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Chesapeake Vacation Packages

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Cheap Chesapeake Vacation Packages

You’re on the hunt for a steal of a deal on your Chesapeake vacation package. You’ve got your list of things you want, and you’re checking it twice: a ballin’ (on a budget) Chesapeake hotel, a champagne poppin’ flight (for a knock-off beer price), and maybe even a super-nice car rental (for a borrowed bike fee).

Think it’s all just a dream? Not when you book your Chesapeake vacation deal with Hotwire.

Are you for real with these vacation package deals

Daydreaming is even better when wildly good deals become your reality. Scoring hotel and flight deals to Chesapeake for a price that works with your budget is realer than real when you book your package with Hotwire. Ready to get all of your wildest dreams fulfilled (for way less than you expected)? Don’t sleep on these Hotwire deals.

Frequently Asked Questions About Vacation Packages

How much is a vacation to Chesapeake?

When you want to book the very best Chesapeake getaway, but you aren’t looking to empty your bank account on planning your trip, cheap vacation packages are the way to go. You can jump into an incredible vacay to Chesapeake for as low as $521 and keep your cash for the necessities—like the dreamiest fun times in town.

When is the best time to book a vacation package to Chesapeake?

Looking to save some extra cash on your Chesapeake vacation? Try going on your getaway in , which is the off-season, and avoid the most popular time to vacation in the month of . Want to get away now-ish and still save? Book a last-minute vacation package with a Hot Rate hotel deal. You could save up to 60% off on your hotel versus booking a listed rate two weeks earlier.

How to get the best vacation package deals to Chesapeake?

If scoring the very best deal on your Chesapeake vacation is at the top of your to-do list, book your package with Hotwire and prepare to get way more bang for your buck.

What is the cheapest day to book a vacation package?

Reserving a Chesapeake vacation package on a Tuesday is the cheapest day to book, or you can save more any day on Hotwire, with packages as low as $521.

Can I vacation in Chesapeake right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Chesapeake right now?” When it’s time to book your vacation package, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

What does Hotwire Chesapeake travel package include?

When you book a package deal on Hotwire, you can expect a Chesapeake vacation package with airfare and hotel. Want a rental car too? No biggie‚ you can add it to your package. Everything you need for an amazing trip? Check.


Chesapeake Flight + Hotel Packages

Beachwoods Resort
Sea Ranch Resort
Barrier Island Station, a VRI resort
John Yancey Oceanfront Inn
Boardwalk Resort and Villas
Turtle Cay Resort
Beach Quarters Resort
Roanoke Island Inn
Prices and availability subject to change. Additional terms may apply.

Chesapeake Vacation Packages 3-4 Night Stays

Beachwoods Resort
Sea Ranch Resort
Barrier Island Station, a VRI resort
John Yancey Oceanfront Inn
Prices and availability subject to change. Additional terms may apply.

Last Minute Hotel Deals in Chesapeake

Top Flight Deals

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

Spirit Airlines
Spirit Airlines
Frontier Airlines
Spirit Airlines