Niagara Wine Region Vacation Packages 2026 from $738

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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)

We really enjoyed our stay! It's lovely to have a kitchen & a beautiful balcony overlooking the Lake! The staff are friendly and helpful and our suite was very clean and comfortable. It's a very walkable neighbourhood, lots of shops and restaurants nearby & a short walk to the GO Station.

Reviewed on Aug 17, 2026

1 Hotel Toronto

Downtown Toronto

$1,345

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

Altitude Suites on Yonge

Downtown Toronto

$1,305

per person

Sep 27 - Sep 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Toronto (YYZ)

9/10 Wonderful! (84 reviews)

Great size for our family of 5. Walk to CN Tower, Rogers Centre etc was about 30 mins, with 3 teenagers. Quiet area, very safe. The apartment was clean, and had all the facilities you would expect and the building was secure. The host was helpful, and effeicent. Overall a great experience.

Reviewed on Apr 9, 2026

Hotel Riu Plaza Toronto

Downtown Toronto

$1,055

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (4,297 reviews)

L'hotel est propre, le personnel accueillant et le buffet de qualité

Reviewed on Aug 18, 2026

Town Inn Suites Hotel

Downtown Toronto

$890

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Toronto (YYZ)

8.6/10 Excellent! (3,870 reviews)

Its ok. Old building with lots of lipstick. Not worth $333/night. Has balconies', but door locked. It was quiet, and clean.

Reviewed on Aug 17, 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

$110 nightly

$129 total

Sep 13 - Sep 14

Total with taxes and fees

9.4/10 Exceptional! (1,704 reviews)

"Breakfast and parking excellent"

Reviewed on Aug 17, 2026

Hilton Garden Inn Niagara-on-the-Lake

500 York Rd Niagara-on-the-Lake ON

Fully refundableReserve now, pay when you stay

$107 nightly

$125 total

Sep 13 - Sep 14

Total with taxes and fees

9.2/10 Wonderful! (1,006 reviews)

"Toilet was very low"

Reviewed on Aug 17, 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! (1,457 reviews)

"My experience at the Hyatt Regency Niagara Falls was extremely disappointing, particularly because of the way we were treated by the front desk staff. Our room was not ready at check-in, and we were left waiting for hours. Instead of being helpful or apologetic about the delay, the staff repeatedly ..."

Reviewed on Aug 18, 2026

See all 1,424 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.