Wellesley Island Holidays
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Top hotels in Wellesley Island
Thousand Island Hart House
21979 Club Rd Wellesley Island NY
Fully refundableReserve now, pay when you stay
€192
6 Sept - 7 Sept
includes taxes & fees
9.8/10 Exceptional! (26 reviews)
"Loved it as a base for exploring the 1000 Isls. and propietor is very helpful, friendly and full of interesting information about the area"
Reviewed on 27 Aug 2026
Cozy Rustic Cabin - 1000 Islands Getaway
Wellesley Island NY
9.2/10 Wonderful! (14 reviews)
"It meets basic needs. But there were two adults and one teenager and two dogs. Very very tight space. No dresser or anywhere to put anything up off the floor besides a small coffee bar. Bed in living room was the hardest thing I have ever slept on in my life. May as well have been a marble countertop. ..."
Reviewed on 20 Aug 2026
Private 4-Acre Retreat • Sleeps 13 • Fire Pit • Playground, 5 min to State Park
Wellesley Island NY
€564
7 Sept - 8 Sept
includes taxes & fees
10/10 Exceptional! (4 reviews)
"This is an absolutely beautiful place to stay on Wellesley Island, NY. Tanya is a wonderful host - very responsive. We stayed 2 nights (Husband, wife & 18 y/o son). We really enjoyed the snack basket the host left for us - a very nice and thoughtful touch! The kitchen is well-stocked with everything ..."
Reviewed on 23 Aug 2026
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)
This scenic five-bridge system spans the Saint Lawrence River, connecting the US and Canada with stunning island views. Capture the engineering marvel and natural beauty while crossing between two countries.
Boldt Yacht House
10.0/10 (1 review)
This grand shingle-style yacht house once housed George Boldt's fleet during the Gilded Age. Inside, discover a collection of antique wooden boats that tell the maritime storey of the Thousand Islands region.
Waterson Point State Park
10.0/10 (1 review)
This boat-access-only sanctuary offers serene docking in the heart of Thousand Islands. Enjoy shoreline fishing or picnic in the century-old gazebo while surrounded by untouched natural beauty.
Mary Island State Park
10.0/10 (1 review)
This secluded island retreat offers spectacular views of the Canadian shore from its rocky outcroppings. Accessible only by boat, campers enjoy waterfront sites and tranquil hiking trails along the St. Lawrence River.
Dewolf Point State Park
10.0/10 (1 review)
Tucked away on the St. Lawrence River's Lake of the Isles, Dewolf Point State Park offers a serene escape for nature lovers. Reserve a rustic cabin for a weekend of fishing, boating, and peaceful riverside relaxation.
What to do in Wellesley Island
The Ultimate Heart of 1000 Islands Sightseeing Boat Tour
€73
per adult
94% of travellers recommend
Thousand Islands Helicopter Tour
€82
per adult
100% of travellers recommend
1 Hour Heart of the 1000 Islands Cruise in Rockport
€18
per adult
Frequently asked questions
How much does a Wellesley Island holiday package cost?
You can snap up a holiday package to this destination on Expedia. However, how much your holiday to Wellesley Island costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Wellesley Island?
If you'd like to book a cheap Wellesley Island holiday package, consider visiting in January, February and March. You'll typically find better prices on airfares and hotels during these months — perfect for budget-conscious travellers.
How many days is enough for Wellesley Island?
Generally, a handful of days is ideal for a Wellesley Island holiday. With a detailed itinerary, you can check out all the major attractions like Waterson Point State Park, as well as discover some hidden treasures along the way.
Is it worth booking a holiday package to Wellesley Island?
Wellesley Island has everything you need for a fantastic break — camping, watersports and hiking are just the start. Whether you want to check out attractions such as Dewolf Point State Park and Waterson Point State Park, or venture off the beaten track, there's plenty to explore on your Wellesley Island holiday.
How to find the best Wellesley Island package deals?
Start your search for a Wellesley Island package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Wellesley Island package deal right away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Wellesley Island escape underway.
Is it cheaper to book a Wellesley Island holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking hotels and flights individually. Better still, you can customise your Wellesley Island escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Wellesley Island?
Land fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Wellesley Island adventure.
How to plan a trip to Wellesley Island?
- Choose your travel dates: The things you want to do in Wellesley Island and your preferred season will help you decide when to go.
- Set a budget: Factor in costs like flights, meals and transportation when calculating how much to set aside for your trip to Wellesley Island. Then, pick a property that fits your budget, whether that's a low-cost stay or a more luxurious retreat.
- Decide how long to go for: Now that you're more familiar with Wellesley Island, you can figure out the perfect length of your break. Put together a draft itinerary and allocate enough time to cover everything you want to do.
- Bundle your accommodation and airfare: Once you've nailed down your travel dates and duration, book the right Wellesley Island holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
