Niagara Wine Region Vacation Packages 2026 from $658

Photo by Jeff White

The Latest Niagara Wine Region vacation packages

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

The Waterside Inn

Port Credit

$658

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)

Great place! Conveniently located

Reviewed on Aug 13, 2026

1 Hotel Toronto

Downtown Toronto

$1,404

per person

Sep 25 - Sep 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (780 reviews)

Everything was absolutely PERFECT! The clean environment, the well kept rooms, the friendly staff and amazing food. Zero complaints and we can’t wait to return to Canada!

Reviewed on Aug 13, 2026

TOOR Hotel Toronto, part of JdV by Hyatt

Downtown Toronto

$1,086

per person

Sep 18 - Sep 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (912 reviews)

Cambridge Suites Toronto

Downtown Toronto

$1,426

per person

Oct 17 - Oct 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.2/10 Wonderful! (8,435 reviews)

Finlay House Bed and Breakfast Niagara - on - the - Lake

Old Town Historic District

$967

per person

Oct 1 - Oct 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (246 reviews)

Our stay was wonderful! The room was lovely and extremely comfortable. Yvonne was a perfect hostess, very friendly and welcoming. She answered all our questions and gave us great information on what to see and do. The breakfasts were delicious too, served promptly, and with great attention to detail. Overall, we couldn’t be more pleased with our stay and look forward to visiting again in the future!

Reviewed on Aug 1, 2026

Don't see what you're looking for?

See all available trips from Columbus to Niagara Wine Region

View all trips

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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

$101 nightly

$119 total

Sep 13 - Sep 14

Total with taxes and fees

9.4/10 Exceptional! (1,693 reviews)

"Clean room. Professional staff. Selim was very helpful!"

Reviewed on Aug 13, 2026

Hilton Garden Inn Niagara-on-the-Lake

500 York Rd Niagara-on-the-Lake ON

$119 nightly

$140 total

Sep 8 - Sep 9

Total with taxes and fees

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! (1,397 reviews)

"The room was clean and comfortable with an amazing view of the Niagara Falls. The staff was also super friendly and helpful and was always ready to answer any questions we had."

Reviewed on Aug 14, 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.