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Dagsboro Hotels with Swimming Pool

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Check availability on Dagsboro Hotels with Swimming Pools

Tonight
27 Sept - 28 Sept
Tomorrow
28 Sept - 29 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

Our top choices for Dagsboro hotels with a pool

A poolside area with lounge chairs and a pool.
A hotel with a brick facade, a covered entrance, and a flag on the right.
A spacious living area with a blue sofa, a small side table, and a decorative wall piece.
A bedroom with a large wall mural of a sunset over the ocean, a TV on a wooden cabinet, and a bed with a white mattress.

1. Hotel Bethany Beach

Hotel Bethany Beach
Bethany Beach
  • Splash into sunny days with a clean, inviting outdoor pool and deluxe loungers for ultimate relaxation.
RM351
RM455 total
includes taxes & fees
29 Oct - 30 Oct
Hotel Bethany Beach
An indoor swimming pool with clear water, tiled steps, and orange lounge chairs.
A hotel room with two beds, a large window with a city view, a flat-screen TV, and a desk with a lamp.
A hotel reception area with a herringbone patterned floor, reception desks, a flat-screen TV, and a view of the lobby.
A modern house with a glass door entrance, outdoor seating area with chairs, and a small table.

2. Fenwick Inn

Fenwick Inn
North Ocean City
  • Dive into resort-style relaxation at this indoor pool oasis just steps from Maryland Beach.
RM290
RM385 total
includes taxes & fees
12 Oct - 13 Oct
Fenwick Inn
A Microtel by Wyndham hotel with a swimming pool, lounge chairs, and a flag display.
A multi-story hotel with a central entrance, large windows, and a sign indicating it is a Wyndham hotel.
A hotel room with a bed, a sofa, a desk, and a window with curtains.
A modern hotel lobby with a fireplace, comfortable seating, a bar area, and large windows offering a view.

3. Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches

Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches
Georgetown
  • Splash into the best pool retreat near Delaware's beaches with seasonal outdoor lounging.
RM283
RM314 total
includes taxes & fees
11 Oct - 12 Oct
Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches
A pool area with lounge chairs and a view of the ocean.
A modern living room with a brick fireplace, a flat-screen TV, wicker furniture, and decorative lighting.
A modern hotel room with a sofa, a small table, a bed with a headboard, a kitchen area with a refrigerator, a coffee maker, and a view of the outside.
A modern outdoor seating area with striped sofas and a central fire pit.

4. Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton
Fenwick Island
  • Dive into sunny relaxation at this Fenwick Island hotel's heated rooftop pool retreat.
RM395
RM442 total
includes taxes & fees
30 Sept - 1 Oct
Fenwick Shores, Tapestry Collection by Hilton
A beachside bar area with outdoor seating, a mural, and a sign advertising a happy hour.
A coastal view with a parking lot, a road, and buildings.
A restaurant with a bar area, wooden chairs, tables, and a surfboard on the wall.
A bar area with stools, a counter with beverages, and a sign indicating happy hour.

5. Quality Inn & Suites Ocean City Fenwick

Quality Inn & Suites Ocean City Fenwick
North Ocean City
  • Refreshing escape with a lively poolside bar scene makes this hotel a summer aquatic sanctuary.
RM274
RM315 total
includes taxes & fees
30 Sept - 1 Oct
Quality Inn & Suites Ocean City Fenwick
An indoor swimming pool with clear markings, a covered roof, and a view of a brick building outside.
A Holiday Inn Express hotel with a central entrance, flagpoles, and a landscaped area.
A modern office space with a large map, framed artwork, and a desk with two orange chairs.
A modern dining area with tables and chairs, a patterned wall, and a ceiling with wooden slats.

6. Holiday Inn Express Hotel & Suites Ocean City by IHG

Holiday Inn Express Hotel & Suites Ocean City by IHG
North Ocean City
  • Indoor pool paradise meets seasonal oceanfront splash at Ocean City hotel.
RM289
RM324 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express Hotel & Suites Ocean City by IHG
A hotel room with two beds, a desk, a television, and a window with curtains.
A lobby with a reception desk, several chairs, a coffee table, and potted plants.
A multi-story building with a red facade, large windows, and a flat roof.
A bathroom with a sink, mirror, toiletries, and a toilet.

7. Gold Leaf Hotel of Dewey - Rehoboth Beach

Gold Leaf Hotel of Dewey - Rehoboth Beach
Dewey Beach
  • Dip into rooftop relaxation at this beach-adjacent hotel with pristine pool and fitness options.
RM304
RM337 total
includes taxes & fees
29 Sept - 30 Sept
Gold Leaf Hotel of Dewey - Rehoboth Beach
A swimming pool with chairs and tables around it, a brick wall, and a large window.
A modern reception area with a wooden reception desk, a sofa with cushions, a coffee table, and a large wall clock.
A modern living room with a fireplace, a sofa set, a coffee table, and a bookshelf.
A modern kitchen with blue cabinets, a central island with bowls and utensils, and overhead pendant lighting.

8. Country Inn & Suites by Radisson, Ocean City, MD

Country Inn & Suites by Radisson, Ocean City, MD
North Ocean City
  • Splash into relaxation at this cosy hotel with an indoor pool for year-round swimming fun.
RM308
RM406 total
includes taxes & fees
18 Oct - 19 Oct
Country Inn & Suites by Radisson, Ocean City, MD
An indoor swimming pool with clear lane markings, a lifeguard chair, and a seating area with chairs and tables.
A modern hotel with a parking lot, a sign indicating it's by Hilton, and a building with multiple windows and balconies.
An outdoor patio area with seating, a table, and a sheltered area with string lights.
A modern lounge area with a blue sofa, cushioned chairs, and a wooden floor.

9. Tru by Hilton Georgetown

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.
RM412
RM457 total
includes taxes & fees
4 Oct - 5 Oct
Tru by Hilton Georgetown
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Choose what matters most at hotels with a pool in Dagsboro

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Dagsboro Hotel Reviews

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

10/10 Excellent
"Clean rooms, clean hotel, delicious spa water in the lobby"
Kathleen 3-night trip
Posted less than an hour ago
Princess Royale Oceanfront Resort
Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

10/10 Excellent
"Me encanto"
marilis 3-night trip
Posted 1 hour ago
Carousel Resort Hotel & Condominiums
Quality Inn Oceanfront

Quality Inn Oceanfront

8/10 Good
"bathroom tub and fixtures needs to be upgraded. Staff is both courtesy and helpful."
Robin 2-night trip
Posted 1 hour ago
Quality Inn Oceanfront
Atlantic Sands Hotel & Conference Center

Atlantic Sands Hotel & Conference Center

10/10 Excellent
"Our stay spurred hopes of us coming back to room 444 ( a small suite with 2 queen beds). T"
Dewey 2-night trip
Posted 2 hours ago
Atlantic Sands Hotel & Conference Center
Castle in the Sand

Castle in the Sand

8/10 Good
"I recently stayed in a Cottage. It was overall a good experience the Cottage was clean and bigger than I imagined. The pool was very clean and huge wasn’t busy at all during the stay. The breakfast buffet was decent but slightly pricy for what you get was $70 for 3 adults."
Toby 3-night trip
Posted 2 hours ago
Castle in the Sand
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"This is the 2nd time I’ve stayed here and would do it again!"
Heather 2-night trip
Posted 2 hours ago
Grand Hotel Ocean City Oceanfront
Plim Plaza Hotel

Plim Plaza Hotel

8/10 Good
"The staff was great. The bathroom had some dirt in the corners, but otherwise was clean. In the windowsill there was evidence of mice. The fridge and TV worked great, and the beds were comfortable. The location is excellent, and the view from the window was nice."
David 2-night trip
Posted 8 hours ago
Plim Plaza Hotel
Fenwick Inn

Fenwick Inn

8/10 Good
"I had a nice stay at the fenwick inn, it was a great value, but the hotel is somewhat old and even with renovations it still shows its age"
John 2-night trip
Posted 2 days ago
Fenwick Inn

Frequently asked questions

What are some hotels with pools in Dagsboro?
Fenwick Inn: Hotel, 3-minute walk from Ocean City Beach. Features a snack bar/deli, an indoor pool and daily. Grand Hotel Ocean City Oceanfront: Hotel, 1-minute walk from Ocean City Beach. Offers an indoor pool, an outdoor pool and 4 restaurants. Princess Bayside Beach Hotel: Hotel, 3-minute walk from Ocean City Beach. Provides a seasonal outdoor pool, an indoor pool and a private beach. Castle in the Sand: Hotel, 1-minute walk from Ocean City Beach. Features free self parking, an outdoor pool and complimentary wireless Internet access. Hyatt Place Ocean City / Oceanfront: Hotel, 1-minute walk from Ocean City Beach. Offers 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 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.

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