Wellesley Island Vacation Packages

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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, Mary Island State Park and Dewolf Point State Park. Whatever your travel plans or budget, organizing a tailored Wellesley Island vacation is a breeze with Expedia.

Wellesley Island Hotel Deals

Thousand Islands Home w/ views of Boldt Castle
Thousand Islands Home w/ views of Boldt Castle
Wellesley Island
9.2/10 Wonderful! (24 reviews)
Beautiful Girls weekend spot
"Beds were comfortable Home was beautiful Would go again!"

Reviewed on Oct. 30, 2023

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Thousand Islands Home w/ views of Boldt Castle
SPRING SPECIALS! Relaxing River Oasis & Dock
SPRING SPECIALS! Relaxing River Oasis & Dock
Wellesley Island
9.6/10 Exceptional! (11 reviews)
Vacay
"Great neighborhood. Very clean. Awesome view of Boldt Boat house."

Reviewed on Sep. 5, 2023

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SPRING SPECIALS! Relaxing River Oasis & Dock
Lake of the Isles Waterfront Cottage w/ boat dock! Walk to DeWolf State Park
Lake of the Isles Waterfront Cottage w/ boat dock! Walk to DeWolf State Park
Wellesley Island
10/10 Exceptional! (1 review)
Lovely, quiet spot on the water
"Wow! This place really exceeded our expectations. If you are looking for a quiet spot right on the water, this place is perfect. The host provided everything we could possibly need, and the comfortable beds were so perfect. My kids loved all of the outdoor space, and we all enjoyed the deck, the ..."

Reviewed on Apr. 11, 2024

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Lake of the Isles Waterfront Cottage w/ boat dock! Walk to DeWolf State Park
See all 391 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Wellesley Island vacation package cost?
Be ready to book, because a trip to Wellesley Island starts from just . When you combine your flights, hotels and car rentals into a vacation package, you’ll pick up the best deals.
How do I get a cheap travel package to Wellesley Island?
Bundle your bookings with Expedia to save big on your next adventure. With more than 550 partner airlines and 1,000,000 hotels around the globe, your Wellesley Island vacation package can be customized exactly to suit your travel style. With all that extra money, why not add one or more awesome experiences and tours? It’s an easy way to unlock even more discounts. Your dream vacation in Wellesley Island is much closer than you thought!
How far in advance should I book my Wellesley Island vacation?
Savvy travelers will likely want to reserve their seats early. You can usually start comparing international airfares on Expedia up to a year before your intended flight. If you’re late to book, don’t despair. Cheap prices sometimes occur just weeks before departure.
What does an Expedia Wellesley Island travel package include?
Rental cars, hotels and flights — we have them well covered. With Expedia, you can shape your Wellesley Island package your way. All you have to do is work out just what you need. Once you’ve made your booking, you can add extras like tours and activities. The more you bundle, the greater your savings!
What should I know before booking a Wellesley Island travel package?
You can save big by combining your hotels, flights and rental cars. Once you’ve made your booking, you can add on activities or tours. Your next awesome adventure is only a couple of clicks away.
Can I choose my airline with a Wellesley Island Expedia vacation package?
With a vacation package, you’re the boss. Whether you’re eager to fly to Wellesley Island in economy or business class, simply select from the available airline options. Expedia has access to over 550 airline partners around the world.
If I'm not able to travel, can I cancel my Wellesley Island vacation package?
Because we know life can throw you a few curveballs, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you’ve booked your package in the last 24 hours, you may be able to cancel or change it without penalty. Your hotel, airline or car rental company may charge a fee if your booking is older than that.

Discover the most popular places to visit in Wellesley Island

Image for Thousand Islands Bridge

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.

Thousand Islands Bridge
Image for Boldt Yacht House

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.

Boldt Yacht House
Image for Mary Island State Park

Mary Island State Park

Explore the lovely green spaces of Mary Island State Park and enjoy the boating in Wellesley Island. Amble around the area's riverfront or seek out the local tours.

Mary Island State Park

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.