Wellesley Island Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by AMANDA

Top hotels in Wellesley Island

Thousand Island Hart House

Thousand Island Hart House

2 out of 5
21979 Club Rd, Wellesley Island, NY
The price is 5.934.240 ₫ per night from 4 Sept to 5 Sept
5.934.240 ₫
6.587.128 ₫ total
4 Sept - 5 Sept
includes taxes & fees
9.6/10 Exceptional! (13 reviews)
"The Hart Hotel was perfect for us. We wanted a relaxing stay while visiting the Thousand Islands for the first time. The proprietor, Jamie, gave us a few recommendations on places to go. Everything he pointed us to was exactly what we needed...and didn't even know it. His recommendations on dining, ..."

Reviewed on 11 Aug 2025

Thousand Island Hart House
Riveredge Resort

Riveredge Resort

3.5 out of 5
17 Holland Street, Alexandria Bay, NY
Fully refundableReserve now, pay when you stay
The price is 3.821.910 ₫ per night from 7 Sept to 8 Sept
3.821.910 ₫
4.242.320 ₫ total
7 Sept - 8 Sept
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
Great hotel - friendly staff
"Very cool older hotel. A little dated, but a fun vibe. It was convenient to have it next to the boat tour dock. We stayed in a room with a spiral staircase which my teen daughter thought was amazing. I loved the view and the balcony. Hotel restaurant was a bit pricey, but about what you would expect. ..."

Reviewed on 21 Aug 2025

Riveredge Resort
Bonnie Castle Resort & Marina

Bonnie Castle Resort & Marina

3 out of 5
31 Holland Street, Alexandria Bay, NY
Fully refundableReserve now, pay when you stay
The price is 3.057.528 ₫ per night from 14 Sept to 15 Sept
3.057.528 ₫
3.499.288 ₫ total
14 Sept - 15 Sept
includes taxes & fees
6.8/10 (1,006 reviews)
"Great location but the hotel is dated"

Reviewed on 21 Aug 2025

Bonnie Castle Resort & Marina
See all 412 properties in Wellesley Island
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.

Popular places to visit

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.

Thousand Islands Bridge

Boldt Yacht House

Learn about the local history of Wellesley Island when you take a trip to Boldt Yacht House. Amble around the area's riverfront or seek out the local tours.

Boldt Yacht House

Mary Island State Park

Commune with nature and explore the great outdoors at Mary Island State Park during your travels in Wellesley Island. Stroll along the riverfront or seek out the local tours.

Mary Island State Park

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?

  1. Choose your travel dates: The things you want to do in Wellesley Island and your preferred season will help you decide when to go.
  2. 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.
  3. 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.
  4. Bundle your accommodation and airfare: Once you've nailed down your travel dates and duration, book the right Wellesley Island holiday package for you.