Niagara Wine Region Vacations from $560

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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

The Waterside Inn

Port Credit
$560
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.6/10 Excellent! (1,064 reviews)
This is a hotel that was great in its day, and needs some tlc to bring it back to its old grandeur. The location is great but that's about it. The entrance is difficult and the lobby set up is badly designed - getting in and out if more than one person is coming is a feat. The staff, the little we saw of them, at the front desk were not friendly nor helpful. We were supposed to get the Expedia VIP treatment, but what we got was an attitude. On top of that, there seems to be a policy in Canada to charge a security deposit of $400 on a paid room. I had never heard of such a thing, and what's the logic there? One of the appliances in the apartment wasn't working either. I wanted to like it, low floor view and balcony, but the unfriendliness really took the joy out of the stay. It's comfortable enough in the room, just don't expect a super friendly or pleasant experience.

Reviewed on Aug 27, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

Downtown Toronto
$1,353
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (4,484 reviews)
Clean room and excellent staff.

Reviewed on Aug 28, 2026

1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
$2,396
per person
Sep 27 - Oct 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (789 reviews)
Town Inn Suites Hotel

Town Inn Suites Hotel

Downtown Toronto
$1,054
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.6/10 Excellent! (3,932 reviews)
The room was nice and everything you would require in an efficiency unit. It was reasonably clean. We had breakfast included and had to walk to the restaurant at the end of the street ( about 2 minutes). Food was really good there and staff were really nice. Only thing was we had to bring coffee from the hotel or purchase coffee at the restaurant as it was not included with breakfast (😁). Overall stay was good. Staff were friendly and all needs were met.

Reviewed on Aug 28, 2026

Shangri-La Toronto

Shangri-La Toronto

Downtown Toronto
$2,195
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (1,350 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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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
Niagara Falls Canada Premium Tour: Journey Behind the Falls and Boat Cruise
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 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! (1,003 reviews)
"Really good restaurant 😋"

Reviewed on Aug 27, 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
$129 nightly
$151 total
Sep 13 - Sep 14
Total with taxes and fees
9.4/10 Exceptional! (1,687 reviews)
"Près de Niagara on the Lake et de Niagara Fall Parking à accessible facilement de l' autoroute"

Reviewed on Aug 27, 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
$161 nightly
$189 total
Sep 7 - Sep 8
Total with taxes and fees
8.8/10 Excellent! (1,615 reviews)
"Never go there"

Reviewed on Aug 28, 2026

Hyatt Regency Niagara Falls Fallsview
See all 1,445 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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