Royal Oak Holidays

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    Better together

    Save up to €185 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Royal Oak

Hyatt Regency Chesapeake Bay
Hyatt Regency Chesapeake Bay
4 out of 5
100 Heron Blvd, Cambridge, MD
Fully refundableReserve now, pay when you stay
The price is €262 per night from 21 Jul to 22 Jul
€262
21 Jul - 22 Jul
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"The Hyatt is a great stay. Balconies outside need painting. Staff and amenities otherwise are great."

Reviewed on 22 Jun 2025

Hyatt Regency Chesapeake Bay
Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & Marina
3 out of 5
3028 KENT NARROW WAY S, Grasonville, MD
Fully refundableReserve now, pay when you stay
The price is €144 per night from 4 Aug to 5 Aug
€144
4 Aug - 5 Aug
includes taxes & fees
9.4/10 Exceptional! (574 reviews)
"Beautiful location"

Reviewed on 5 Jul 2025

Hyatt Place Kent Narrows & Marina
Inn at Perry Cabin
Inn at Perry Cabin
5 out of 5
308 Watkins Ln, St. Michaels, MD
The price is €583 per night from 13 Jul to 14 Jul
€583
13 Jul - 14 Jul
includes taxes & fees
9.4/10 Exceptional! (353 reviews)
"Beautiful place to stay."

Reviewed on 8 Jul 2025

Inn at Perry Cabin
See all 625 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.

Frequently asked questions

How much does a Royal Oak holiday package cost?
You can pick up a holiday package to this destination on Expedia. But how much your holiday 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?
To pick up cheap Royal Oak holiday packages, organise your getaway outside of peak times like public holidays and major festivals. You'll generally find better availability and lower prices for hotels and flights.
How many days is enough for Royal Oak?
Typically, a handful of days is enough to explore the top attractions during your Royal Oak holiday. However, if you prefer to have some time to rest or go on day tours, consider extending your itinerary.
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 holiday package as early as possible.
Is it cheaper to book a Royal Oak holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking accommodation and flights separately. Better still, you can personalise 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 holiday 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.
How to plan a trip to Royal Oak?

  1. Choose your travel dates: What you want to do in Royal Oak and your preferred season can help you decide when to go.
  2. Plan your budget wisely: As well as the cost of your accommodation, you should consider other expenses. These include flights, food and transportation. Also, put aside a little extra for unexpected costs that may come up during your trip to Royal Oak.
  3. Decide how long to go for: Now that you're more familiar with Royal Oak, you can figure out the perfect length of your holiday. Create a rough itinerary and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customised Royal Oak holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.