Niagara Wine Region Vacation Packages 2026 from $529

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The Latest Niagara Wine Region vacation packages

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

Town Inn Suites Hotel

Downtown Toronto

$529

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

8.6/10 Excellent! (3,888 reviews)

It’s a good location, making it easy to walk to out destinations.

Reviewed on Aug 7, 2026

1 Hotel Toronto

Downtown Toronto

$1,295

per person

Sep 25 - Sep 29

found 1 day ago

Roundtrip flight included

Boston (BOS) 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

Hotel Riu Plaza Toronto

Downtown Toronto

$695

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (4,215 reviews)

Perfect location and the best time was had!! Highly recommend, the breakfast was tasty and plentiful

Reviewed on Aug 7, 2026

Four Seasons Hotel Toronto

Old Toronto

$1,311

per person

Sep 10 - Sep 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (993 reviews)

Wonderful hotel, very relaxing. Thanks.

Reviewed on Aug 4, 2026

One King West Hotel & Residence

Downtown Toronto

$707

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (8,228 reviews)

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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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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 lively festivals and casinos in this walkable area.

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Royal George Theatre

9.2/10 (25 reviews)

You can get tickets for a performance at Royal George Theatre during your stay in Niagara-on-the-Lake. Stroll along the lakeside or seek out the local tours.

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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

Fully refundable

$108 nightly

$127 total

Sep 7 - Sep 8

Total with taxes and fees

9.4/10 Exceptional! (1,714 reviews)

"Cet endroit était exceptionnel. Un très bon rapport qualité prix. L’endroit est quasi neuf et le personnel qui vous donne le goût d’y rester plusieurs nuits. Merci à toute l’équipe pour une expérience extraordinaire!"

Reviewed on Aug 6, 2026

Hilton Garden Inn Niagara-on-the-Lake

500 York Rd Niagara-on-the-Lake ON

Fully refundableReserve now, pay when you stay

$126 nightly

$148 total

Aug 30 - Aug 31

Total with taxes and fees

Residence & Conference Centre - Niagara-on-the-Lake

137 Taylor Road Niagara-on-the-Lake ON

Fully refundableReserve now, pay when you stay

$90 nightly

$102 total

Aug 17 - Aug 18

Total with taxes and fees

7.6/10 Good! (1,013 reviews)

"I would rate this place 0 star due to the location where its at, where there are no eateries and this place also has no restaurant. there are no amenities for the kids. Lady at the reception was rude and refused to fill even water in the dispenser. I paid approx 200 for this place for a night and ..."

Reviewed on Aug 7, 2026

See all 1,422 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.