Royal Oak Vacations from $113

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Your Royal Oak Vacation

Reserve a Royal Oak vacation package that has everything you need and no unnecessary extras. Good for bars and pubs, culture and cafes, think about basing yourself in the neighborhood of Downtown Cambridge. You'll want to take in the sights during your trip to Royal Oak. Make time for famous attractions like St. Michaels Winery, Chesapeake Bay Maritime Museum and Oxford Museum. A couple of quick clicks is all it takes to create your ideal Royal Oak vacation on Expedia.

The Latest Royal Oak vacation packages

Price found within the past 48 hours. Click for updated prices.
Gold Leaf Hotel of Dewey - Rehoboth Beach
The Americana Hotel
Bethany Beach Ocean Suites Residence Inn by Marriott
Home2 Suites By Hilton Salisbury Fruitland
Fairfield Inn & Suites by Marriott Ocean City
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Royal Oak Hotel Deals

Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)

Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)

Royal Oak MD
10/10 Exceptional! (69 reviews)
This is a beautiful property with great amenities. A very comfortable, spacious house with nice views of the water. The house was clean and ready for us upon arrival. Communication with the host for Q&A was excellent. He responded quickly to our questions. We hope to come back again.

Reviewed on Sep 24, 2025

Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
$201 nightly
The price is $229 total per night from Dec 7 to Dec 8
$229 total
Dec 7 - Dec 8
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
Great amenities, excellent spa and service, friendly staff and great food.

Reviewed on Nov 26, 2025

Hyatt Regency Chesapeake Bay
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $128 total per night from Jan 4 to Jan 5
$128 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
The room was clean ,great view staff helpful, would recommend

Reviewed on Nov 23, 2025

Rod 'N' Reel Resort
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.

Find the Best Royal Oak Vacation Packages

Royal Oak Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
45ºF
Max Temp Summer
80ºF
Top Sights
St. Michaels Winery, Avalon Theatre and Bill Burton Fishing Pier State Park

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Frequently asked questions

How much does a Royal Oak vacation package cost?
You can pick up a vacation package to this destination from $113 on Expedia. But how much your vacation to Royal Oak costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Royal Oak?
November, December and January are the best times to look for cheap Royal Oak vacation packages. Traveling in less busy periods means you can generally find lower prices on flights and hotels.
How many days is enough for Royal Oak?
Usually, a handful of days is enough to see the major sights during your Royal Oak vacation. However, if you prefer to have some time to unwind or take day trips, think about extending your trip.
How to find the best Royal Oak package deals?
Use Expedia's filter tool to help you find some fabulous Royal Oak package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Royal Oak package deals in the off-season. Switch up your travel dates and you may score 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 Royal Oak vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking accommodations and flights separately. Better still, you can personalize your Royal Oak trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Royal Oak?
Secure incredible bargains by reserving your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Royal Oak escape.
Does Expedia offer Book Now, Pay Later Royal Oak vacation packages?
Jet off on your dream escape to Royal Oak with our Book Now, Pay Later vacations. No need to scrimp and save or wait until your next paycheck — we've joined forces with online lender Affirm to give you more flexibility and choice. 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 snap up bargains while they last.

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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.