Dagsboro Holidays

Photo by Mary Pat Collins

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Top hotels in Dagsboro

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street, Ocean City, MD
8.4/10 Very Good! (1,927 reviews)
"We had a great stay! Family of 5 with 3 kids under 5! The room was very clean and comfortable and the staff was so friendly and kind. We will be staying again!"

Reviewed on 17 Jul, 2025

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Princess Royale Oceanfront Resort
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is S$442 per night from 15 Aug to 16 Aug
S$442
15 Aug - 16 Aug
includes taxes & fees
8.6/10 Excellent! (1,946 reviews)
"My only issue was volume of dogs on second floor."

Reviewed on 19 Jul, 2025

Fenwick Inn
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave, Ocean City, MD
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (3,027 reviews)
"The location was great for 1st timers to OCMD. Close enough to all the excitement on the boardwalk and far enough from all the noise. Every employee we spoke with were so friendly and nice. The room was huge. Only downfall was we had reserved an oceanfront room. We were assigned the far right room, ..."

Reviewed on 17 Jul, 2025

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Grand Hotel Ocean City Oceanfront
See all 13,742 properties in Dagsboro
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 Dagsboro holiday package cost?
You'll find cheap prices on Expedia for your Dagsboro break. However, factors like the season, choice of hotel and length of stay will influence how much your holiday to Dagsboro costs.
What are the cheapest months to go to Dagsboro?
Plan your trip for the low season and you're likely to find cheap Dagsboro holiday packages. Keep in mind that school holiday periods and local events and festivals can impact prices, so do some research before you go.
How many days is enough for Dagsboro?
Typically, a handful of days is enough to tick off the main attractions during your Dagsboro holiday. But if you prefer to have some time to rest or go on day tours, think about extending your trip.
How to find the best Dagsboro package deals?
Use Expedia's filter tool to find some great Dagsboro package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Dagsboro package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your holiday package as early as possible.
Is it cheaper to book a Dagsboro holiday as a package?
You can enjoy significant savings on your next Dagsboro getaway by booking a tailored holiday package. Click on the "Package" heading, then select your destination and travel dates to browse the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Dagsboro?
If you've got your Dagsboro travel dates finalized, book as early as you can to score some fantastic deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Dagsboro?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Dagsboro.
  2. Budget wisely: As well as the cost of your stay, you should consider other expenses. These include transportation, flights and food. Also, put aside a little extra for unexpected costs that could arise during your trip to Dagsboro.
  3. Decide how long to go for: Now that you know more about Dagsboro, you can figure out the perfect length of your break. Pull together a draft itinerary and give yourself enough time to cover everything you want to do.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Dagsboro holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.