Deals on vacations and trips to Wellesley Island

Save when you book Wellesley Island package deals

Choose two or more items and save on your trip:

Top Wellesley Island hotels deals

Don't see what you're looking for?
See all available properties in Wellesley Island
View all properties
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.

Popular places to visit

Photos of local treasures

Browse Wellesley Island vacation photos for more inspiration

Photo by AMANDA

Frequently asked questions

How much are vacation packages to Wellesley Island?
You’ll find an excellent flight and hotel bundle from just . With a Travelocity vacation package, a trip to Wellesley Island has never looked so enticing! Save your time and money and then start packing that suitcase.
Where can I get the best vacation package deals for Wellesley Island?
It’s hard to beat Travelocity when it comes to crafting your Wellesley Island package deal. There are as many as 400 airlines and 1,000,000 properties worldwide to select from. Book your trip now and get ready to tick another exciting destination off your bucket list.
Why should I book my Wellesley Island vacation package via Travelocity?
Whether you’re planning an epic vacation or a last-minute weekend escape, we have many alluring destinations to choose from at a great price. On top of that, we provide 24/7 support, high-quality service and a Price Match Guarantee. Save yourself the effort and time and reserve your dream vacation today.
Can I save money on my Wellesley Island car rental if I combine it with hotels and flights?
You sure can with our Wellesley Island vacation packages. With one of these, there are loads of ways to stretch your travel budget further. Bundle any two or more car, flight, hotel and tour bookings and see the savings start to pile up. With your own ride, all the attractions in and around Wellesley Island are within your reach.
What is the best time of year to go to Wellesley Island?
Go in June, July and August if you want to be in the thick of the action. While they are undoubtedly the busiest few months, the buzzing atmosphere of the tourist season is difficult to resist. If you’d like a more laid-back pace, November, December and January may suit you better. Don’t want to shell out for your hotel? Shelve any plans to book in , when prices are at their highest. Search for something cozy and cheap in instead.