Dagsboro Vacations from $1,127

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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.
Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
Price was $1,551, price is now $1,127 per person
$1,127
per person
Aug 1 - Aug 8
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
7.6/10 Good! (545 reviews)
Thanks for everything I like

Reviewed on May 28, 2026

The Americana Hotel

The Americana Hotel

2.5 out of 5
Downtown Ocean City
Save 100% on your flight
Price was $2,100, price is now $1,434 per person
$1,434
per person
Aug 1 - Aug 8
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
8.6/10 Excellent! (1,202 reviews)
This was the perfect little getaway in a great location.

Reviewed on May 27, 2026

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $2,051, price is now $1,476 per person
$1,476
per person
Aug 1 - Aug 8
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
8.2/10 Very Good! (720 reviews)
Clean room. Nice staff, great location on the boardwalk.

Reviewed on May 13, 2026

Boardwalk One

Boardwalk One

3 out of 5
Downtown Ocean City
Price was $1,801, price is now $1,307 per person
$1,307
per person
Jul 19 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
7.4/10 Good! (171 reviews)
Got better than what I expected for the price. Front desk ladies were happy & helpfully. Only thing that would be nice would be some type of dimmer lights for night, outlets near beds & softer beds. Will definately be staying here again! Full kitchen with full size fridge saved us $ not having to eat out. It's like a hotel sized condo.

Reviewed on Oct 1, 2025

Lankford Hotel and Lodge

Lankford Hotel and Lodge

3.5 out of 5
Downtown Ocean City
Price was $1,671, price is now $1,220 per person
$1,220
per person
Aug 1 - Aug 8
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
8.6/10 Excellent! (641 reviews)
This was an amazingly quirky place that would be so awesome for a couple days. We had 2 bedrooms, kitchenette/dining room and bath. I loved the artwork, the little porch and how close we were to the boardwalk. The bathroom was tiny and the shower didn't work, but we were the first guest for the season in that unit, so they didn't know it wasn't working. They were very responsive and everything was clean. If I was planning to spend 3 or more days in town, this would be a good choice.

Reviewed on May 5, 2026

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Dagsboro Hotel Deals

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
$149 nightly
The price is $167 total per night from May 31 to Jun 1
$167 total
May 31 - Jun 1
Total with taxes and fees
9/10 Wonderful! (3,618 reviews)
"overall Hotel and 6th floor breakfast was great"

Reviewed on May 27, 2026

Grand Hotel Ocean City Oceanfront
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway Ocean City MD
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $115 total per night from May 31 to Jun 1
$115 total
May 31 - Jun 1
Total with taxes and fees
8.8/10 Excellent! (2,073 reviews)
"It was nice weekend getaway with family as the hotel had majority of the amenities and only thing is the dinning area for the breakfast was little too crowded with less seating area. Location was great."

Reviewed on May 27, 2026

Fenwick Inn
Henlopen Oceanfront Hotel

Henlopen Oceanfront Hotel

2 out of 5
511 North Boardwalk Rehoboth Beach DE
$145 nightly
The price is $161 total per night from Jun 4 to Jun 5
$161 total
Jun 4 - Jun 5
Total with taxes and fees
8.6/10 Excellent! (1,779 reviews)
"Clean room nice staff but the rooms are not comfy. Could use a chair and better light. Plus, a smoke alarm went off in the middle of the night and the hightntime person had to come and remove it. She apologized but honestly it left me super anxious and we never heard another thing about it."

Reviewed on May 27, 2026

Henlopen Oceanfront Hotel
See all 13,706 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 $1,127 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.