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.
Top Wellesley Island Vacation Deals
Harlem Stonegate B&B
Reviewed on Jan 4, 2026
Wellesley Island Hotel Deals
Cozy Rustic Cabin - 1000 Islands Getaway
We stayed at the cabin recently for a fishing trip. It was the perfect cozy spot. Very easy to come and go and Allison/Michael were very accommodating with our checkout time. All the necessities were there that we needed and it was very clean.
Reviewed on Jan 12, 2026
Thousand Island Hart House
Had an overall wonderful experience and will definitely be coming back and staying again in the future. Owers were very kind and a pleasure to talk too, they were alo very accommodating and flexible with check-in. After a long drive and later check-in the complimentary glasses of wine and charcuterie ...
Reviewed on Oct 16, 2025
Thousand Islands Home w/ views of Boldt Castle
Really enjoyed the size and amenities of the property. Worked very well for our group size of 8. Looking forward to coming back next year.
Reviewed on Sep 20, 2025
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
