The Best Hotels with a Pool in Chesapeake Beach, MD from NT$3,895 in 2026

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

Rod 'N' Reel Resort : Hotel, 1-minute walk from Chesapeake Bay. Features a seasonal outdoor pool, an indoor pool, and 2 restaurants. Econo Lodge Andrews Air Force Base : Features daily, a seasonal outdoor pool, and free self parking. Spark by Hilton Waldorf : Offers a full-service spa, an outdoor pool, and 2 bars. St Michaels Inn : Features buffet, a seasonal outdoor pool, and complimentary wireless internet access. Inn at Perry Cabin : Features buffet, an indoor 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, cabanas (surcharge), sun loungers

Rod 'N' Reel Resort

Chesapeake Beach

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

NT$6,289 total

includes taxes & fees

Jun 16 - Jun 17

Hilton Garden Inn Solomons

Solomons

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

NT$4,813 total

includes taxes & fees

Jun 25 - Jun 26

Springhill Suites by Marriott Prince Frederick

Prince Frederick

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

NT$4,446 total

includes taxes & fees

Jul 6 - Jul 7

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.

NT$4,298 total

includes taxes & fees

Jul 6 - Jul 7

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.

NT$4,494 total

includes taxes & fees

Jun 28 - Jun 29

Knapps Narrows Marina & Inn

Sherwood

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

NT$5,218 total

includes taxes & fees

Jun 24 - Jun 25

Anchored Inn at Hidden Harbour Marina

Deale

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

NT$8,728 total

includes taxes & fees

Jun 15 - Jun 16

Sonesta ES Suites Annapolis

Edgewater

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

NT$3,895 total

includes taxes & fees

Jun 14 - Jun 15

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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

8/10 Good

"The room was okay. The staff was great after trying to find me a room which was reserved and paid for. Parking lot needed some work. The breakfast was good. I would stay again."

Holiday Inn Express Waldorf by IHG

10/10 Excellent

"Our room smelled like pets and stale smoke. When I travel I come prepared with my own cleaning supplies. I sprayed the room with a couple of pumps of aroma air fresheners. It’s for weed smokers (any smokers) it doesn’t mask the order it eliminates it completely. I used the fresh scent. It handled it immediately. It lasted throughout the weekend. I was going to leave them the bottle, but decided against it. Other than that the stay was amazing. The breakfast there is always amazing. It’s not a continental breakfast although if you want that those’d items are also available. The staff there is great and friendly. I choose this hotel every time I travel because on that strip for miles is any restaurant or store you would want to go to."

Courtyard Marriott Waldorf

6/10 Okay

"The hotel was ok and in a good location. My major problem is being nickel and dimes for features that are free even in most economy hotels. They advertise breakfast is every morning from 8:30 - 10:30 AM but neglect to inform you of the hyper inflated cost. As an example; a cup of coffee that the front desk clerk pumped from a storage container was $4.50. Breakfast food was equally overpriced."

Frequently asked questions

What are some hotels with pools in Chesapeake Beach?

Rod 'N' Reel Resort: Hotel, 1-minute walk from Chesapeake Bay. Features a seasonal outdoor pool, an indoor pool, and 2 restaurants. Econo Lodge Andrews Air Force Base: Features daily, a seasonal outdoor pool, and free self parking. Spark by Hilton Waldorf: Offers a full-service spa, an outdoor pool, and 2 bars. St Michaels Inn: Features buffet, a seasonal outdoor pool, and complimentary wireless internet access. Inn at Perry Cabin: Features buffet, an indoor pool, and free self parking.

What is there to see and do in Chesapeake Beach?

Make a point to visit attractions like Chesapeake Beach Water Park and Chesapeake Beach Railway Museum. During your stay, check out sights such as Rod n Reel Charter Fishing, Breezy Point Beach, and Northern Chesapeake Bay. 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 an accommodation with an outdoor swimming pool if you plan to visit Chesapeake 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 are visiting during the coldest months of January, February, or December when the average temperature is 40°F.

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