Wellesley Island Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Ready to book your vacation to Wellesley Island?
Wellesley Island Hotel Deals
Thousand Island Hart House
21979 Club Rd Wellesley Island NY
CA $270
CA $300 total
Sep 3 - Sep 4
includes taxes & fees
9.8/10 Exceptional! (23 reviews)
"What a beautiful house and great staff, met us at the door gave us a great tour, owner was very responsive and an absolute delight to do business with. If you’re looking somewhere to stay in the Alexandria Bay Area I highly suggest this place! Clean comfy quiet beautiful property. Added bonus is ..."
Reviewed on Jul 24, 2026
Cozy Rustic Cabin - 1000 Islands Getaway
Wellesley Island NY
9.6/10 Exceptional! (12 reviews)
"There is a double bed that takes up the entire kitchen. We ate on the tiny porch. It was clean and the ac was great. Tiny but nice bathroom. Should be set up and rented for two people only."
Reviewed on Jul 31, 2026
Private 4-Acre Retreat • Sleeps 13 • Fire Pit • Playground, 5 min to State Park
Wellesley Island NY
CA $514
CA $962 total
Aug 19 - Aug 20
includes taxes & fees
10/10 Exceptional! (2 reviews)
"Absolutely stunning house super clean everything you can possibly need it has! We will be coming back!"
Reviewed on Jul 18, 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)
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.
Boldt Yacht House
10.0/10 (1 review)
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.
Dewolf Point State Park
10.0/10 (1 review)
You can take time to visit Dewolf Point State Park during your travels to Wellesley Island. While you're in the area, stroll along the riverfront.
Waterson Point State Park
10.0/10 (1 review)
You can take time to visit Waterson Point State Park during your travels to Wellesley Island. While you're in the area, stroll along the riverfront.
Mary Island State Park
10.0/10 (1 review)
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.
What to do in Wellesley Island
The Ultimate Heart of 1000 Islands Sightseeing Boat Tour
CA $118
per adult
94% of travellers recommend
Thousand Islands Helicopter Tour
CA $132
per adult
100% of travellers recommend
Frequently asked questions
How much does a Wellesley Island vacation package cost?
You can grab a vacation package to this popular destination on Expedia. But how much your vacation to Wellesley Island costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Wellesley Island?
If you're hoping to book a cheap Wellesley Island vacation package, consider travelling in January, February and March. You'll usually find better rates on airfares and hotels during these months — perfect for a budget-friendly break.
How many days is enough for Wellesley Island?
For a Wellesley Island vacation, a few days will be enough to explore the highlights. Be sure to check out Waterson Point State Park — it's one of the most popular sights in this destination. If you want more activities, consider basing yourself here and setting off on some trips from Wellesley Island.
Is it worth booking a vacation package to Wellesley Island?
Well known for its camping, watersports and hiking, a Wellesley Island vacation offers something for everyone. Be sure to visit main sights like Dewolf Point State Park and Waterson Point State Park, and consider renting some wheels for day trips to experience even more.
How to find the best Wellesley Island package deals?
Use Expedia's filter tool to find some of the best Wellesley Island package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Wellesley Island package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Wellesley Island vacation as a package?
You can enjoy significant savings on your Wellesley Island break by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Wellesley Island?
Score incredible discounts by booking your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Wellesley Island break.
How to plan a trip to Wellesley Island?
- Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to travel to Wellesley Island.
- Set a budget: Consider costs such as flights, transportation and food when calculating how much to set aside for your trip to Wellesley Island. Then, choose a property that matches your budget, whether that's an economical option or a high-end retreat.
- Decide how long to go away for: Now that you're more familiar with Wellesley Island, you can figure out the perfect length of your break. Put together a draft plan and give yourself enough time to cover everything you want to do.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Wellesley Island vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
