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
S$279
14 Oct - 15 Oct
includes taxes & fees
9.6/10 Exceptional! (30 reviews)
"The property is a piece of the past, which is something that I love. The breakfast was delicious and the staff was great."
Reviewed on 17 Sept, 2026
Riveredge Resort
17 Holland Street Alexandria Bay NY
Fully refundableReserve now, pay when you stay
S$168
1 Oct - 2 Oct
includes taxes & fees
8.4/10 Very good! (1,001 reviews)
"Very nice view of the river."
Reviewed on 24 Sept, 2026
Bonnie Castle Resort & Marina
31 Holland Street Alexandria Bay NY
Fully refundableReserve now, pay when you stay
S$169
27 Sept - 28 Sept
includes taxes & fees
7/10 Good! (1,004 reviews)
"location was great. The room had troubles, shower handle fell off, the john seat was very bad, shower mat ripped up and the heat/air either was on 77 or 52 couldn't change. maintance came said couldn't fix parts have been on order for months?"
Reviewed on 22 Sept, 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.
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.
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.
What to do in Wellesley Island
Thousand Islands Two Castle Helicopter Tour
S$289
per adult
Thousand Islands Helicopter Tour
S$121
per adult
100% of travellers recommend
Private Tour to 1000 Islands from Toronto with Castle Boat Cruise
S$1,003
per traveller
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
