TOP Hotels with Pool in Dagsboro, DE for 2026

Q: What are some hotels with pools in Dagsboro?

Princess Royale Oceanfront Resort : Hotel, 1-minute walk from Ocean City Beach. Features a full-service spa, an indoor pool and a snack bar/deli. Grand Hotel Ocean City Oceanfront : Hotel, 1-minute walk from Ocean City Beach. Offers an indoor pool, an outdoor pool and 4 restaurants. Howard Johnson by Wyndham Ocean City Oceanfront : Provides free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Henlopen Oceanfront Hotel : Hotel, 1-minute walk from Ocean City Beach. Offers 3 restaurants, a seasonal outdoor pool and free self parking. Plim Plaza Hotel : Hotel, 1-minute walk from Ocean City Beach. Features a seasonal outdoor pool, an indoor pool and a snack bar/deli.

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Dagsboro Hotels with Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Dagsboro hotels with a pool

Hampton Inn Seaford

Seaford

Pool paradise awaits with an indoor oasis for year-round swimming at this rural retreat.

฿5,422 total

includes taxes & fees

19 Jul - 20 Jul

Courtyard by Marriott Salisbury

Salisbury

Sink into serenity at this modern hotel's indoor pool sanctuary, where bubbling hot tub escapes and extended swimming hours await.

฿4,821 total

includes taxes & fees

12 Jul - 13 Jul

Tru by Hilton Georgetown

Georgetown

Splash into a Georgetown getaway with indoor pool relaxation and Art Deco flair at this centrally located Tru by Hilton retreat.

฿4,116 total

includes taxes & fees

26 Jul - 27 Jul

Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Hyatt Place Ocean City / Oceanfront

Downtown Ocean City

Oceanside pool escape in Maryland features refreshing indoor and seasonal outdoor pool with poolside loungers and bar service.

฿10,424 total

includes taxes & fees

9 Jul - 10 Jul

Seasonal outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas

Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches

Georgetown

Splash into the best pool retreat near Delaware's beaches with seasonal outdoor lounging.

฿3,706 total

includes taxes & fees

12 Jul - 13 Jul

Hyatt House Lewes/Rehoboth Beach

Lewes

Splash into holiday at this indoor pool retreat near Lewes Beach and Cape May.

฿7,572 total

includes taxes & fees

5 Aug - 6 Aug

Fenwick Inn

North Ocean City

Dive into resort-style relaxation at this indoor pool oasis just steps from Maryland Beach.

฿6,813 total

includes taxes & fees

9 Jul - 10 Jul

Princess Royale Oceanfront Resort

North Ocean City

Luxurious indoor pool retreat with beachfront bliss makes this ocean getaway a splash.

฿12,612 total

includes taxes & fees

26 Jul - 27 Jul

View all properties

Choose what matters most at hotels with a pool in Dagsboro

Breakfast included

4 stars

Top Dagsboro Hotel Reviews

Henlopen Oceanfront Hotel

8/10 Good

"You can walk to beach and the boardwalk. The staff is very friendly and helpful. The also provide oranges and individually wrapped muffins in the morning, which is very nice."

The Shore House

8/10 Good

"We enjoyed our stay at the Shore House. The room was nice and clean and smelled good. The beds were comfortable, and the AC worked just fine. It's a little noisy outside and the lights in front of the rooms are bright at night and peek through the heavy curtains. But it didn't keep me up. There was parking by our room and the staff was nice."

Princess Royale Oceanfront Resort

8/10 Good

"Princess Royale Resort is a family friendly hotel. The food is great and the hotel rooms are newly renovated and clean. Direct access to the beach from the hotel makes it even better. One thing I do wish the hotel included is free beach umbrellas and chairs. Daily rental of an umbrella and three chairs cost $80 a day, which is a bit expensive considering their hotel room rates. Be sure to bring your own beach umbrella and chair to avoid that high cost."

Frequently asked questions

What are some hotels with pools in Dagsboro?

Princess Royale Oceanfront Resort: Hotel, 1-minute walk from Ocean City Beach. Features a full-service spa, an indoor pool and a snack bar/deli. Grand Hotel Ocean City Oceanfront: Hotel, 1-minute walk from Ocean City Beach. Offers an indoor pool, an outdoor pool and 4 restaurants. Howard Johnson by Wyndham Ocean City Oceanfront: Provides free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Henlopen Oceanfront Hotel: Hotel, 1-minute walk from Ocean City Beach. Offers 3 restaurants, a seasonal outdoor pool and free self parking. Plim Plaza Hotel: Hotel, 1-minute walk from Ocean City Beach. Features a seasonal outdoor pool, an indoor pool and a snack bar/deli.

What is there to see and do in Dagsboro?

Explore places such as Ocean City Beach, Maryland Beach and Lewes Beach while you're in the area. Make a point to visit attractions such as Bethany Beach Beaches and Carousel Ice Skating Rink.

When is the best time to book a hotel with a pool in Dagsboro?

You may want to think about a place to stay that offers an outdoor pool if you're planning to visit Dagsboro in the warmest months of July, August or June, when the average temperature is 23°C. Accommodation offering an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temperature is 5°C.

Explore a world of travel with Expedia

More ways to book

Book Hotels with Pool in Dagsboro on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Dagsboro Hotels with Pool