Wellesley Island Vacations 2026 from CA $464

Wellesley Island flight + hotel packages

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

Days Inn by Wyndham Watertown Fort Drum

CA $464

per person

Aug 25 - Aug 27

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Watertown (ART)

Book a stay at this business-friendly hotel in Calcium. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Highland Meadows Golf and Country Club and Evans Mills Speedway are located nearby.

Thousand Island Hart House

CA $569

per person

Aug 25 - Aug 27

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Watertown (ART)

Book a stay at this golf B&B in Wellesley Island. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Boldt Castle and Thousand Islands Bridge are located nearby.

The Roxy Cape Vincent

CA $509

per person

Aug 25 - Aug 27

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Watertown (ART)

Stay at this hotel in Cape Vincent. Enjoy free WiFi, free parking, and premium TV channels. Popular attractions Cape Vincent Community Library and Cape Vincent Historical Museum are located nearby.

Top Wellesley Island hotels deals

Thousand Island Hart House

21979 Club Rd Wellesley Island NY

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Book a stay at this golf B&B in Wellesley Island. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Boldt Castle and Thousand Islands Bridge are located nearby.

Breakfast included

Parking included

Cozy Rustic Cabin - 1000 Islands Getaway

Wellesley Island NY

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Stay at this cabin in Wellesley Island. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Thousand Islands Bridge and Thousand Islands National Park are located nearby.

Private 4-Acre Retreat • Sleeps 13 • Fire Pit • Playground, 5 min to State Park

Wellesley Island NY

CA $539

CA $997 total

Jul 29 - Jul 30

includes taxes & fees

Stay at this cabin in Wellesley Island. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Boldt Castle and Thousand Islands National Park are located nearby.

Private Cabin in the Woods-Close to all amenities

Wellesley Island NY

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Stay at this cabin in Wellesley Island. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Thousand Islands National Park and Boldt Castle are located nearby.

Spacious & Charming Wellesley Island Townhome with Dock

Wellesley Island NY

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Stay at this vacation home in Wellesley Island. Enjoy a garden, laundry facilities, and patios. Popular attractions Boldt Castle and Thousand Islands Bridge are located nearby.

Thousand Islands Home w/ views of Boldt Castle

Wellesley Island NY

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Book a stay at this family-friendly vacation home in Wellesley Island. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Boldt Castle and Thousand Islands National Park are located nearby.

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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.

Stay near popular Wellesley Island attractions

Thousand Islands Bridge

8.8/10 (627 reviews)

Learn about the local history of Wellesley Island when you spend time at Thousand Islands Bridge. Stroll along the riverfront or seek out the local tours.

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Frequently asked questions

How much are vacation packages to Wellesley Island?

With vacation packages on offer from just CA $464, there's no need to max out the credit card to visit Wellesley Island. Travelocity is here to help. Bundle your experiences, hotels and flights into a package and land some fantastic discounts. The more you book, the greater the savings.

Where can I get the best vacation package deals for Wellesley Island?

Travelocity will be able to help you lock in a Wellesley Island package deal. With more than 400 partner airlines and 1,000,000 properties across the world, there's no doubt you'll be able to put together the perfect itinerary.

Why should I book my Wellesley Island vacation bundle via Travelocity?

By booking your flights, hotel, car rental and activities altogether, you'll save time and money. We offer a dedicated team of experts available 24/7, and you'll know that you're always getting the lowest price possible with our Price Match Guarantee. So, what's stopping you? Book the getaway of your dreams today and get packing!

Can I save money on my Wellesley Island car rental if I combine it with hotels and flights?

Sure can. And our Wellesley Island vacation packages will help you do it. With only a few clicks you can save cash as well as time by booking everything in one place. Pick up the keys to your rental car then chart your own course. Looking for things to do? Add some tours or experiences to your package and save on those too.