Title: Wellesley Island Vacation Packages & Trips 2025/2026 | Expedia.ca [Wellesley Island Travel Guide](https://expedia.ca/Wellesley-Island.dx6190524)[Hotels in Wellesley Island](https://expedia.ca/Wellesley-Island-Hotels.d6190524.Travel-Guide-Hotels)[Vacation Rentals in Wellesley Island](https://expedia.ca/Wellesley-Island-Vacation-Rentals.d6190524.Travel-Guide-VacationRentals)[Wellesley Island Car Rentals](https://expedia.ca/Car-Rentals-In-Wellesley-Island.d6190524.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6190524/769850e0-d7a0-43ac-a0c4-1df310471a23.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Wellesley Island Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by AMANDA - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Plan, book, and manage your trip all in one place #### 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](https://www.expedia.ca/Boldt-Castle-Alexandria-Bay.d6093793.Vacation-Attraction), [Mary Island State Park](https://www.expedia.ca/Mary-Island-State-Park-Wellesley-Island.d6093795.Vacation-Attraction) and [Dewolf Point State Park](https://www.expedia.ca/Dewolf-Point-State-Park-Kingston.d637211951030366208.Vacation-Attraction). Whatever your travel plans or budget, organizing a tailored Wellesley Island vacation is a breeze with Expedia. ## Ready to book your vacation to Wellesley Island? Choose your dates ## Wellesley Island Hotel Deals ![Cozy Rustic Cabin - 1000 Islands Getaway](https://images.trvl-media.com/lodging/97000000/96260000/96250700/96250606/a17f0753_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cozy Rustic Cabin - 1000 Islands Getaway Wellesley Island 10/10 Exceptional! (6 reviews) "Very nice cabin. Quiet and peaceful. My husband and I enjoyed our stay and will stay again" Reviewed on Sep 22, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=96250606&PinnedHotelID=96250606&HadPinnedHotel=true®ionId=6190524) [](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=96250606&PinnedHotelID=96250606&HadPinnedHotel=true®ionId=6190524) ![Thousand Island Hart House](https://images.trvl-media.com/lodging/106000000/105360000/105358000/105357903/34458c6e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Thousand Island Hart House 21979 Club Rd, Wellesley Island, NY CA $315 CA $350 total Oct 13 - Oct 14 includes taxes & fees 9.6/10 Exceptional! (17 reviews) "The house is grand, historic and our room comfortable and regal. Vicki was welcoming and informative and we had full access to the house and bikes to enjoy the surrounding scenery and waterways. We ate breakfast while watching golfers at hole 18. Breakfast was homemade and to our requests. It was ..." Reviewed on Sep 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=13%2F10%2F2025&endDate=14%2F10%2F2025&selected=105357903&PinnedHotelID=105357903&HadPinnedHotel=true®ionId=6190524) ![Outdoor Adventure Home: Golfing, Hiking & Kayaking](https://images.trvl-media.com/lodging/57000000/56960000/56954800/56954746/7b9ef1c5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Outdoor Adventure Home: Golfing, Hiking & Kayaking Wellesley Island 9.4/10 Exceptional! (40 reviews) "This is a really nice place to stay for a vacation. It's located in a golf course with woods and ponds around, very quiet and beautiful. The living room, as showed in the listed picture, has large windows bring the natural view around into your eyes directly. Room is very clean, nicely renovated ..." Reviewed on Sep 21, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=56954746&PinnedHotelID=56954746&HadPinnedHotel=true®ionId=6190524) [](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=56954746&PinnedHotelID=56954746&HadPinnedHotel=true®ionId=6190524) [See all 407 properties in Wellesley Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=6190524) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in Wellesley Island #### 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. [](https://expedia.ca/Thousand-Islands-Bridge-Ontario.d6213001.Vacation-Attraction) #### 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. [](https://expedia.ca/Boldt-Yacht-House-Wellesley-Island.d553248621532665388.Vacation-Attraction) ### What to do in Wellesley Island ![1000 Islands](https://mediaim.expedia.com/localexpert/1345109/6c16a4de-9351-4974-858c-28ef1fc9223d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Thousand Islands Helicopter Tour CA $132 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/thousand-islands-helicopter-tour.a1345109.activity-details) ![Hornblower Boat Cruise](https://mediaim.expedia.com/localexpert/3518247/cd8d5641-3971-4c24-829d-0c9534ca250c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Toronto, Niagara Falls & Thousand Islands 3–DAY Trip CA $750 per adult [](https://expedia.ca/things-to-do/toronto.a3518247.activity-details) ![Soar over Boldt & Singer Castles!](https://mediaim.expedia.com/localexpert/1360534/edc68eca-66d7-4379-a031-b91b79a8d001.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Thousand Islands Two Castle Helicopter Tour CA $335 per adult [](https://expedia.ca/things-to-do/thousand-islands-two-castle-helicopter-tour.a1360534.activity-details) [See all activities in Wellesley Island](https://expedia.ca/things-to-do/search?rid=6190524) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)