Wellesley Island Vacations from $807
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 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.
The Latest Wellesley Island vacation packages
Price found within the past 48 hours. Click for updated prices.
Thousand Island Hart House
$807
per person
Oct 16 - Oct 19
found 15 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Watertown (ART)
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 right on a golf coarse also!
Reviewed on Jul 24, 2026
Chateau Country Inn
$1,718
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to Watertown (ART)
9.6/10 Exceptional! (163 reviews)
Clean, comfy beds. Very kind staff and quiet !!
Only downside was breakfast was gone by 9am but not their fault!
Reviewed on Aug 11, 2026
Ramada by Wyndham Watertown/Thousand Islands NY
$1,112
per person
Sep 18 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Watertown (ART)
8/10 Very Good! (1,095 reviews)
The hotel itself is rundown and dirty. The hall carpets were filthy. The backdoor did not lock, which is a security concern. The front elevator was out of service. The sink & tub in our room were chipped & stained & the water didn’t drain during a shower. The towel bar came off the wall & the bathroom fan was inadequate. The thermostat was confusing and did not seem to work properly. The front desk employee was friendly and helpful, the bed/pillows were clean & comfortable, breakfast was very good. The ice machine worked well. The ironing board in our room did a fine job blocking the light from the 2” gap under our door. We slept well.
Reviewed on Aug 12, 2026
Don't see what you're looking for?
See all available trips from Columbus to Wellesley Island
View all tripsStay 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 story 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
The Ultimate Heart of 1000 Islands Sightseeing Boat Tour
$84
per adult
94% of travellers recommend
Thousand Islands Helicopter Tour
$94
per adult
100% of travellers recommend
Wellesley Island Hotel Deals
Thousand Island Hart House
21979 Club Rd Wellesley Island NY
$190 nightly
$211 total
Sep 4 - Sep 5
Total with taxes and 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
$622 nightly
$690 total
Aug 19 - Aug 20
Total with taxes and 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.
Find the Best Wellesley Island Vacation Packages
Wellesley Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Watertown Intl. Airport (ART) |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Boldt Castle, Thousand Islands Winery and Coyote Moon Vineyards |
More vacations you might like
Frequently asked questions
How much does a Wellesley Island vacation package cost?
You can snap up a vacation package to this destination from $807 on Expedia. However, how much your vacation 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're looking to score a cheap Wellesley Island vacation package, consider planning a trip in November, December and January. You'll generally find better rates on airfares and hotels during these quieter months — perfect for a budget-friendly break.
How many days is enough for Wellesley Island?
Usually, a few days is enough for a Wellesley Island vacation. With a well-organized itinerary, you can see all the best attractions like Waterson Point State Park, as well as explore some hidden treasures along the way.
Is it worth booking a vacation package to Wellesley Island?
Popular for its camping, watersports and hiking, a Wellesley Island vacation offers something for everyone. Be sure to check out key sights like Dewolf Point State Park and Waterson Point State Park, and consider renting a car for day trips to discover even more.
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 vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking hotels and flights individually. Better still, you can customize 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 vacation 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?
- Pick the best time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to go to Wellesley Island.
- Figure out your budget: Make sure you have enough money to pay for everything from transportation and meals to airfares and activities. Your accommodations will probably be the biggest expense during your trip to Wellesley Island.
- Organize your Wellesley Island escape with Expedia's trip planning tool: Search for and book hotels and things to do all in one place. You can also collaborate with your group to plan an unforgettable trip to Wellesley Island together.
- Decide how long to go for: Now that you're more familiar with Wellesley Island, you can work out the perfect length of your break. Pull together a rough itinerary and allocate enough time to get through everything on your must-do list.
- Bundle your accommodations and airfare: Once you've nailed down your travel dates and duration, book the perfect Wellesley Island vacation package for you.
- Add on excursions and experiences: Have a look at our dedicated travel guide to find some exciting things to do in Wellesley Island in Wellesley Island. Book tickets or make reservations in advance to save time and avoid the stress of trying to find activities when you arrive.
Does Expedia offer Book Now, Pay Later Wellesley Island vacation packages?
If you're anything like us, you love going away but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Wellesley Island vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you spot them.
Explore a world of travel with Expedia
- Hotels near Thousand Islands Winery
- Cheap Hotels in Alexandria Bay
- Alexandria Bay Hotels
- Collins Landing Hotels
- Apartments in Wellesley Island State Park
- Clayton Hotels
- Pet-Friendly Hotels in Wellesley Island
- Hotels with a Pool in Alexandria Bay
- Condo Rentals in Alexandria Bay
- Cottages in Wellesley Island State Park
- Condo Resorts in Wellesley Island
- Cottages in Wellesley Island
- Cabin Rentals in Wellesley Island State Park
- Houseboats in Thousand Island Park
- Hotels near Boldt Castle
- Villas in Wellesley Island
- Motels in Fishers Landing
- Motels in Wellesley Island
- Cabin Rentals in Wellesley Island
- Wellesley Island Hotels
- 5 Star Hotels in Wellesley Island State Park
- 3 Star Hotels in Collins Landing
- Cabin Rentals in Collins Landing
- Houseboats in Fineview
- Houseboats in Wellesley Island
- Pet-Friendly Hotels in Alexandria Bay
- Rv Parks in Fishers Landing
- Hotels with Hot Tubs in Alexandria Bay
- Hotels on the River in Alexandria Bay
- Thousand Island Park Hotels
- B&B in Wellesley Island
- Casino Hotels in Wellesley Island
- Cottages in Alexandria Bay
- Houseboats in Alexandria Bay
- B&B in Alexandria Bay
- Fineview Hotels
- Watertown Hotels
- Cabin Rentals in Alexandria Bay
- Cabin Rentals in Thousand Island Park
- Resorts & Hotels with Spas in Wellesley Island
- Vacation Homes in Collins Landing
- Fishers Landing Hotels
- Resorts in Alexandria Bay
- Vacation Homes in Fishers Landing
- 5 Star Hotels in Alexandria Bay
- Alex Bay 500 Go-Karts
- Thompson Park
- Fishers Landing Vacations
- Dexter Vacations
- C-Way Golf Course
- Kring Point State Park
- Hammond Vacations
- Mary Island State Park
- Cedar Point State Park
- Salmon Run Mall
- Coyote Moon Vineyards
- Kostyk Field
- Theresa Vacations
- 1000 Islands River Rat Cheese
- Heart Island
- Highland Meadows Golf and Country Club
- Clayton Vacations
- Visit Wellesley Island State Park
- Venditti Vineyards
- Roswell P. Flower Memorial Library
- Watertown Vacations
- Boldt Yacht House
- Visit Wellesley Island
- Rock Island Lighthouse State Park
- Visit Fineview
- Thousand Islands Winery
- Fort Drum Vacations
- Visit Fishers Landing
- Boldt Castle
- Visit Alexandria Bay
- Antique Boat Museum
- Singer Castle
- Calcium Vacations
- Alexandria Bay Vacations
- New York State Zoo at Thompson Park
- Car rental Thousand Island Park
- Car rental Alexandria Bay
- Car rental Collins Landing
- Priceless Car Rental Rental Cars in Wellesley Island State Park
- Top Rent a Car Rental Cars in Wellesley Island State Park
- Car rentals near Alex Bay 500 Go-Karts
- Car rental Wellesley Island
- Hertz Rental Cars in Alexandria Bay
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
