Niagara Wine Region Vacation Packages 2026 from $572

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The Latest Niagara Wine Region vacation packages

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

Modern Apartments in North York

North York

$572

per person

Sep 25 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Toronto (YYZ)

8.2/10 Very Good! (370 reviews)

Very convenient location and nice and clean apartment. The only thing was that I would not call it a 3 bedroom as one of the rooms was just a little dark space beside the main door in the entrance with no windows and having a twin bed and a curtain as the door!!!

Reviewed on Aug 21, 2026

Hotel Riu Plaza Toronto

Downtown Toronto

$1,352

per person

Oct 5 - Oct 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (4,484 reviews)

1 Hotel Toronto

Downtown Toronto

$789

per person

Sep 25 - Sep 27

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (786 reviews)

Town Inn Suites Hotel

Downtown Toronto

$1,052

per person

Oct 5 - Oct 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

8.6/10 Excellent! (3,932 reviews)

Very clean, comfortable, quiet, with on-site parking. Would definitely stay there again.

Reviewed on Aug 25, 2026

Cambridge Suites Toronto

Downtown Toronto

$622

per person

Sep 25 - Sep 27

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.2/10 Wonderful! (8,514 reviews)

Great stay in a perfect location.

Reviewed on Aug 25, 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

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

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

$140

per adult

98% of travellers recommend

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

$63

per adult

100% 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

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

524 York Road Niagara-on-the-Lake ON

$124 nightly

$146 total

Sep 13 - Sep 14

Total with taxes and fees

9.4/10 Exceptional! (1,719 reviews)

"We love the location. It’s a short drive to many of the wineries. As well we love the breakfast and the parking which is no extra charge."

Reviewed on Aug 24, 2026

Hilton Garden Inn Niagara-on-the-Lake

500 York Rd Niagara-on-the-Lake ON

Fully refundableReserve now, pay when you stay

$117 nightly

$138 total

Sep 13 - Sep 14

Total with taxes and fees

9.2/10 Wonderful! (1,018 reviews)

"Convenient location. Comfortable room"

Reviewed on Aug 24, 2026

Hyatt Regency Niagara Falls Fallsview

6700 Fallsview Blvd Niagara Falls ON

Fully refundableReserve now, pay when you stay

$161 nightly

$189 total

Sep 7 - Sep 8

Total with taxes and fees

8.8/10 Excellent! (1,569 reviews)

"Room was very clean and the staff was very helpful. Only one complaint was that we had to ask for a crib to be brought to our room 3 times before it happened. We asked at the time of check-in, and then 2 more times multiple hours later. Otherwise the staff was very friendly, opening doors, grabbing ..."

Reviewed on Aug 25, 2026

See all 1,438 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.