Wellesley Island Holidays

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Your Wellesley Island Holiday

When a city getaway is calling, answer it with a holiday package to Wellesley Island. The neighbourhood 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, organising a tailored Wellesley Island holiday is a breeze with Expedia.

Wellesley Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Watertown Intl. Airport (ART)
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Mary Island State Park, Dewolf Point State Park and Grass Point State Park

Top hotels in Wellesley Island

Thousand Island Hart House

Thousand Island Hart House

21979 Club Rd Wellesley Island NY
Fully refundableReserve now, pay when you stay
£166
2 Oct - 3 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

Thousand Island Hart House
Private 4-Acre Retreat • Sleeps 13 • Fire Pit • Playground, 5 min to State Park

Private 4-Acre Retreat • Sleeps 13 • Fire Pit • Playground, 5 min to State Park

Wellesley Island NY
£528
25 Sept - 26 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

Private 4-Acre Retreat • Sleeps 13 • Fire Pit • Playground, 5 min to State Park
Cozy Rustic Cabin - 1000 Islands Getaway

Cozy Rustic Cabin - 1000 Islands Getaway

Wellesley Island NY
9.4/10 Exceptional! (16 reviews)
"Peaceful setting, nice cabin. Very well appointed for a small cabin. Was a perfect getaway for the 2 of us and our dog. Communication with owner was great. We would stay here again."

Reviewed on 24 Sept 2026

Get rates
Cozy Rustic Cabin - 1000 Islands Getaway
See all 411 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.

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.
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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.
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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.
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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.
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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.
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What to do in Wellesley Island

1000 Islands

Thousand Islands Helicopter Tour

£66
per adult
100% of travellers recommend
Thousand Islands Helicopter Tour
Soar over Boldt & Singer Castles!

Thousand Islands Two Castle Helicopter Tour

£168
per adult
Thousand Islands Two Castle Helicopter Tour
See all activities in Wellesley Island

Frequently asked questions

Why should I book my Wellesley Island holiday with Expedia?
Expedia has you covered for every detail of your upcoming Wellesley Island trip. You'll always get the best deal possible, but when you bundle your hotel, flights and/or car hire into a holiday package, you'll save even more. Looking to truly make the most of your escape? Add some fun activities and tours to your customised package. Expedia offers flexible cancellation policies on almost all bookings, so you won't need to worry if you have to change your plans. Head over to our Customer Service Portal link to learn more.
When is the best time of year to holiday in Wellesley Island?
June, July and August are the busiest months in Wellesley Island, while November, December and January are generally a lot quieter. Arrange your escape to Wellesley Island based on what style of adventure you're looking for. January is the coolest time of year, when daytime temperatures average -6ºC. In July, the warmest period, you can expect temperatures of around 21ºC during the day.
How do I get a cheap holiday to Wellesley Island?
Our Wellesley Island holidays mean plenty of savings for the savvy explorer. For the best deals, simply bundle your hotel, flights and activities. But great bargains are just the beginning of your next unforgettable adventure. When you book with Expedia, and you'll have over 400 airlines and 321,000 properties all over the world to pick from. No matter your budget or style, there's a holiday here with your name on it. Learn more about how you can save money on your holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Wellesley Island holiday?
With popular attractions such as Mary Island State Park and Waterson Point State Park, a holiday in Wellesley Island is packed with exciting things to do and see. Dewolf Point State Park and Grass Point State Park are two other sights also worth exploring.
Do I need a visa for my Wellesley Island holiday?
Official government websites will have all the information you need on visa requirements, application procedures and any supporting documentation. Your nationality and reason for your visit, whether it be for holidays or business, will determine if you need a visa for Wellesley Island. Also double-check that your passport is up to date and has a minimum of six months validity remaining after your date of return. Finalise all your travel planning well in advance to avoid any nasty last-minute surprises.
What should I wear on my Wellesley Island holiday?
Although everyone's fashion style differs, it can be helpful to have a few guidelines for what to bring during your holiday in Wellesley Island. Consider browsing social media before leaving so you can blend in like a local.
What does an Expedia Wellesley Island holiday include?
It all depends on what sort of getaway you're contemplating. Wellesley Island travel deals can include hotels, flights and car hires. You can mix and match to find the bundle that suits your budget and style. You can also add on activities and experiences after you've booked to get even bigger discounts. Expedia features all kinds of properties, with the most popular in Wellesley Island including private holiday homes and cottages. With Expedia, you'll always enjoy the freedom and flexibility to design your dream escape your way.
Does Expedia offer Book Now, Pay Later Wellesley Island holidays?
Your bank balance shouldn't prevent you from escaping on holiday, so Expedia has come up with a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a fantastic getaway without exhausting your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your trip. Consider one of these flexible payment options:
  • Pay monthly holidays: If paying small amounts each month is something that would work for you, Klarna can help. Paying in multiple instalments will make that dream holiday possible.
  • No-deposit holidays: If not paying upfront for your trip makes hitting that "book now" button more stress-free, opt for a no-deposit holiday plan with Klarna so that you can Book Now, Pay Later!
Can I choose my airline with a Wellesley Island Expedia holiday?
Yes, the choice is all yours. Expedia has access to more than 400 partner airlines across the globe, so you can tailor your Wellesley Island trip according to your style and budget.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.