Dagsboro, DE

Travel Guide

A vast sunflower field with a line of trees in the background.
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway Ocean City MD
$84 nightly
The price is $95 total per night from Oct 7 to Oct 8
$95 total
Oct 7 - Oct 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Ocean City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in ...
Fenwick Inn
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave Ocean City MD
$94 nightly
The price is $106 total per night from Oct 14 to Oct 15
$106 total
Oct 14 - Oct 15
Total with taxes and fees
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, 4 restaurants, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
Grand Hotel Ocean City Oceanfront
Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

2.5 out of 5
4801 Coastal Highway Ocean City MD
$94 nightly
The price is $106 total per night from Oct 4 to Oct 5
$106 total
Oct 4 - Oct 5
Total with taxes and fees
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
8.4/10 Very Good! (1,000 reviews)
"Rooftop pool was a nice feature. Air conditioning system was antiquated and very noisy."

Reviewed on Sep 22, 2026

Princess Bayside Beach Hotel
See all 13,019 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.
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

3 out of 5
200 59th Street on the Bay Ocean City MD
Stay at this aparthotel in Ocean City. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
Shore Point Cottages

Shore Point Cottages

3 out of 5
9543 Stephen Decatur Hwy Berlin MD
Stay at this cottage in Berlin. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Ocean ...
9.4/10 Exceptional! (383 reviews)
"Nice shower and comfortable bed. Refrigerator door looks terrible and lights in front area not bright enough for reading. Found a small ant in the bedding in master bedroom and quilt had stains in it. Traded it with one from the other bedroom. Grounds were well kept. Price was fair."

Reviewed on Sep 23, 2026

Shore Point Cottages
Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
1211 Baltimore Avenue Ocean City MD
Stay at this apartment in Ocean City. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Ocean City Boardwalk and Ocean City Beach are ...
7.6/10 Good! (61 reviews)
"There isn’t a lot if parking for the property but besides that it was great"

Reviewed on Sep 22, 2026

Ocean Terrace Family Apartments
See all 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.

Stay near popular Dagsboro attractions

Holts Landing State Park

You can take time to visit Holts Landing State Park during your travels to West Beach. While you're in the area, stroll along the beaches.
See properties

Frequently asked questions

Is Dagsboro worth visiting?
Dagsboro is worth visiting for its outdoor recreation and diverse dining. Travelers can enjoy Holts Landing State Park and the beach near Calhoun Landing for natural beauty and activities. The area also offers European and North American dining options, providing a variety of culinary experiences.
When is the best time to visit Dagsboro?
The best time to visit Dagsboro is from May through September, when the weather is typically pleasant for outdoor activities. For travelers seeking fewer crowds and better value, the cooler months of November through February are a good option, offering a more relaxed experience.
What is Dagsboro known for?
Dagsboro is known for Holts Landing State Park, a prominent outdoor destination where travelers can enjoy nature. The area also features a beach located near Calhoun Landing, offering additional opportunities for relaxation and recreation.
What is a good itinerary length for Dagsboro?
A good itinerary length for Dagsboro is one to two days to explore Holts Landing State Park and the beach near Calhoun Landing. For a more relaxed trip, three to four days allows travelers to fully enjoy these natural areas and sample the local European, North American, and Italian cuisine.
What are the top things to do in and around Dagsboro?
Dagsboro offers travelers natural beauty and outdoor relaxation by the water:

  • Explore Holts Landing State Park for nature activities.
  • Relax at the beach near Calhoun Landing.

What cuisines can you find in Dagsboro?
In Dagsboro you can find Italian cuisine, offering classic dishes such as pasta, pizza, and rich lasagna. Travelers can also enjoy a range of North American comfort foods, vibrant Latin American flavors, and diverse Asian dishes, alongside other European culinary options.
Can I book a refundable hotel in Dagsboro?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Dagsboro by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Dagsboro with Expedia?
Expedia makes it easier to plan your Dagsboro trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Dagsboro?
The best choice depends on your travel style. Hotels in Dagsboro can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Dagsboro trip on Expedia?
Once you've booked your Dagsboro trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Dagsboro trip?
Expedia offers customer support before, during, and after your Dagsboro trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Dagsboro?
If it's your first trip to Dagsboro, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Dagsboro hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Dagsboro hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Dagsboro

A frozen lake with a sunset reflection.

Millsboro

A sandy beach with waves crashing onto the shore.

Ocean View

A beach with a wooden fence, grassy dunes, and a cloudy sky.

Frankford

A vast sunflower field with a line of trees in the background.

West Beach

Explore a world of travel with Expedia