Dagsboro Vacations from $984

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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.
Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay

Midtown Ocean City
$984
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Salisbury (SBY)
8.4/10 Very Good! (53 reviews)
First, the good: The location was great. Quick walk to the beach, plenty of quick-stop type of places for ice and other items (you definitely need to order a sandwich at Anthony’s Liquors!). Short drive to lots of restaurants and other entertainment. The kitchen was well-appointed (bring coffee filters!) and the furnishings comfortable. The not-so-good: The floor was really grubby. My 10 month old grandson’s feet and hands were black within 15 min of crawling around on the floors, despite them appearing clean. The bathrooms were clean-ish. Otherwise, it was clean enough. Check in was confusing because you can’t check in till 5 and the office closes at 5, so ??? I was finally able to get in touch with someone who gave me instructions for accessing the keys to room. Bottom line: I’d stay here again.

Reviewed on Sep 9, 2026

Beach Walk

Beach Walk

Downtown Ocean City
Save 100% on your flight
$2,951
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Salisbury (SBY)
7.8/10 Good! (115 reviews)
The room was clean and comfortable. The staff were pleasant. Parking was an issue, but may have been due to bike week was going on. Good location.

Reviewed on Sep 13, 2026

Sea Bay Hotel

Sea Bay Hotel

Midtown Ocean City
Save 100% on your flight
$3,012
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Salisbury (SBY)
8.2/10 Very Good! (673 reviews)
Rooms were only cleaned after checking out. No breakfast opportunities in the hotel. Staff nonexistent at the hotel you had to go to best Western across parking lot for help they were very nice there. Piece of advise stay parked board beach bus at 59th st.

Reviewed on Sep 15, 2026

The Shore House

The Shore House

West Ocean City
Save 100% on your flight
$2,836
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Salisbury (SBY)
6.6/10 (782 reviews)
You can hear your neighbors using the bathroom... doing other business. Terrible room card system. It might work for students or something.. but definitely not for solo female travelers.

Reviewed on Sep 14, 2026

Miramar Condominiums

Miramar Condominiums

Downtown Ocean City
$1,405
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Salisbury (SBY)
9.4/10 Exceptional! (33 reviews)
Beautiful house and clean rooms! Perfectly equipped with everything!

Reviewed on Aug 28, 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

Fenwick Inn

Fenwick Inn

13801 Coastal Highway Ocean City MD
$85 nightly
$95 total
Sep 21 - Sep 22
Total with taxes and fees
Fenwick Inn
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD
$94 nightly
$106 total
Oct 14 - Oct 15
Total with taxes and fees
Grand Hotel Ocean City Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

Oceanfront on 91st Street Ocean City MD
$116 nightly
$128 total
Oct 11 - Oct 12
Total with taxes and fees
8.8/10 Excellent! (2,761 reviews)
"This was our second time staying at this hotel, and once again, we had a great experience. Everything was wonderful, and the ocean view is absolutely beautiful. We really enjoyed our stay and would definitely come back again. Highly recommended!"

Reviewed on Sep 15, 2026

Princess Royale Oceanfront Resort
See all 12,933 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 $984 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.