Royal Oak Vacation Packages

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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.

Top Royal Oak Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Price was CA $2,948, price is now CA $2,212 per person
CA $2,212
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
9.4/10 Exceptional! (784 reviews)
Multiple times no front desk staff available, Internet service EXTREMELY poor, which is unacceptable given the price of the room. Also main restaurant closed and “free breakfast “ which was pre paid came from the bar. Room also looks much better on the website than in person. Not fully clean, hairs on bathroom floor from last person. On the plus side bar staff was very nice . Outdoor pool appeared clean.

Reviewed on Jul 4, 2026

Sea Breeze Inn

Sea Breeze Inn

2 out of 5
Downtown Ocean City
Price was CA $4,960, price is now CA $3,173 per person
CA $3,173
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
6.6/10 (9 reviews)
When I went to get a shower had no hot water .

Reviewed on Jul 5, 2026

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was CA $4,863, price is now CA $3,522 per person
CA $3,522
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
8.2/10 Very good! (739 reviews)
The property is not well maintain at all. Furnitures were outdated, toilet and mini fridge was not working properly and had to be called to get fixed multiple times. However, they were friendly and outstanding housekeepers.

Reviewed on Jul 7, 2026

Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
Price was CA $2,922, price is now CA $2,216 per person
CA $2,216
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
7.6/10 Good! (592 reviews)
falta un poco de limpieza

Reviewed on Jul 7, 2026

Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
Downtown Bethany Beach
Price was CA $3,265, price is now CA $2,680 per person
CA $2,680
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
9/10 Wonderful! (846 reviews)
Great location and hotel was very clean

Reviewed on Jul 2, 2026

Ready to book your vacation to Royal Oak?

 

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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
The price is CA $398 per night from Aug 5 to Aug 6
CA $398
CA $519 total
Aug 5 - Aug 6
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"So many activities on site!"

Reviewed on Jul 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
The price is CA $238 per night from Jul 14 to Jul 15
CA $238
CA $312 total
Jul 14 - Jul 15
includes taxes & fees
8.6/10 Excellent! (1,010 reviews)
"Balcony was peaceful at nite n views of moonrise were fantastic ., I’m not big on casino stuff so didn’t even go in.. restaurants were ok .. staff was the best n the accommodations were superb 1st class quality,"

Reviewed on Jul 6, 2026

Rod 'N' Reel Resort
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from Jul 14 to Jul 15
CA $118
CA $130 total
Jul 14 - Jul 15
includes taxes & fees
8.2/10 Very good! (1,008 reviews)
"Clean, simple, and exactly what I needed. The staff was incredibly friendly and welcoming. Will definitely stay here again!"

Reviewed on Jul 7, 2026

St Michaels Inn
See all 648 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.
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Frequently asked questions

How much does a Royal Oak vacation package cost?
You can snap up a vacation package to this top destination from CA $2,212 on Expedia. But how much your vacation to Royal Oak costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Royal Oak?
The off-season is the best time to head to Royal Oak if you're trying to save. Another tip for scoring cheap Royal Oak vacation packages? Try to avoid visiting during public holidays and any major events or festivals.
How many days is enough for Royal Oak?
Generally, a handful of days is ideal for a Royal Oak vacation. With a well-organized itinerary, you can go to all the popular attractions including Oxford Museum, as well as discover some hidden gems along the way.
How to find the best Royal Oak package deals?
Begin your search for a Royal Oak package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Royal Oak package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Royal Oak adventure off to a flying start.
Is it cheaper to book a Royal Oak vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging hotels and flights individually. Better still, you can personalize your Royal Oak escape to fit your exact style. 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 discounts by booking your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Royal Oak escape.
How to plan a trip to Royal Oak?

  1. Choose when to travel: Check your diary and pack your bags. Your preferred time of year and the activities on offer will also help you decide when to vacation in Royal Oak.
  2. Budget wisely: Besides the price of your accommodations, you'll need to consider other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected costs that may crop up during your trip to Royal Oak.
  3. Determine how many days away: Start by listing all the attractions you want to experience in Royal Oak. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customized Royal Oak vacation package.

Explore a world of travel with Expedia

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