Dagsboro Vacations

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Your Dagsboro Vacation

Our Dagsboro vacation packages let you customize your own adventure. Tailor your getaway to your interests and needs and make the most of your time in this fabulous city. You'll want to go sightseeing during your trip to Dagsboro. Find time for big-name attractions such as Baywood Greens Golf Course, Nanticoke Indian Museum and 2nd Time Designs. Don't delay exploring this city any longer. Your ultimate Dagsboro vacation is a couple of clicks away with Expedia.

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Dagsboro Hotel Deals

Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3 out of 5
1 16th Street Ocean City MD
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $89 total per night from Nov 30 to Dec 1
$89 total
Nov 30 - Dec 1
Total with taxes and fees
9/10 Wonderful! (1,586 reviews)
A nice spot with great views of the beach and boardwalk. A touch dated, the tech is behind by about 4 years, so no USB-C ports or streaming apps. But you’ll be too busy sleeping or out and about to notice. Good location near a lot of restaurants within walking distance but about a 30 minute walk ...

Reviewed on Nov 19, 2025

Hyatt Place Ocean City / Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
$88 nightly
The price is $97 total per night from Nov 25 to Nov 26
$97 total
Nov 25 - Nov 26
Total with taxes and fees
8.6/10 Excellent! (2,273 reviews)
Staff was great

Reviewed on Nov 17, 2025

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
$76 nightly
The price is $84 total per night from Dec 8 to Dec 9
$84 total
Dec 8 - Dec 9
Total with taxes and fees
8.6/10 Excellent! (1,995 reviews)
The room was very clean and the staff was friendly and helpful.

Reviewed on Nov 18, 2025

Fenwick Inn
See all 13,243 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.

Find the Best Dagsboro Vacation Packages

Dagsboro Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Salisbury - Ocean City Wicomico Regional Airport (SBY)
Population
860
Top Sights
Delaware Seashore State Park, Fenwick Island Beach and Bethany Beach Beaches

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Frequently asked questions

How much does a Dagsboro vacation 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 vacation to Dagsboro costs.
What are the cheapest months to go to Dagsboro?
If you'd like to book a cheap Dagsboro vacation package, consider visiting in November, December and January. You'll typically find lower rates on hotels and flights during these quieter months — ideal for a budget-friendly break.
How many days is enough for Dagsboro?
Typically, a handful of days is enough to tick off the major sights during your Dagsboro vacation. However, if you want to have some time to chill out or go on day tours, consider extending your itinerary.
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 vacation package as early as possible.
Is it cheaper to book a Dagsboro vacation as a package?
You can enjoy significant savings on your next Dagsboro getaway by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation 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.
Does Expedia offer Book Now, Pay Later Dagsboro vacation packages?
Your Dagsboro trip should be an escape from your busy life, not a source of money-related stress. So to give you a bit more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

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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.