Royal Oak Vacations from $430

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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.
The Surf Shanty Motel

The Surf Shanty Motel

2.5 out of 5
Price was $554, price is now $430 per person
$430
per person
May 14 - May 17
found 21 hours ago
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
9.8/10 Exceptional! (310 reviews)
The hotel was clean and the staff were very helpful. The only negative was there was no closet to hang our dresses. We came for a wedding and it would have been nice to have somewhere to hang out gowns. Other than than that we enjoyed our stay.

Reviewed on Dec 16, 2025

Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Price was $764, price is now $585 per person
$585
per person
May 14 - May 17
found 21 hours ago
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
9.4/10 Exceptional! (734 reviews)
Parking was awesome and Bar/Food service was very good

Reviewed on Apr 2, 2026

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $1,009, price is now $804 per person
$804
per person
May 29 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
9/10 Wonderful! (3,474 reviews)
The gym was very small. The shower needs a removable handle. The pressure could have been stronger as well. Instead of a straight shower bar, it needs the curved ahower bar so that the shower curtain does not touch you. Had to pay extra to park in the parking lot associated with the hotel, such a rip-off!! $10 plus taxes

Reviewed on Apr 7, 2026

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $1,435, price is now $1,150 per person
$1,150
per person
Jun 4 - Jun 8
found 5 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
8.2/10 Very Good! (704 reviews)
Please don’t believe these reviews I had an excellent experience. The hotel was older but is a mom and pop hotel family feel.

Reviewed on Mar 31, 2026

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
Price was $1,537, price is now $1,283 per person
$1,283
per person
Jun 4 - Jun 8
found 5 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
8.8/10 Excellent! (2,364 reviews)
Kids loved the pool. Room was excellent! Front desk staff was above & beyond & super friendly! The only thing I could ask for is a broom, I’m one that still cleans up on vacation & a broom would’ve been excellent to have! Also more trash bags.

Reviewed on Apr 7, 2026

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Royal Oak Hotel Deals

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
$262 nightly
The price is $297 total per night from Apr 16 to Apr 17
$297 total
Apr 16 - Apr 17
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
Had a great time will be back soon

Reviewed on Apr 6, 2026

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
$168 nightly
The price is $184 total per night from Apr 27 to Apr 28
$184 total
Apr 27 - Apr 28
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
Make sure to request bay front room. These are great across the hall are views of heating units and walls.

Reviewed on Apr 7, 2026

Rod 'N' Reel Resort
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

2.5 out of 5
3101 Main Street Grasonville MD
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $110 total per night from Apr 19 to Apr 20
$110 total
Apr 19 - Apr 20
Total with taxes and fees
8/10 Very Good! (1,001 reviews)
Yes very good

Reviewed on Apr 6, 2026

Best Western Kent Narrows Inn
See all 630 properties in Royal Oak
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 $430 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.