Search Cheap Flights to
Wellesley Island

Photo by AMANDA

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Wellesley Island Flights as Low as $214

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Wed, Nov 12 - Mon, Nov 17
JAX
Jacksonville Intl.
ART
Watertown Intl.
$214 Roundtrip, found 16 hours ago
$214
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Wed, Nov 12 from Jacksonville Intl. to Watertown Intl., returning Mon, Nov 17, priced at $214 found 16 hours ago
American Airlines
Sat, Nov 8 - Thu, Nov 13
JAX
Jacksonville Intl.
ART
Watertown Intl.
$220 Roundtrip, found 3 days ago
$220
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Nov 8 from Jacksonville Intl. to Watertown Intl., returning Thu, Nov 13, priced at $220 found 3 days ago
American Airlines
Wed, Nov 5 - Sun, Nov 16
JAX
Jacksonville Intl.
ART
Watertown Intl.
$246 Roundtrip, found 3 days ago
$246
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Nov 5 from Jacksonville Intl. to Watertown Intl., returning Sun, Nov 16, priced at $246 found 3 days ago
American Airlines
Sat, Nov 8 - Sun, Nov 16
JAX
Jacksonville Intl.
ART
Watertown Intl.
$252 Roundtrip, found 3 days ago
$252
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Nov 8 from Jacksonville Intl. to Watertown Intl., returning Sun, Nov 16, priced at $252 found 3 days ago
American Airlines
Wed, Nov 12 - Mon, Nov 17
JAX
Jacksonville Intl.
ART
Watertown Intl.
$284 Roundtrip, found 16 hours ago
$284
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Wed, Nov 12 from Jacksonville Intl. to Watertown Intl., returning Mon, Nov 17, priced at $284 found 16 hours ago
American Airlines
Sat, Nov 8 - Thu, Nov 13
JAX
Jacksonville Intl.
ART
Watertown Intl.
$290 Roundtrip, found 3 days ago
$290
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Nov 8 from Jacksonville Intl. to Watertown Intl., returning Thu, Nov 13, priced at $290 found 3 days ago
American Airlines
Wed, Nov 12 - Mon, Nov 17
JAX
Jacksonville Intl.
ART
Watertown Intl.
$307 Roundtrip, found 16 hours ago
$307
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Wed, Nov 12 from Jacksonville Intl. to Watertown Intl., returning Mon, Nov 17, priced at $307 found 16 hours ago
American Airlines
Sat, Nov 8 - Sun, Nov 16
JAX
Jacksonville Intl.
ART
Watertown Intl.
$313 Roundtrip, found 3 days ago
$313
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Nov 8 from Jacksonville Intl. to Watertown Intl., returning Sun, Nov 16, priced at $313 found 3 days ago
American Airlines
Wed, Nov 5 - Sun, Nov 16
JAX
Jacksonville Intl.
ART
Watertown Intl.
$316 Roundtrip, found 3 days ago
$316
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Nov 5 from Jacksonville Intl. to Watertown Intl., returning Sun, Nov 16, priced at $316 found 3 days ago
American Airlines
Sat, Nov 8 - Sun, Nov 16
JAX
Jacksonville Intl.
ART
Watertown Intl.
$322 Roundtrip, found 3 days ago
$322
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Nov 8 from Jacksonville Intl. to Watertown Intl., returning Sun, Nov 16, priced at $322 found 3 days ago
American Airlines
Wed, Jul 23 - Tue, Aug 19
LAS
Harry Reid Intl.
ART
Watertown Intl.
$331 Roundtrip, found 14 hours ago
$331
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Wed, Jul 23 from Harry Reid Intl. to Watertown Intl., returning Tue, Aug 19, priced at $331 found 14 hours ago
American Airlines
Wed, Jul 23 - Tue, Aug 19
LAS
Harry Reid Intl.
ART
Watertown Intl.
$336 Roundtrip, found 14 hours ago
$336
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Wed, Jul 23 from Harry Reid Intl. to Watertown Intl., returning Tue, Aug 19, priced at $336 found 14 hours ago
American Airlines
Sat, Nov 8 - Sun, Nov 16
JAX
Jacksonville Intl.
ART
Watertown Intl.
$339 Roundtrip, found 3 days ago
$339
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Nov 8 from Jacksonville Intl. to Watertown Intl., returning Sun, Nov 16, priced at $339 found 3 days ago
American Airlines
Tue, Nov 11 - Tue, Nov 18
JAX
Jacksonville Intl.
ART
Watertown Intl.
$351 Roundtrip, found 3 days ago
$351
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Nov 11 from Jacksonville Intl. to Watertown Intl., returning Tue, Nov 18, priced at $351 found 3 days ago
American Airlines
Wed, Jul 23 - Tue, Aug 19
LAS
Harry Reid Intl.
ART
Watertown Intl.
$360 Roundtrip, found 14 hours ago
$360
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Wed, Jul 23 from Harry Reid Intl. to Watertown Intl., returning Tue, Aug 19, priced at $360 found 14 hours ago
American Airlines
Wed, Aug 6 - Sat, Aug 9
CLT
Charlotte-Douglas Intl.
ART
Watertown Intl.
$471 Roundtrip, found 1 day ago
$471
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 6 from Charlotte-Douglas Intl. to Watertown Intl., returning Sat, Aug 9, priced at $471 found 1 day ago

Cheap Flights to Wellesley Island

Fall in love at first flight with your vacation to Wellesley Island by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Wellesley Island on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Wellesley Island, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Wellesley Island

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Wellesley Island with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the ART airport.

What is the cheapest month to fly to Wellesley Island?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Wellesley Island are in November, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Wellesley Island?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Wellesley Island.

What airport is best to fly into Wellesley Island?

When you’re planning your trip to Wellesley Island, convenience is the name of the game. Luckily, Wellesley Island Watertown Intl. Airport is nearby so you can deplane and get going on checking off everything on your Wellesley Island must-do list.

How much are flights to Wellesley Island?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Wellesley Island on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $214, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Wellesley Island?

The trick to saving a stack of cash on your flight to Wellesley Island? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $214 right now, why wait?

Wellesley Island Flight Information
Destination airport
Watertown Intl.
Destination airport IATA code
ART
Roundtrip price
$214

Last Minute Hotel Deals in Wellesley Island

Thousand Island Hart House
Thousand Island Hart House
2 out of 5
21979 Club Rd, Wellesley Island, NY
Book a stay at this golf B&B in Wellesley Island. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Boldt Castle and Boldt Yacht House are ...
10/10 Exceptional! (9 reviews)
Beautiful, quiet comfortable property
"Lovely room with working gas fireplace. Bed was very comfortable. Service was fantastic from start to finish. They took extra care with our room and really took care of us for breakfast. It was cooked to order both days, and delicious! Kudos to Vicky and Hannah. Area was walkable as well, and very ..."

Reviewed on Jun 18, 2025

Get rates
Thousand Island Hart House
Capt.'s Inn & Suites
Capt.'s Inn & Suites
2 out of 5
116 Church Street, Alexandria Bay, NY
Stay at this hotel in Alexandria Bay. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (1,002 reviews)
"Amazing stay everyone was so nice and the rooms were clean! Thank you!"

Reviewed on Jul 3, 2025

Get rates
Capt.'s Inn & Suites
Riveredge Resort
Riveredge Resort
3.5 out of 5
17 Holland Street, Alexandria Bay, NY
Stay at this 3.5-star spa resort in Alexandria Bay. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the bar and the helpful ...
8.4/10 Very Good! (1,005 reviews)
"This was an older place, but I enjoyed our stay. The restaurants were good too."

Reviewed on Jul 5, 2025

Get rates
Riveredge Resort
1000 Islands Harbor Hotel
1000 Islands Harbor Hotel
3.5 out of 5
200 Riverside Drive, Clayton, NY
Stay at this 3.5-star business-friendly hotel in Clayton. Enjoy free WiFi, free parking, and 24-hour room service. Our guests praise the helpful staff and the ...
9.2/10 Wonderful! (1,005 reviews)
"The hotel and grounds are meticulously cared for. Absolutely stunning views of the river."

Reviewed on Jul 8, 2025

Get rates
1000 Islands Harbor Hotel
Bonnie Castle Resort & Marina
Bonnie Castle Resort & Marina
3 out of 5
31 Holland Street, Alexandria Bay, NY
Stay at this 3-star business-friendly hotel in Alexandria Bay. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our ...
6.8/10 (1,001 reviews)
Well maintained motel by a lake.
"Well maintained motel in attractive location opposite Boldt Castle in Lake Ontario. Nice big outdoor pool. Can walk to the restaurants of Alexandria Bay. Be aware that they sometimes have motorcycle groups staying there ( noisy engines). Easy access to Canada via nearby 24/7 border crossing."

Reviewed on Jun 24, 2025

Get rates
Bonnie Castle Resort & Marina
Capt. Thomson's Resort
Capt. Thomson's Resort
3 out of 5
45 James Street, Alexandria Bay, NY
Stay at this 3-star hotel in Alexandria Bay. Enjoy free WiFi, an outdoor pool, and room service. Our guests praise the helpful staff and the clean rooms in our ...
9.4/10 Exceptional! (1,005 reviews)
"Best location to stay in Abay"

Reviewed on Jul 6, 2025

Get rates
Capt. Thomson's Resort
Otter Creek Inn
Otter Creek Inn
2.5 out of 5
2 Crossmon Street Extension, Alexandria Bay, NY
Stay at this motel in Alexandria Bay. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Boldt ...
8.4/10 Very Good! (215 reviews)
"Close to town. We could walk wherever we wanted to go. No driving or parking. Loved it."

Reviewed on Jul 6, 2025

Get rates
Otter Creek Inn
Chateau Country Inn
Chateau Country Inn
2 out of 5
39611 Chateau Ln, Clayton, NY
Stay at this B&B in Clayton. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Clayton Marina and The Clayton Opera House are located ...
9.2/10 Wonderful! (82 reviews)
Good people not fancy
"Great place for the money Clinton is a nice town took the river cruise with the same guys who own the property only thing that could have been better 2hrs at the castle instead of 1 1/2"

Reviewed on Jul 5, 2025

Get rates
Chateau Country Inn
See all 409 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.