Wellesley Island Beach Vacations

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Flight and Beach hotel deals in Wellesley Island

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Harlem Stonegate B&B
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3 Night Beach holidays in Wellesley Island

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Harlem Stonegate B&B
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See all available trips from Columbus to Wellesley Island
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Find the best beach vacations in Wellesley Island

What are some benefits when booking beach vacations in Wellesley Island?

When you travel to the beach in Wellesley Island, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip.


How can I book the best beach vacations in Wellesley Island?

To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Wellesley Island trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit.

Can I book cheap beach vacations in Wellesley Island?

There are quite a few things you can do to get cheap beach vacations in Wellesley Island. Prices range from CA $538, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out.

Can I book beach packages?

Yes, and you'll find quite a few beach packages available in Wellesley Island. These package deals let you save by booking your accommodation and your flight together with savings of up to 8.

Why should I book family beach vacations?

When you're travelling with the family to Wellesley Island, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room.

How can I find a beachfront vacation in Wellesley Island?

It's easy to find a beachfront vacation accommodation in Wellesley Island using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.

How can I book last-minute beach vacations?

Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Wellesley Island as your destination and see what's available.

Can I find all-inclusive beach vacations ?

Yes, all you have to do to find all-inclusive beach vacations in Wellesley Island is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance.

Can I book a beach trip that's fully refundable?

Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout New York. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.

Why should I book beach vacations with Expedia?

When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips.

Beach Hotels in Wellesley Island

Tranquil, Secluded, Updated Two-Acre Wellesley Island Waterfront, Drive-To Home

Tranquil, Secluded, Updated Two-Acre Wellesley Island Waterfront, Drive-To Home

Wellesley Island NY
  • 9 min drive from Boldt Yacht House
Stay at this vacation home in Wellesley Island. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Alex Bay 500 Go-Karts and Thousand Islands ...
10/10 Exceptional! (21 reviews)
Fam vaca
Our family felt so comfortable in the space and exceeded our expectations. Modern yet had the cottage feels you want. Great outdoor space and lots of time spent on the dock fishing and enjoying the view. Checked all the boxes

Reviewed on Aug 11, 2025

Tranquil, Secluded, Updated Two-Acre Wellesley Island Waterfront, Drive-To Home
Spectacular Boldt Castle and Main Channel views with Dockage

Spectacular Boldt Castle and Main Channel views with Dockage

Wellesley Island NY
  • 5 min walk from Boldt Yacht House
Stay at this vacation home in Wellesley Island. Enjoy a garden, laundry facilities, and patios. Popular attractions Boldt Yacht House and Boldt Castle are located ...
Location Location Location!
Amazing spot with direct view of Boldt Castle…doesn’t get any better than this. Close to golf course and fine dining at the TI Club. Quick boat ride in to A Bay. The townhouse was very clean and equipped with all of your needs. We recommend this place 100%! It’s a very special place and can’t wait ...

Reviewed on Aug 8, 2024

Spectacular Boldt Castle and Main Channel views with Dockage
Epic Waterfront Wellesley Island Getaway!

Epic Waterfront Wellesley Island Getaway!

2 out of 5
Wellesley Island NY
  • 15 min drive from Boldt Yacht House
Stay at this cottage in Wellesley Island. Enjoy free parking, a marina, and a garden. Popular attractions Thousand Islands Winery and Rock Island Lighthouse ...
Epic Waterfront Wellesley Island Getaway!
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.

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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.