Niagara Wine Region Vacation Packages 2026 from $738

Photo by Jeff White

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The Latest Niagara Wine Region vacation packages

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

The Waterside Inn

Port Credit

$738

per person

Sep 18 - Sep 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

8.6/10 Excellent! (1,040 reviews)

Hotel Riu Plaza Toronto

Downtown Toronto

$1,283

per person

Oct 5 - Oct 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (4,297 reviews)

1 Hotel Toronto

Downtown Toronto

$1,353

per person

Sep 25 - Sep 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (780 reviews)

This property was beautiful, gorgeous design, clean and well-maintained. There were thoughtful details throughout and a wonderful staff.

Reviewed on Aug 18, 2026

Town Inn Suites Hotel

Downtown Toronto

$1,044

per person

Oct 5 - Oct 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

8.6/10 Excellent! (3,870 reviews)

Pretty good room and good staff. Parking was great.

Reviewed on Aug 19, 2026

Shangri-La Toronto

Downtown Toronto

$2,334

per person

Oct 5 - Oct 12

found 2 days ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (1,324 reviews)

Compared to other Shangri-La s Ive stayed at in other countries. This one felt a bit cheap with the layout, decor and snacks/bar in room. Very cash grabbing. Tacky lobby too. But the food as BOSK for breakfast was delicious the housekeeping staff are lovely to speak with and the room size is very big.

Reviewed on Aug 18, 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

$109 nightly

$129 total

Sep 13 - Sep 14

Total with taxes and fees

9.4/10 Exceptional! (1,710 reviews)

"I told my coworkers that this was one of the cleanest and nicest hotels I've stayed at in a long time. Thank you!"

Reviewed on Aug 19, 2026

Hilton Garden Inn Niagara-on-the-Lake

500 York Rd Niagara-on-the-Lake ON

Fully refundableReserve now, pay when you stay

$106 nightly

$125 total

Sep 13 - Sep 14

Total with taxes and fees

9.2/10 Wonderful! (1,008 reviews)

"I enjoyed my stay. The staff was very helpful and friendly."

Reviewed on Aug 19, 2026

Hyatt Regency Niagara Falls Fallsview

6700 Fallsview Blvd Niagara Falls ON

Fully refundableReserve now, pay when you stay

$160 nightly

$188 total

Sep 7 - Sep 8

Total with taxes and fees

8.8/10 Excellent! (1,482 reviews)

"Great View of the falls! All the amenities you need with 2 restaurants and everything else is very walkable!"

Reviewed on Aug 19, 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.