Deals on vacations and trips to Skippers

Save when you book Skippers package deals

Choose two or more items and save on your trip:

Skippers flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Westgate Historic Williamsburg Resort
Ocean Pines Resort
Sea Ranch Resort
John Yancey Oceanfront Inn
Four Sails Resort

Top Skippers hotels deals

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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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Frequently asked questions

How much are vacation packages to Skippers?
With deals starting at just $472, flight and hotel packages are a great way to make your budget stretch further. Skippers, here you come!
How long should my Skippers vacation be?
Around 2 nights is the average amount of time travelers vacation in Skippers. But the perfect trip length all comes down to how many cherished memories you want to create. Why not allow a few extra days and discover some hidden gems?
Where can I get the best vacation package deals for Skippers?
For the perfect Skippers package deal, you can’t go past Travelocity. Select from 400 air carriers and 1,000,000 properties around the globe to create your ultimate trip — it couldn’t be simpler.
Why should I purchase my Skippers vacation bundle with Travelocity?
Fantastic savings, countless exciting destinations and a team of customer service experts available 24/7 — that’s why. And with our Price Match Guarantee, you can rest assured knowing that you’ll always score the best possible deal with Travelocity.
Can I save on my Skippers car rental if I bundle it with hotels and flights?
Certainly — bundle your flight, car and hotel into a Skippers vacation package and you can save a handsome sum. With so much to see and do in Skippers, having your own set of wheels will make exploring easy. Once you’ve slid into the driver’s seat, crank up the tunes and cruise toward Monticello, an unmissable attraction approximately 110 mi from Skippers.

Photos of local treasures

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Photo by Linda Nisbett