Dagsboro Vacations from $774

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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.

The Latest Dagsboro vacation packages

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 $943, price is now $774 per person
$774
per person
Sep 22 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
9.4/10 Exceptional! (784 reviews)
Friendly staff.

Reviewed on Jul 12, 2026

Sea Breeze Inn

Sea Breeze Inn

2 out of 5
Downtown Ocean City
Save 100% on your flight
Price was $1,879, price is now $1,217 per person
$1,217
per person
Sep 22 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
6.6/10 (9 reviews)
Prototypical beach motel. If you’re looking for luxury or staycation, pay more and go elsewhere but this place is solid and right near everything on 2nd. Everything is completely mid but for last second on a Friday night in the summer, $140 can’t be beat. If you’re looking for a place to pass out, this is it.

Reviewed on Jul 12, 2026

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $1,675, price is now $1,351 per person
$1,351
per person
Sep 22 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
8.2/10 Very Good! (739 reviews)
I loved how it was close to everything! The staff was so nice and helpful also! Only bad part is the parking is a block and a half away.

Reviewed on Jul 11, 2026

Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay

3 out of 5
Midtown Ocean City
Price was $1,372, price is now $1,120 per person
$1,120
per person
Sep 4 - Sep 7
found 5 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
8.2/10 Very Good! (44 reviews)
Dorothy and her mom was very nice and helpful. Expedia you all dropped the ball big time. The GM that was on duty Tuesday made no attempt to address my concerns or even talk to me and Declan who was another manager not on site made no attempt to address my concern. The floor was very dirty not clean at all. To not receive the room I selected was the icing on the cake. The little girl that assisted me was a lead and stated no she could not change my room. The place was not booked up which she lied and said it was. The pots in the kitchen was so used everything stuck. Before you all suggest a place check them out first. Because I booked through you all everything finger was pointed at Expedia

Reviewed on Jun 20, 2026

Monte Carlo Boardwalk Oceanfront Ocean City

Monte Carlo Boardwalk Oceanfront Ocean City

3 out of 5
Downtown Ocean City
Price was $1,390, price is now $1,151 per person
$1,151
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
8.2/10 Very Good! (1,000 reviews)
Excellent location. Quiet. Front staff were kind and very helpful! Multiple parking locations within walking distance. We’d choose this location again!

Reviewed on Jul 11, 2026

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Stay near popular Dagsboro attractions

Holts Landing State Park

Discover Delaware's coastal diversity at Holts Landing State Park, where salt marshes meet maritime forests. Stroll the Sea Hawk Trail for birdwatching or cast a line from the fishing pier overlooking Indian River Bay.
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Dagsboro Hotel Deals

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
$298 nightly
The price is $331 total per night from Aug 2 to Aug 3
$331 total
Aug 2 - Aug 3
Total with taxes and fees
8.8/10 Excellent! (2,548 reviews)
"Todo excellent, a veces el ruido de los otros cuartos no deja dormir pero todo bien !"

Reviewed on Jul 12, 2026

Princess Royale Oceanfront Resort
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
$319 nightly
The price is $358 total per night from Jul 26 to Jul 27
$358 total
Jul 26 - Jul 27
Total with taxes and fees
9/10 Wonderful! (3,696 reviews)
"Great hotel. Hardwood floors, large rooms and clean areas. The restaurants were ok, but overall I would stay here again but not eat here."

Reviewed on Jul 12, 2026

Grand Hotel Ocean City Oceanfront
Plim Plaza Hotel

Plim Plaza Hotel

2 out of 5
109 North Atlantic Ave. Ocean City MD
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $223 total per night from Jul 13 to Jul 14
$223 total
Jul 13 - Jul 14
Total with taxes and fees
7.4/10 Good! (1,061 reviews)
"Shower curtains need to be replaced, very small rooms"

Reviewed on Jul 12, 2026

Plim Plaza Hotel
See all 13,268 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 from $774 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.