Wellesley Island Vacation Packages
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Your Wellesley Island Vacation
When a city getaway is calling, answer it with a vacation package to Wellesley Island. The neighborhood of Thousand Island Park, which is great for history, watersports and cycling, makes a terrific base for your adventures. If taking in sights is part of the plan during your trip to Wellesley Island, visit well-known attractions like Boldt Castle, Mary Island State Park and Dewolf Point State Park. Whatever your travel plans or budget, organizing a tailored Wellesley Island vacation is a breeze with Expedia.
Wellesley Island Hotel Deals
Cozy Rustic Cabin - 1000 Islands Getaway
"Nice cabin located in a secluded area"
Reviewed on May 29, 2026
Thousand Islands Home w/ views of Boldt Castle
"Everything was clean, well stocked and in working order. Beautiful surroundings and close to town. Would stay again!"
Reviewed on May 18, 2026
Private Cabin in the Woods-Close to all amenities
Discover the most popular places to visit in Wellesley Island
Thousand Islands Bridge
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.
What to do in Wellesley Island
The Ultimate Heart of 1000 Islands Sightseeing Boat Tour
