Grey Highlands Vacation Packages
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Top Grey Highlands vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Riu Plaza Toronto
Downtown Toronto
9.4/10 Exceptional! (5,143 reviews)
Jan 21 - Jan 24
3 night stay
Chicago (CHI) to Toronto (YYZ)
Air Canada • Roundtrip • Coach
Price was $846, price is now $625 per person
$625
per person
found 1 day ago
The staff were very attentive and easily available. The rooms and lobby and hallway were extremely clean. The breakfast was one of the best I’ve had in a hotel. There isn’t hotel parking, but it’s super close and easy, so parking is no hassle.
Reviewed on Nov 2, 2026
5.0-star property
1 Hotel Toronto
Downtown Toronto
9.6/10 Exceptional! (851 reviews)
Dec 3 - Dec 8
5 night stay
Chicago (CHI) to Toronto (YYZ)
Air Canada • Coach
Toronto (YYZ) to Chicago (CHI)
American Airlines • Coach
Price was $2,148, price is now $1,425 per person
$1,425
per person
found 1 day ago
great service, clean rooms.
Reviewed on Nov 1, 2026
4.0-star property
TOOR Hotel Toronto, part of JdV by Hyatt
Downtown Toronto
9.4/10 Exceptional! (1,227 reviews)
Dec 3 - Dec 8
5 night stay
Chicago (CHI) to Toronto (YYZ)
Air Canada • Coach
Toronto (YYZ) to Chicago (CHI)
American Airlines • Coach
Price was $1,072, price is now $739 per person
$739
per person
found 1 day ago
Great location. Friendly staff. Safe for 1 person to walk around. Loved it!
Reviewed on Nov 2, 2026
4.0-star property
Hilton Toronto/Markham Suites Conference Centre & Spa
8.6/10 Excellent! (1,719 reviews)
Dec 3 - Dec 8
5 night stay
Chicago (CHI) to Toronto (YYZ)
Air Canada • Coach
Toronto (YYZ) to Chicago (CHI)
American Airlines • Coach
Price was $837, price is now $627 per person
$627
per person
found 1 day ago
Plenty of parking
Reviewed on Nov 2, 2026
Top rated hotels for your Grey Highlands vacation package
Leelas Villa Inn Flesherton
774107 Highway 10 South Grey Highlands ON
5.35 mi from city center
$71 nightly
The price is $80 total per night
$80 total
Nov 10 - Nov 11
Total with taxes and fees
Guests staying at Leelas Villa Inn Flesherton enjoy free WiFi in public areas, free newspapers, and a garden. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. Additional amenities include a reception hall, a vending machine, and an ATM.
Free WiFi
Restaurant
Danby House
46 Main Street East Grey Highlands ON
Free Cancellation
Reserve now, pay when you stay
3.57 mi from city center
$135 nightly
The price is $152 total per night
$152 total
Nov 3 - Nov 4
Total with taxes and fees
Guests of Danby House enjoy access to free WiFi in public areas, coffee in a common area, and microwave in a common area. A stay here includes free parking. Helpful staff is there to provide tour or ticket assistance, as well as offer insight about the area. Additional amenities include a refrigerator in a common area, a terrace, and a picnic area.
Parking included
Free WiFi
Cottage Paradise - Water, Woods and Nature
Flesherton ON
6.61 mi from city center
$333 nightly
The price is $377 total per night
$377 total
Nov 10 - Nov 11
Total with taxes and fees
At this cottage, guests have access to a gym, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
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.
Things to do
Markdale, Ontario: Hands-On Alpaca Experience with Treats
$35
per adult
