Wilton Vacations from $816
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The Latest Wilton Vacation Packages
- Mid-Town Motel
Aug 27 - Aug 30Mid-Town Motel + Flight
Boothbay Harbor3 nights2.0 star property8.6/10 - Excellent (250 reviews)"Do not book the room with the queen sized bed. It is too small to fit the bed, nightstand, chair and two adults. It is located behind the office as kind of an after thought & better suited for a single bed and one person. We asked to be moved and were given a king sized bed room at no extra charge, which was nice. The place is definitely dated, lacks in-room amenities like a coffee maker & mini fridge, but these things are available for community use in the office. The location is great and we..."Reviewed July 23, 2026Roundtrip • Cleveland (CLE) - Augusta (AUG)CLE - AUG • 2 stops AUG - CLE • 2 stops$931$816found 1 day agoper traveler - Topside Inn
Aug 27 - Aug 30Topside Inn + Flight
Boothbay Harbor3 nights3.0 star property10/10 - Exceptional (131 reviews)"Loved everything about this property. From the views to the rooms to the amenities and the staff, no detail was overlooked!"Reviewed July 25, 2026Roundtrip • Cleveland (CLE) - Augusta (AUG)CLE - AUG • 2 stops AUG - CLE • 2 stops$1,925$1,471found 1 day agoper traveler - OneSixtyFive
Sep 3 - Sep 6OneSixtyFive + Flight
Brunswick3 nights3.0 star property9.4/10 - Exceptional (161 reviews)Roundtrip • Cleveland (CLE) - Augusta (AUG)CLE - AUG • 2 stops AUG - CLE • 2 stops$1,227$1,001found 1 day agoper traveler - House near Acadia National Park
Oct 11 - Oct 16House near Acadia National Park + Flight
Ellsworth5 nights4.0 star property9.6/10 - Exceptional (25 reviews)"Nice clean place, but one of the rooms was not how it was pictured. Instead of a queen, it had bunk beds. Water pressure was great upstairs but low downstairs in the bathroom. Also, ice maker didn't work. Great location"Reviewed June 25, 2026Roundtrip • Dallas (DAL) - Augusta (AUG)DAL - BGR • 1 stop BGR - DAL • 2 stops$3,702$3,106found 1 day agoper traveler - Bluebird Ocean Point Inn
Aug 27 - Aug 30Bluebird Ocean Point Inn + Flight
Ocean Point3 nights3.0 star property8.8/10 - Excellent (588 reviews)"Having an ocean view from our porch was wonderful. It is a lovely location. Dinner and breakfast were wonderful. Our room seemed to have been recently renovated and was very nicely done."Reviewed July 25, 2026Roundtrip • Cleveland (CLE) - Augusta (AUG)CLE - AUG • 2 stops AUG - CLE • 2 stops$1,213$1,046found 1 day agoper traveler
Wilton Hotel Deals
Frequently Asked Questions
How much does a Wilton vacation package cost?
You can pick up a vacation package to this popular destination from $816 on Expedia. However, how much your vacation to Wilton costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Wilton?
June, October and November are great times to look for cheap Wilton vacation packages. Choosing to travel in less busy months means you can generally find better prices on flights and hotels.
How many days is enough for Wilton?
With a well-organized schedule, you can easily hit the top Wilton attractions in a few days. But if you prefer to explore off the beaten track or go on day trips, think about booking your Wilton vacation for longer.
Is it worth booking a vacation package to Wilton?
Wilton is a good vacation destination with attractions like Wilson Lake among the many things to keep you entertained. Whether you're traveling with the family or planning a trip with friends, a Wilton vacation promises a good time for everyone.
How to find the best Wilton package deals?
Use Expedia's handy filters to help you find some tempting Wilton package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Wilton package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Wilton vacation as a package?
You can enjoy significant savings on your Wilton getaway by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to view the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Wilton?
Enjoy incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Wilton break.
Does Expedia offer Book Now, Pay Later Wilton vacation packages?
Secure your ideal getaway to Wilton with our Book Now, Pay Later vacations. There's no need to save up or hold off until your next paycheck — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stick to your budget and snag great deals while they last.