hours ago
Select Air Canada flight, departing Sat, Jul 11 from Fort Lauderdale - Hollywood Intl. to John C. Munro Hamilton Intl., returning Sat, Jul 18, priced at $252 found 18 hours ago
Porter Airlines
Mon, Aug 10 - Mon, Aug 10
BOS
Logan Intl.
YYZ
Pearson Intl.
$260 Roundtrip, found 12 hours ago
$260
Roundtrip
found 12 hours ago
Select Porter Airlines flight, departing Mon, Aug 10 from Logan Intl. to Pearson Intl., returning Mon, Aug 10, priced at $260 found 12 hours ago
Air Canada
Sun, Jul 19 - Wed, Jul 22
BOS
Logan Intl.
YKF
Region of Waterloo Intl.
$263 Roundtrip, found 20 hours ago
$263
Roundtrip
found 20 hours ago
Select Air Canada flight, departing Sun, Jul 19 from Logan Intl. to Region of Waterloo Intl., returning Wed, Jul 22, priced at $263 found 20 hours ago
Air Canada
Sun, Jul 19 - Wed, Jul 22
BOS
Logan Intl.
YHM
John C. Munro Hamilton Intl.
$263 Roundtrip, found 20 hours ago
$263
Roundtrip
found 20 hours ago
Select Air Canada flight, departing Sun, Jul 19 from Logan Intl. to John C. Munro Hamilton Intl., returning Wed, Jul 22, priced at $263 found 20 hours ago
Air Canada
Wed, Aug 19 - Tue, Aug 25
DCA
Ronald Reagan Washington National
YYZ
Pearson Intl.
$279 Roundtrip, found 7 hours ago
$279
Roundtrip
found 7 hours ago
Select Air Canada flight, departing Wed, Aug 19 from Ronald Reagan Washington National to Pearson Intl., returning Tue, Aug 25, priced at $279 found 7 hours ago
WestJet
Wed, Jul 1 - Mon, Jul 6
MCO
Orlando Intl.
YYZ
Pearson Intl.
$301 Roundtrip, found 3 hours ago
$301
Roundtrip
found 3 hours ago
Select WestJet flight, departing Wed, Jul 1 from Orlando Intl. to Pearson Intl., returning Mon, Jul 6, priced at $301 found 3 hours ago
Air Canada
Sun, Aug 9 - Sat, Aug 15
DCA
Ronald Reagan Washington National
YKF
Region of Waterloo Intl.
$306 Roundtrip, found 1 day ago
$306
Roundtrip
found 1 day ago
Select Air Canada flight, departing Sun, Aug 9 from Ronald Reagan Washington National to Region of Waterloo Intl., returning Sat, Aug 15, priced at $306 found 1 day ago
Air Canada
Wed, Jul 22 - Wed, Jul 29
DCA
Ronald Reagan Washington National
YTZ
Billy Bishop Toronto City
$309 Roundtrip, found 6 hours ago
$309
Roundtrip
found 6 hours ago
Select Air Canada flight, departing Wed, Jul 22 from Ronald Reagan Washington National to Billy Bishop Toronto City, returning Wed, Jul 29, priced at $309 found 6 hours ago
Air Canada
Fri, Sep 4 - Mon, Sep 14
MCO
Orlando Intl.
YTZ
Billy Bishop Toronto City
$346 Roundtrip, found 5 hours ago
$346
Roundtrip
found 5 hours ago
Select Air Canada flight, departing Fri, Sep 4 from Orlando Intl. to Billy Bishop Toronto City, returning Mon, Sep 14, priced at $346 found 5 hours ago
Air Canada
Fri, Aug 14 - Sun, Aug 16
FLL
Fort Lauderdale - Hollywood Intl.
YKF
Region of Waterloo Intl.
$361 Roundtrip, found 1 day ago
$361
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Aug 14 from Fort Lauderdale - Hollywood Intl. to Region of Waterloo Intl., returning Sun, Aug 16, priced at $361 found 1 day ago
Air Canada
Tue, Jun 16 - Wed, Jun 17
FLL
Fort Lauderdale - Hollywood Intl.
YTZ
Billy Bishop Toronto City
$383 Roundtrip, just found
$383
Roundtrip
just found
Select Air Canada flight, departing Tue, Jun 16 from Fort Lauderdale - Hollywood Intl. to Billy Bishop Toronto City, returning Wed, Jun 17, priced at $383 just found
Bargain Flight
Mon, Jun 22 - Wed, Jun 24
DCA
Ronald Reagan Washington National
YHM
John C. Munro Hamilton Intl.
$427 Roundtrip, found 1 day ago
$427
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Mon, Jun 22 from Ronald Reagan Washington National to John C. Munro Hamilton Intl., returning Wed, Jun 24, priced at $427 found 1 day ago

Cheap Flights to Grey Highlands

Fall in love at first flight with your vacation to Grey Highlands by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Grey Highlands on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Grey Highlands, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Grey Highlands

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Grey Highlands with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the YOS airport.

What is the cheapest month to fly to Grey Highlands?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Grey Highlands are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Grey Highlands?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Grey Highlands.

What airport is best to fly into Grey Highlands?

When you’re planning your trip to Grey Highlands, convenience is the name of the game. Luckily, Grey Highlands Region of Waterloo Intl. Airport is nearby so you can deplane and get going on checking off everything on your Grey Highlands must-do list.

How much are flights to Grey Highlands?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Grey Highlands on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $209, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Grey Highlands?

The trick to saving a stack of cash on your flight to Grey Highlands? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $209 right now, why wait?

Grey Highlands Flight Information
Destination airport
Pearson Intl.
Destination airport IATA code
YYZ
Roundtrip price
$208

Last Minute Hotel Deals in Grey Highlands

Leelas Villa Inn Flesherton

Leelas Villa Inn Flesherton

3 out of 5
774107 Highway 10 South Grey Highlands ON
Stay at this hotel in Grey Highlands. Enjoy free WiFi, room service, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
8.6/10 Excellent! (434 reviews)
"Clean, perfect for stopover"

Reviewed on Jun 12, 2026

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Leelas Villa Inn Flesherton
Blue Mountain Resort Village Suites

Blue Mountain Resort Village Suites

4 out of 5
156 Jozo Weider Blvd The Blue Mountains ON
Book a stay at this ski hotel in The Blue Mountains. Enjoy free WiFi, an outdoor pool, and 10 restaurants. Our guests praise the pool and the helpful staff in ...
8.8/10 Excellent! (5,335 reviews)
"Fantastic stay"

Reviewed on Jun 14, 2026

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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
Book a stay at this spa resort in Collingwood. Enjoy an outdoor pool, a full-service spa, and a marina. Our guests praise the restaurant and the helpful staff ...
8.4/10 Very Good! (1,577 reviews)
"Spa is amazing."

Reviewed on Jun 8, 2026

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Living Water Resort and Spa
Blue Mountain Resort Inn

Blue Mountain Resort Inn

2.5 out of 5
110 Jozo Weider Blvd The Blue Mountains ON
Book a stay at this golf hotel in The Blue Mountains. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,669 reviews)
"Good place."

Reviewed on Jun 14, 2026

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Blue Mountain Resort Inn
Westin Trillium House, Blue Mountain

Westin Trillium House, Blue Mountain

4 out of 5
220 Gord Canning Drive The Blue Mountains ON
Book a stay at this beach hotel in The Blue Mountains. Enjoy a golf course, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
9.2/10 Wonderful! (1,387 reviews)
"Beautiful hotel in a lovely village. Everything was so handy. Parked the car and never had to move it. Lots of restaurants within walking distance."

Reviewed on Jun 14, 2026

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Westin Trillium House, Blue Mountain
Blue Mountain Resort Mosaic Suites

Blue Mountain Resort Mosaic Suites

2.5 out of 5
190 Jozo Weider Blvd The Blue Mountains ON
Book a stay at this spa hotel in The Blue Mountains. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (1,423 reviews)
"Great property, was my second time staying g there. Staff are wonderful. Room could of been cleaned a bit better and counters wiped down more."

Reviewed on Jun 14, 2026

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Blue Mountain Resort Mosaic Suites
Living Stone Golf Resort

Living Stone Golf Resort

3 out of 5
19 Keith Ave Collingwood ON
Book a stay at this golf resort in Collingwood. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
8.2/10 Very Good! (1,258 reviews)
"We stayed two nights. No house keeping, no coffee refilled . But I could get one bag at the reception."

Reviewed on Jun 12, 2026

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Living Stone Golf Resort
Best Western Inn On The Bay

Best Western Inn On The Bay

2.5 out of 5
1800 2nd Avenue East Owen Sound ON
Stay at this hotel in Owen Sound. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (1,008 reviews)
"3.5 stars…Our stay was okay, the room is decent but it could be cleaner. Some areas were so dusty, like beside the microwave and other surface areas. I wish there was an area to get coffee by the lounge but nothing much happening in the lobby. The view was beautiful though."

Reviewed on Jun 14, 2026

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Best Western Inn On The Bay
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.