Niagara Wine Region Vacations from $414

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The Latest Niagara Wine Region vacation packages

Price found within the past 48 hours. Click for updated prices.
Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

Clifton Hill
$414
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (2,495 reviews)
Our stay at the Sterling was absolutely beautiful, breakfast in bed complementary every morning. Thank you so much for upgrading our room for my big 60th birthday party. What a special treat. It was so close to Niagara Falls. You could walk pretty much anywhere, but it was safe and secure. The staff at the front desk was always so welcoming and so friendly and offered to help us out anytime we needed some suggestions. The AG Inspired Cuisine downstairs was amazing. Farm to table and presentation was .

Reviewed on Sep 2, 2026

1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
Save 100% on your flight
$1,486
per person
Nov 20 - Nov 25
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (789 reviews)
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

Downtown Toronto
$909
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (4,590 reviews)
The breakfast was delish and fresh. We did not have housekeeping a couple of days even though we were gone all day. Had to ask for clean towels but no big deal.

Reviewed on Sep 3, 2026

Modern Apartments in North York

Modern Apartments in North York

North York
$580
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.2/10 Very Good! (373 reviews)
This unit is well located in the city. Secured underground parking and easy access to Sheppard-Younge station at the building. Lots of amenities near by. The unit was clean and decently appointed typical for vacay rentals. It is a little tired. Little things like broken toilette paper dispenser, no hooks in bathroom furnishings that have been well used. It was a great option for our stay in Toronto.

Reviewed on Sep 3, 2026

Modern Downtown Apartments

Modern Downtown Apartments

Downtown Toronto
Save 100% on your flight
$608
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.2/10 Very Good! (608 reviews)
Check-in went great. The space was clean. We love the location. There were three of us and we only had towels for one person. I notified the Booking They responded a bit later that they would look into this and have someone bring some up for us. Unfortunately, we checked out before hearing anything back or receiving any additional towels. Upon checkout, I let the Booking know again that we didn't receive any towels. And they brought to they were in the dryer. I wish I had known that earlier. Two of us slept in the bed, which was a very hard mattress and one slept on the couch. The individual on the couch had a much better sleep.

Reviewed on Aug 31, 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

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

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

$64
per adult
100% of travellers recommend
Taste of Canada: Niagara-on-the-Lake Food Tour
Niagara Falls Canada Premium Tour: Journey Behind Falls and Boat Cruise

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

$158
per adult
98% of travellers recommend
Niagara Falls Canada Premium Tour: Journey Behind the Falls and Boat Cruise
Niagara Magic Live

Niagara Magic Live

$24
per adult
94% of travellers recommend
Niagara Magic Live
See all activities in Niagara Wine Region

Niagara Wine Region Hotel Deals

Hilton Garden Inn Niagara-on-the-Lake

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! (1,007 reviews)
"The room was clean. Staff were friendly at check in. Close to dining, Niagara Falls, and other areas to visit in Niagara region."

Reviewed on Sep 3, 2026

Hilton Garden Inn Niagara-on-the-Lake
Holiday Inn Express Niagara-On-The-Lake by IHG

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

524 York Road Niagara-on-the-Lake ON
Fully refundable
$126 nightly
$148 total
Sep 13 - Sep 14
Total with taxes and fees
9.4/10 Exceptional! (1,688 reviews)
"We had some difficulty with rooms we booked. The maid did not make up our room. We came back from a full day out to find our room not cleaned. The maid knocked on our door a half hour after our return, we told her not to bother as we had tired children. We usually have a good time here, not this ..."

Reviewed on Sep 3, 2026

Holiday Inn Express Niagara-On-The-Lake by IHG
Hyatt Regency Niagara Falls Fallsview

Hyatt Regency Niagara Falls Fallsview

6700 Fallsview Blvd Niagara Falls ON
Fully refundableReserve now, pay when you stay
$137 nightly
$161 total
Oct 1 - Oct 2
Total with taxes and fees
8.8/10 Excellent! (1,731 reviews)
"Overall great experience. The room was clean. The view was great and the staff were very friendly."

Reviewed on Sep 3, 2026

Hyatt Regency Niagara Falls Fallsview
See all 1,450 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.

Find the Best Niagara Wine Region Vacation Packages

Niagara Wine Region Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Pearson Intl. Airport (YYZ)

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