Royal Oak Vacations from $850

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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.
Ashore Resort & Beach Club

Ashore Resort & Beach Club

3.5 out of 5
North Ocean City
Price was $971, price is now $850 per person
$850
per person
Apr 1 - Apr 6
found 20 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
8.2/10 Very Good! (1,825 reviews)
Clean, comfortable and quiet.

Reviewed on Dec 28, 2025

Miramar Condominiums

Miramar Condominiums

2 out of 5
Downtown Ocean City
Price was $1,971, price is now $1,631 per person
$1,631
per person
Apr 1 - Apr 6
found 20 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
9.4/10 Exceptional! (15 reviews)
Stayed in unit 505 and it was beautiful! We loved it!

Reviewed on Aug 23, 2025

Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay

3 out of 5
Midtown Ocean City
Price was $1,359, price is now $1,178 per person
$1,178
per person
Apr 1 - Apr 6
found 20 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
8.4/10 Very Good! (39 reviews)
I loved the dock and the gorgeous sunsets .

Reviewed on Sep 7, 2025

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $1,039, price is now $904 per person
$904
per person
Apr 1 - Apr 6
found 20 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
9/10 Wonderful! (3,316 reviews)
Room was great but the HVAC was very noisy.

Reviewed on Jan 23, 2026

Boardwalk One

Boardwalk One

3 out of 5
Downtown Ocean City
Price was $969, price is now $860 per person
$860
per person
Apr 1 - Apr 6
found 20 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
7.4/10 Good! (170 reviews)
Got better than what I expected for the price. Front desk ladies were happy & helpfully. Only thing that would be nice would be some type of dimmer lights for night, outlets near beds & softer beds. Will definately be staying here again! Full kitchen with full size fridge saved us $ not having to eat out. It's like a hotel sized condo.

Reviewed on Oct 1, 2025

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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! (70 reviews)
I’m typically pretty brief with reviews, but I am quite fond of the home and property, amenities, and the host — and wish to share a little more.My family and I spent two nights here over Christmas, and it was the kind of place that instantly makes you exhale when you arrive. The home is beautiful, ...

Reviewed on Dec 26, 2025

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Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)
RANCH AT ROYAL OAK- Exclusive waterfront pool pier

RANCH AT ROYAL OAK- Exclusive waterfront pool pier

Royal Oak MD
10/10 Exceptional! (31 reviews)
We had a wonderful week at the Ranch. 8 adults and four little ones. There was plenty of room both inside and out. The view of the water was spectacular! The outdoor swing/slide play area was used frequently. It was a little chilly for the fire pit (with complimentary s’mores fixin’s - so thoughtful!). ...

Reviewed on Dec 1, 2025

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RANCH AT ROYAL OAK- Exclusive waterfront pool pier
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
$211 nightly
The price is $240 total per night from Feb 1 to Feb 2
$240 total
Feb 1 - Feb 2
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
I LOVED IT AS DID MY KIDS!!!!!

Reviewed on Jan 21, 2026

Hyatt Regency Chesapeake Bay
See all 626 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 $850 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.