The Best Hotels with a Pool in Deale Beach, MD from ₩116,220 in 2026

Q: What are some accommodations with pools in Deale Beach?

DoubleTree by Hilton Hotel Annapolis : Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool, and complimentary wireless internet access. Historic Inns of Annapolis : Hotel, 1-minute walk from Chesapeake Bay. Offers a seasonal outdoor pool, an indoor pool, and 2 restaurants. Crowne Plaza Annapolis by IHG : Hotel located near Northwest Stadium. Offers buffet, an indoor pool, and free self parking. Graduate by Hilton Annapolis : Provides daily, a seasonal outdoor pool, and free self parking. Rod 'N' Reel Resort : Offers buffet, a seasonal outdoor pool, and complimentary wireless internet access.

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Our top choices for Deale Beach hotels with a pool

A swimming pool with lounge chairs and a dining area, surrounded by a building with a red roof.

1. Rod 'N' Reel Resort

Chesapeake Beach

Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.

₩259,475 total

includes taxes & fees

Nov 30 - Dec 1

A rectangular swimming pool with a tiled edge, surrounded by blue lounge chairs and white tables.

2. Anchored Inn at Hidden Harbour Marina

Deale

Pool paradise meets scenic marina views for a refreshing escape on the water.

₩245,474 total

includes taxes & fees

Nov 29 - Nov 30

A swimming pool with blue water, surrounded by lounge chairs and umbrellas, and trees in the background.

3. Comfort Inn Conference Center

Bowie

Dive into this refreshing seasonal outdoor pool oasis with on-site bistro dining and premium bedding for complete relaxation.

₩131,329 total

includes taxes & fees

Nov 30 - Dec 1

A swimming pool with a clear blue water, surrounded by lounge chairs and a glass wall.

4. Crowne Plaza Annapolis by IHG

Annapolis

Indoor aquatic retreat offers year-round poolside luxury in Annapolis near shopping and dining.

₩157,712 total

includes taxes & fees

Dec 13 - Dec 14

An indoor swimming pool with a 3 FT depth marking, surrounded by a tiled floor and a seating area with chairs and a table.

5. SpringHill Suites by Marriott Annapolis

Annapolis

Splash into serenity with a revitalizing indoor pool escape at this newly remodeled Annapolis hotel.

₩181,222 total

includes taxes & fees

Nov 29 - Nov 30

A swimming pool with clear blue water, surrounded by sunlit arched windows and a row of chairs.

6. Holiday Inn Express Prince Frederick by IHG

Prince Frederick

Dive into a refreshing indoor pool sanctuary with year-round swimming at this conveniently located hotel in Prince Frederick.

₩190,835 total

includes taxes & fees

Nov 22 - Nov 23

A swimming pool with a tiled edge, wooden chairs, and tables around it.

7. Country Inn & Suites by Radisson, Annapolis, MD

Annapolis

Float in the peaceful indoor pool after exploring Annapolis; the refreshing waters of this recently remodeled hotel await.

₩132,796 total

includes taxes & fees

Dec 6 - Dec 7

An indoor swimming pool with clear water, a lifeguard station, and lounge chairs.

8. Courtyard by Marriott Bowie

Bowie

Dive into this indoor pool sanctuary with year-round aquatic bliss for all-season swimmers.

₩202,428 total

includes taxes & fees

Nov 29 - Nov 30

A rectangular swimming pool with a metal ladder, surrounded by lounge chairs and umbrellas.

9. TownePlace Suites Bowie Town Center

Bowie

Sun-soaked poolside relaxation awaits at this convenient Bowie Town Center retreat.

₩134,348 total

includes taxes & fees

Nov 30 - Dec 1

A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.

10. The Westin Annapolis

Annapolis

Aquatic serenity awaits at this urban hotel with a refreshing indoor pool and full-service spa.

₩242,139 total

includes taxes & fees

Nov 15 - Nov 16

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Choose what matters most at hotels with a pool in Deale Beach

Breakfast included

4 stars

Top Deale Beach Hotel Reviews

Rod 'N' Reel Resort

Chesapeake Beach

10/10 Excellent

Huge resort in a small, well kept town! Our room was right on the bay and was clean and nice. The beds and pillows were super comfortable. There is not a place for breakfast but if you go a little further south on the main road, there is a shopping center with a McDonalds (and a CVS and some other things)... We were in a hurry to get home so did not try any of the breakfast places that the desk clerk recommended. The staff guy that checked us in was SUPER nice and helpful!

Kathie

Anchored Inn at Hidden Harbour Marina

Deale

10/10 Excellent

We needed overnight accommodations before heading out for a day of sailing on the bay and Hidden Harbour popped up as the closest venue geographically and we're glad it did. The accommodations are new, with quality and fixtures and bathrooms that you wouldn't mind taking home with you. The price seemed fair and as we watched the full moon rising from our deck we wished that we were spending a week.

Rico

Courtyard by Marriott Bowie

Bowie

10/10 Excellent

Patricia

Country Inn & Suites by Radisson, Annapolis, MD

Annapolis

10/10 Excellent

Anonymous traveler

A pool with two Adirondack chairs and a basket of items on the grass.

The Inn at Tacaro Estate

Tracys Landing

10/10 Excellent

ian

SpringHill Suites by Marriott Annapolis

Annapolis

10/10 Excellent

Julie

TownePlace Suites Bowie Town Center

Bowie

10/10 Excellent

Monica

Holiday Inn Express Prince Frederick by IHG

Prince Frederick

10/10 Excellent

Troy

A swimming pool with multiple people swimming and lounging around.

Knapps Narrows Marina & Inn

Sherwood

10/10 Excellent

Stan and Joan

A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

Inn at Perry Cabin

Downtown St. Michaels

10/10 Excellent

Norm

A swimming pool with lounge chairs and a pergola under a clear sky.

The Inn at Chesapeake Bay Beach Club

Stevensville

10/10 Excellent

Chuck

An indoor swimming pool with clear water, tiled walls, and a seating area with tables and chairs.

Springhill Suites by Marriott Prince Frederick

Prince Frederick

10/10 Excellent

laura

A swimming pool with lounge chairs and a fence.

Sonesta ES Suites Annapolis

Edgewater

10/10 Excellent

This was my first time at this brand of hotel so I didn’t have any expectations. I was surprised in a good way. The room was well appointed for a short stay and very clean. The kitchen was fully stocked. The gym was small but had everything I needed for a couple of workouts. There was also a very well stocked breakfast in the morning. I have special food needs and I found plenty to eat. The entire staff was pleasant and helpful. I had never been there before but will definitely go back.

Sheree

An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.

Courtyard by Marriott Annapolis

Annapolis

10/10 Excellent

This hotel is incredible, from the service to the amenities. We visit Annapolis to see family every single summer, and this was the first time that we stayed at the Courtyard by Marriott, and it will not be the last. We had some issues with the hotel that we normally stay at, and had to change hotels last minute. We were about 2 hours from Annapolis and were desperate for rooms, and they were more than catering to our needs. We were traveling in a party of five and upon arrival, after hearing...

Lillian

A rectangular swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, and a view of the sea.

Wylder Tilghman Island

Tilghman

10/10 Excellent

We had a great time at the Wylder Inn on Tilghman Island (20-21 May). This is a great spot for a quick getaway, and there are many things to do on site and in the area if you want to stay longer. The staff was welcoming and responsive from our arrival to departure when our key was collected from our car so we didn't have to get out in the rain. The Continental Breakfast had a variety of items to start the day right and the fire pits provided a relaxing venue at the end of the day. We look...

Alan

An indoor swimming pool with clear water, marked lanes, and safety signs.

Staybridge Suites Washington DC East - Largo by IHG

Upper Marlboro

10/10 Excellent

erika

Frequently Asked Questions

What are some accommodations with pools in Deale Beach?

DoubleTree by Hilton Hotel Annapolis: Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool, and complimentary wireless internet access. Historic Inns of Annapolis: Hotel, 1-minute walk from Chesapeake Bay. Offers a seasonal outdoor pool, an indoor pool, and 2 restaurants. Crowne Plaza Annapolis by IHG: Hotel located near Northwest Stadium. Offers buffet, an indoor pool, and free self parking. Graduate by Hilton Annapolis: Provides daily, a seasonal outdoor pool, and free self parking. Rod 'N' Reel Resort: Offers buffet, a seasonal outdoor pool, and complimentary wireless internet access.

What is there to see and do in Deale Beach?

Spend some time experiencing the great outdoors at Northern Chesapeake Bay and Chesapeake Bay. Discover sights such as Parker Creek during your stay.

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

You may want to consider an accommodation that has an outdoor pool if you're planning to visit Deale Beach in the hottest months of July, August, or June when the average temperature is 75°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temperature is 40°F.

Find Hotels with a Pool in Deale Beach, MD

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Deale Beach hotels with a pool

1. Rod 'N' Reel Resort

2. Anchored Inn at Hidden Harbour Marina

3. Comfort Inn Conference Center

4. Crowne Plaza Annapolis by IHG

5. SpringHill Suites by Marriott Annapolis

6. Holiday Inn Express Prince Frederick by IHG

7. Country Inn & Suites by Radisson, Annapolis, MD

8. Courtyard by Marriott Bowie

9. TownePlace Suites Bowie Town Center

10. The Westin Annapolis

Choose what matters most at hotels with a pool in Deale Beach

Top Deale Beach Hotel Reviews

Rod 'N' Reel Resort

10/10 Excellent

Frequently Asked Questions

What are some accommodations with pools in Deale Beach?

What is there to see and do in Deale Beach?

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