Wellesley Island Vacations 2025 from CA $342

Wellesley Island flight + hotel packages

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

Days Inn by Wyndham Watertown Fort Drum

per person

Jun. 1 - Jun. 4

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

per person

Jun. 1 - Jun. 4

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 Boldt Yacht House are located nearby.

The Roxy Cape Vincent

per person

Jun. 1 - Jun. 4

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.

Chateau Country Inn

per person

Jun. 1 - Jun. 4

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Watertown (ART)

Stay at this B&B in Clayton. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Clayton Marina and The Clayton Opera House are located nearby.

Candlewood Suites Watertown Fort Drum by IHG

per person

Jun. 1 - Jun. 4

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Watertown (ART)

Book a stay at this business-friendly hotel in Evans Mills. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Highland Meadows Golf and Country Club and Evans Mills Speedway are located nearby.

Top Wellesley Island hotels deals

Charming 2-bedroom cabin with AC, WiFi in wonderful Wellesley Island

CA $298

CA $457 total

includes taxes & fees

May 1 - May 2

Stay at this cabin in Wellesley Island. Enjoy air conditioning. Popular attractions Boldt Castle and Thousand Islands Winery are located nearby.

Air conditioning

Thousand Islands Home w/ views of Boldt Castle

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Book a stay at this family-friendly vacation home in Wellesley Island. Enjoy free WiFi, a garden, and patios. Popular attractions Boldt Castle and Boldt Yacht House are located nearby.

Kitchen

Washer

Spacious Peaceful home in the Woods on Wellesley Island

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Stay at this vacation home in Wellesley Island. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Boldt Castle and Boldt Yacht House are located nearby.

Kitchen

Washer

Thousand Island Hart House

21979 Club Rd, Wellesley Island, NY

CA $347

CA $385 total

includes taxes & fees

May 1 - May 2

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

Breakfast included

Parking included

SPRING SPECIALS! Relaxing River Oasis & Dock

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Stay at this vacation home in Wellesley Island. Enjoy a garden, patios, and in-room jetted tubs. Popular attractions Boldt Castle and Boldt Yacht House are located nearby.

Kitchen

Washer

Family-Friendly Cabins on Wellesley Island

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Book a stay at this family-friendly vacation home in Wellesley Island. Enjoy free WiFi, a garden, and tennis courts. Popular attractions Boldt Castle and Dewolf Point State Park are located nearby.

Kitchen

Washer

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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.

Popular places to visit

Thousand Islands Bridge

4.5/5(280 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.

Boldt Yacht House

Learn about the local history of Wellesley Island with a stop at Boldt Yacht House. Amble around the area's riverfront or seek out the local tours.

Dewolf Point State Park

You can take time to visit Dewolf Point State Park during your travels to Wellesley Island. While you're in the area, stroll along the riverfront.

Frequently asked questions

How much are vacation packages to Wellesley Island?

With vacation packages on offer from just CA $342, 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.