TOP Hotels with Pool in Chesapeake Beach, MD for 2026

Q: What are some hotels with pools in Chesapeake Beach?

Rod 'N' Reel Resort : Features a seasonal outdoor pool, an indoor pool and 2 restaurants. Sonesta ES Suites Annapolis : Offers buffet, a seasonal outdoor pool and complimentary wireless Internet access. Spark by Hilton Waldorf : Offers a full-service spa, an outdoor pool and 2 bars. Econo Lodge Andrews Air Force Base : Features a snack bar/deli, an indoor pool and daily. Inn at Perry Cabin : Provides daily, a seasonal outdoor pool and free self parking.

Aerial view of Chesapeake Beach marina with luxury sail boats, beach house apartments, fishing boats near the water park popular vacation spot for Washington residents in Calvery county Maryland

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Our top choices for Chesapeake Beach hotels with a pool

Indoor pool, seasonal outdoor pool, pool cabanas (surcharge)

Rod 'N' Reel Resort

Chesapeake Beach

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

฿6,489 total

includes taxes & fees

7 Jun - 8 Jun

Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

St Michaels Inn

St. Michaels

Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.

฿4,857 total

includes taxes & fees

15 Jun - 16 Jun

Hilton Garden Inn Solomons

Solomons

Dive into serene poolside relaxation at this suburban hotel with a sparkling outdoor pool.

฿4,588 total

includes taxes & fees

28 Jun - 29 Jun

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.

฿4,637 total

includes taxes & fees

14 Jun - 15 Jun

Springhill Suites by Marriott Prince Frederick

Prince Frederick

Splash into relaxation with a sparkling indoor pool and hot tub at this refreshing retreat.

฿4,280 total

includes taxes & fees

21 Jun - 22 Jun

Knapps Narrows Marina & Inn

Sherwood

Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.

฿5,385 total

includes taxes & fees

7 Jun - 8 Jun

Parsonage Inn

Downtown St. Michaels

Splash into luxury at this B&B near St. Michaels Winery, with access to a nearby pool for sun-soaked afternoons.

฿8,975 total

includes taxes & fees

2 Jun - 3 Jun

Sonesta ES Suites Annapolis

Edgewater

Dive into summer fun at this Annapolis hotel with a seasonal outdoor pool and fitness centre.

฿4,130 total

includes taxes & fees

9 Jun - 10 Jun

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

Breakfast included

Hot tub

Top Chesapeake Beach Hotel Reviews

Wingate by Wyndham Waldorf/Washington DC Area

10/10 Excellent

"It was clean and. I felt safe"

Courtyard Marriott Waldorf

4/10 Poor

"Property did not meet expectations. Room was very awkward with TV viewed from the side of bed not the foot. Bath tub was extremely small. Window ledges were extremely dirty. Light from hallway was very visible in the room. Not very sound-proof. Noisy hallway. Toilet was extremely low. Few tissues were left in box and when used asked for replacement but was told they needed the empty box before a replacement was given. Pool was not available but was not made aware of this until after check-in. Overall was not a good experience."

Holiday Inn Express Waldorf by IHG

2/10 Terrible

"I had requested a walk-in shower over the phone prior to arriving at hotel and again at check-in because of my knee and both times was assured the room had one. Upon entering the room I found out there was a tub so I immediately went back to registration to ask if I could get another room and was then told there were no rooms with walk-in showers. The receptionist apologized and stated all she could do was refund my money and I could go somewhere else. I wasn't about to go searching all over Waldorf to find another place to stay so I figured at least I could go swimming in the indoor pool. Wrong, the water was ice cold, the concrete around the pool was all cracked up and the handrail was very unsafe! I will say the rooms weren't too bad other than the shower but overall I was very disappointed in my stay."

SpringHill Suites by Marriott Annapolis

6/10 Okay

"Carpet was old and needed replacement and cleaning. Quite smelly Once I mentioned to the front desk, they got maintenance on it and reported it to corporate. Needs some updates. Could not use the gym or pool area Gym smelled bad not cleaned though lots of housekeeping around and the pool water was and hot tub were merky. It was also insane that they were charging for unsecured parking that used to be free."

Frequently asked questions

What are some hotels with pools in Chesapeake Beach?

Rod 'N' Reel Resort: Features a seasonal outdoor pool, an indoor pool and 2 restaurants. Sonesta ES Suites Annapolis: Offers buffet, a seasonal outdoor pool and complimentary wireless Internet access. Spark by Hilton Waldorf: Offers a full-service spa, an outdoor pool and 2 bars. Econo Lodge Andrews Air Force Base: Features a snack bar/deli, an indoor pool and daily. Inn at Perry Cabin: Provides daily, a seasonal outdoor pool and free self parking.

What is there to see and do in Chesapeake Beach?

Make a point to visit attractions such as Chesapeake Beach Water Park and Chesapeake Beach Railway Museum. During your stay, visit sights such as Rod n Reel Charter Fishing, Bruce Gabrielson's Surf Art Gallery and Museum and Breezy Point Beach. The beaches and restaurants are just some of the things to enjoy while you're in the area.

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

You may want to consider accommodation that offers an outdoor pool if you're planning to visit Chesapeake Beach in the hottest months of July, August or June, when the average temperature is 24°C. Accommodation with an indoor pool may be what you want if you visit during the coldest months of January, February or December, when the average temperature is 5°C.

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