Book the Best Hotels with POOL in Cape Anne in 2026

Q: What are some hotels with pools in Cape Anne?

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 Cape Anne 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.

CA $242 total

includes taxes & fees

Nov 30 - Dec 1

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

2. 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.

CA $133 total

includes taxes & fees

Nov 23 - Nov 24

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.

CA $172 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.

CA $161 total

includes taxes & fees

Nov 10 - Nov 11

A hotel pool area with two pools, chairs, and a sunshade.

5. SpringHill Suites by Marriott Annapolis

Annapolis

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

CA $198 total

includes taxes & fees

Nov 23 - Nov 24

A swimming pool with a clear blue water, surrounded by lounge chairs and umbrellas, and a hotel building in the background.

6. Hilton Garden Inn Annapolis

Annapolis

Lounge by the pristine outdoor pool at this hotel, where peaceful relaxation meets exceptional service and modern fitness options.

CA $139 total

includes taxes & fees

Nov 9 - Nov 10

A swimming pool with lounge chairs and a brick building in the background.

7. Hampton Inn & Suites Annapolis

Annapolis

Dive into poolside bliss at this hotel where summer sunshine meets relaxation.

CA $146 total

includes taxes & fees

Nov 22 - Nov 23

A swimming pool with lounge chairs and a fence.

8. Sonesta ES Suites Annapolis

Edgewater

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

CA $137 total

includes taxes & fees

Nov 29 - Nov 30

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Choose what matters most at hotels with a pool in Cape Anne

Breakfast included

4 stars

Top Cape Anne Hotel Reviews

Rod 'N' Reel Resort

8/10 Good

"Hotel is lovely. Only note is that the toiletries were mostly empty, as was the tissue box. None of these are critical. Just thought you’d like to know."

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"The staff friendliness was the best part of this trip! My bed was just as terrific. The building has certainly been around for years, so some wear and tear visible, but the team made every effort to make sure I was taken care of. I can't recommend the staff enough."

Frequently asked questions

What are some hotels with pools in Cape Anne?

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 Cape Anne?

The picturesque setting of Northern Chesapeake Bay and Chesapeake Bay showcase the area's natural beauty. During your stay, check out sights such as Chesapeake Beach Water Park, Rod n Reel Charter Fishing, and Thanksgiving Farm Wines.

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

You may want to think about an accommodation that offers an outdoor pool if you will be visiting Cape Anne in the warmest months of July, August, or June when the average temperature is 75°F. Lodging offering 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 40°F.

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