The Best Hotels with a Pool in Dagsboro, DE from ₩119,630 in 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. Hyatt Place Ocean City / Oceanfront : Hotel, 1-minute walk from Ocean City Boardwalk. Offers a seasonal outdoor pool, an indoor pool, and a snack bar/deli. Grand Hotel Ocean City Oceanfront : Hotel, 1-minute walk from Ocean City Boardwalk. Provides an indoor pool, an outdoor pool, and 4 restaurants. Carousel Resort Hotel & Condominiums : Hotel, 2-minute walk from Ocean City Beach. Features a children's pool, a seasonal outdoor pool, and a sauna. Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront : Hotel, 1-minute walk from Ocean City Boardwalk. Offers free self parking, a pool, and complimentary wireless internet access.

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Our top choices for Dagsboro hotels with a pool

Surf Club Oceanfront Hotel

Dewey Beach

Dive into relaxation at this hotel's sparkling oceanfront pool with sunrise vistas and beachfront convenience.

₩123,919 total

includes taxes & fees

Mar 9 - Mar 10

Indoor pool, seasonal outdoor pool, pool umbrellas, sun 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.

₩119,630 total

includes taxes & fees

Mar 19 - Mar 20

In-room safe, iron/ironing board, free WiFi, bed sheets

Park Place Hotel

Downtown Ocean City

Relax at the oceanfront seasonal pool with loungers and umbrellas, just steps from the boardwalk for a perfect beach getaway.

The Bellmoor Inn & Spa

South Rehoboth

Float away in crystal-clear waters with umbrellas and loungers at two pristine outdoor pools.

₩144,115 total

includes taxes & fees

Mar 15 - Mar 16

Hyatt House Lewes/Rehoboth Beach

Lewes

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

₩126,797 total

includes taxes & fees

Mar 23 - Mar 24

Indoor pool, open 9:00 AM to 10:00 PM, sun loungers

The Avenue Inn and Spa

Downtown

Float away in the indoor pool paradise with complimentary beach access and spa indulgences.

₩138,325 total

includes taxes & fees

Mar 9 - Mar 10

Fenwick Shores, Tapestry Collection by Hilton

Fenwick Island

Dive into sunny relaxation at this Fenwick Island hotel's heated rooftop pool retreat.

₩134,885 total

includes taxes & fees

Mar 9 - Mar 10

Premier Room, 1 King Bed, Oceanfront | Beach/ocean view

Atlantic View Hotel

Rehoboth by the Sea

Beachfront hotel offers seasonal outdoor pool and stunning ocean views for seaside serenity.

₩154,792 total

includes taxes & fees

Mar 9 - Mar 10

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Choose what matters most at hotels with a pool in Dagsboro

Breakfast included

4 stars

Top Dagsboro Hotel Reviews

Grand Hotel Ocean City Oceanfront

8/10 Good

"The room was clean and beds very comfortable. The shower made a loud noise and the closet is open with no door. Not sure if we were given a handicap room because there was a shower chair which may explain the handheld shower head. The room has a kitchenette, but it is not stocked. No silverware or even paper towels which would be very helpful. We have stayed in many hotels with kitchenettes that at least had paper towels and a few kitchen items. Also the fridge had no freezer section, so no way to keep ice packs cold for travel. Overall it was a nice large room with a gorgeous view of the ocean. "

Hilton Garden Inn Ocean City Oceanfront

10/10 Excellent

"We had a great one-night stay. The room was tastefully renovated and decorated. Very modern and definitely the nicest room I’ve had at a hotel in a while. The balcony and view were excellent! I do see what other reviewers meant about the top blanket on the bed kind of pilling, but I really couldn’t care less about. My favorite part was the bathroom. So updated and SO clean, with great lighting. We requested additional coffee K cups and they were hand delivered even before the housekeeping shift started at 8. We hope to come back!"

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent

"Excellent customer service everyone was super friendly and helpful… relaxing atmosphere, good food and drinks. Room nice. Bar nice but to close to kitchen. Breakfast good food. Pool nice, warm and comfy. In room coffee not so good! Nice pillows! Great view! Franchesca at front desk this morning 3/7 very nice.. she went and got me ice for my large tumbler! I think her name was that or it began with an h…. Memorable stay! Didn’t get our king bed oh well!"

Hilton Ocean City Oceanfront Suites

4/10 Poor

"The closet in my room was missing the door. The litter in the parking lot when I arrived on Sunday was still there at check out on Friday. Came off an elevator on Monday morning and two pieces of French fry were on the carpet--still there at check out on Friday morning. Every inch, and I mean every inch, of baseboard molding in the halls are scuffed. Lamp shade on backwards. Light switch plate crooked and cracked. Wall behind toilet paper holder gouged and crooked. Shower curtain missing two brackets to hold it. Half a sugar packet on floor near stove. Not up to Hilton standards; not even close."

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. Hyatt Place Ocean City / Oceanfront: Hotel, 1-minute walk from Ocean City Boardwalk. Offers a seasonal outdoor pool, an indoor pool, and a snack bar/deli. Grand Hotel Ocean City Oceanfront: Hotel, 1-minute walk from Ocean City Boardwalk. Provides an indoor pool, an outdoor pool, and 4 restaurants. Carousel Resort Hotel & Condominiums: Hotel, 2-minute walk from Ocean City Beach. Features a children's pool, a seasonal outdoor pool, and a sauna. Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront: Hotel, 1-minute walk from Ocean City Boardwalk. Offers free self parking, a pool, and complimentary wireless internet access.

What is there to see and do in Dagsboro?

Make a point to visit attractions like Carousel Ice Skating Rink and Jungle Jim's River Safari Water Park. Discover sights such as Holts Landing State Park during your stay.

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

You may want to think about a place to stay with an outdoor swimming pool if you're planning to visit Dagsboro in the warmest months of July, August, or June when the average temperature is 74°F. Lodging offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temperature is 41°F.

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