Niagara Wine Region Vacation Packages 2026 from $422

Photo by Jeff White

The Latest Niagara Wine Region vacation packages

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

The York House

$422

per person

Oct 22 - Oct 28

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Toronto (YYZ)

10/10 Exceptional! (23 reviews)

What an absolutely beautiful home to stay in! We booked the deluxe double room and were so surprised by the size! It had so much space which made for a lovely stay for my husband and I's 10 year anniversary. There was so much character in the home as well which made for such a unique place to spend the weekend. It was also great to be within walking distance of Rizzo's House of Parm and the Ridgeway shops. We had a wonderful time. Thank you for such a great stay!

Reviewed on Aug 30, 2026

1 Hotel Toronto

Downtown Toronto

$1,268

per person

Nov 14 - Nov 18

found 1 day ago

Roundtrip flight included

New York (LGA) to Toronto (YYZ)

9.6/10 Exceptional! (792 reviews)

The Brick Hotel

Old Toronto

$835

per person

Nov 14 - Nov 18

found 1 day ago

Roundtrip flight included

New York (LGA) to Toronto (YYZ)

9.8/10 Exceptional! (16 reviews)

Peter Street Downtown Toronto Suites

Downtown Toronto

$584

per person

Nov 5 - Nov 8

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)

10/10 Exceptional! (2 reviews)

The aparthotel was very clean. The price was excellent and the host was very responsive. 5 star and definitely staying here again the next time in Toronto!

Reviewed on Jul 24, 2026

Modern Lillian Street Condos Midtown Toronto

Old Toronto

$725

per person

Nov 6 - Nov 10

found 1 day ago

Roundtrip flight included

New York (JFK) to Toronto (YYZ)

8.4/10 Very Good! (313 reviews)

Great place and great location!

Reviewed on Sep 3, 2026

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Stay near popular Niagara Wine Region attractions

An ice bar with bottles of ice wine and a wooden counter.

Peller Estates Winery

9.0/10 (660 reviews)

Award-winning wines are made on-site at this stately chateau. Tour the operation, sample excellent vintages and dine here to fully appreciate the labor and skill of the Peller team.

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A wine store with shelves of bottles and a sign that says "Chilled Wines".

Jackson-Triggs Winery

8.6/10 (307 reviews)

Nestled in one of the country’s fruit belts, this winery produces outstanding wines. Ask about concerts on the premises featuring great entertainment.

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A bottle of Ravine Vineyard Chardonnay and a glass on a wooden table by a window with a vineyard view.

Ravine Vineyard Estate Winery

9.0/10 (453 reviews)

With varied growing conditions, this vineyard offers unique wines. Visit the estate winery to sample its range of products and tour the surrounding historic region.

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A vineyard with rows of grapevines, a large tree, and a hill with autumn-colored trees in the background.

Château des Charmes

8.2/10 (57 reviews)

Learn about wines with an old-world flair, be impressed with the beautiful winery and vineyard and enjoy delicious food pairings.

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A grassy field with a wooden fence, trees with autumn foliage, and a building in the background.

Fort George National Historic Site

8.8/10 (22 reviews)

Tour this fort and building complex that played an important role for both warring sides in 1812. If results had changed slightly, two countries might be different today.

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A brick building on a grassy hill with a clear sky.

Fort Mississauga

10.0/10 (1 review)

Around this site in the 1800s, hostilities were fierce between these two now-friendly countries. Visit the tower, which is all of the fort that remains standing.

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Shaw Festival Theatre

9.0/10 (543 reviews)

You can enjoy a show at Shaw Festival Theatre on your trip to Niagara-on-the-Lake. Discover the area's beautiful waterfalls, or seek out its local tours.

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Niagara-on-the-Lake Golf Club

8.8/10 (301 reviews)

Enjoy a round of golf in Niagara-on-the-Lake at Niagara-on-the-Lake Golf Club. Discover the acclaimed theater scene and casinos in this walkable area.

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What to do in Niagara Wine Region

Taste of Canada: Niagara-on-the-Lake Food Tour

$64

per adult

100% of travellers recommend

Niagara Falls Canada Premium Tour: Journey Behind Falls and Boat Cruise

Niagara Falls Canada Premium Tour: Journey Behind the Falls and Boat Cruise

$158

per adult

98% of travellers recommend

Niagara Magic Live

$24

per adult

94% of travellers recommend

See all activities in Niagara Wine Region

Niagara Wine Region Hotel Deals

Hilton Garden Inn Niagara-on-the-Lake

500 York Rd Niagara-on-the-Lake ON

Fully refundableReserve now, pay when you stay

$107 nightly

$126 total

Sep 13 - Sep 14

Total with taxes and fees

Holiday Inn Express Niagara-On-The-Lake by IHG

524 York Road Niagara-on-the-Lake ON

$119 nightly

$140 total

Sep 13 - Sep 14

Total with taxes and fees

Hyatt Regency Niagara Falls Fallsview

6700 Fallsview Blvd Niagara Falls ON

Fully refundableReserve now, pay when you stay

$137 nightly

$161 total

Oct 1 - Oct 2

Total with taxes and fees

8.8/10 Excellent! (1,761 reviews)

"Worth getting room to view the falls."

Reviewed on Sep 5, 2026

See all 1,450 properties in Niagara Wine Region

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.