The Best Hotels with a Pool in Bozman, MD from ₩136,016 in 2026

Q: What are some hotels with pools in Bozman?

Historic Inns of Annapolis : Offers 2 outdoor pools, a children's pool, and a private beach. Hyatt Regency Chesapeake Bay : Hotel located near U.S. Naval Academy. Provides a full-service spa, an indoor pool, and a snack bar/deli. The Westin Annapolis : Features a seasonal outdoor pool, an indoor pool, and 2 restaurants. Hilton Garden Inn Annapolis Downtown : Provides a full-service spa, an outdoor pool, and 2 bars. Graduate by Hilton Annapolis : Features a snack bar/deli, an indoor pool, and free self parking.

Oxford to Bellevue Ferry, Maryland, continuous use from 1683 to 1836

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Our top choices for Bozman hotels with a pool

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.

₩225,831 total

includes taxes & fees

Jun 1 - Jun 2

Kent Island Resort

Stevensville

Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.

₩316,398 total

includes taxes & fees

Jun 1 - Jun 2

Best Western Plus Easton Inn & Suites

Easton

Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.

₩215,332 total

includes taxes & fees

May 25 - May 26

Quality Inn Grasonville near Kent Island

Grasonville

Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.

₩178,968 total

includes taxes & fees

May 27 - May 28

Holiday Inn Express Easton by IHG

Easton

Splashy indoor pool retreat creates a refreshing escape in the heart of Easton.

₩242,040 total

includes taxes & fees

Jun 4 - Jun 5

Quality Inn

Easton

Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness center.

₩168,842 total

includes taxes & fees

Jun 16 - Jun 17

Days Inn & Suites by Wyndham Cambridge

Cambridge

Dive into seasonal outdoor pool bliss at this Cambridge retreat for adult relaxation.

₩136,016 total

includes taxes & fees

Jun 1 - Jun 2

Knapps Narrows Marina & Inn

Sherwood

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

₩250,386 total

includes taxes & fees

May 25 - May 26

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Choose what matters most at hotels with a pool in Bozman

Breakfast included

4 stars

Top Bozman Hotel Reviews

Graduate by Hilton Annapolis

10/10 Excellent

"The Graduate is an amazing hotel. My favorite part was the attentiveness of the staff, the nostalgic USNA decor, and the greeting of hot chocolate during an unexpected cold and rainy day in May!"

The Westin Annapolis

6/10 Okay

"The bar staff and cleaning staff were very kind. The front desk attendants seemed to be unhappy, though I did have one attendant in particular who was very helpful. The hotel rooms themselves were not as nice as most Westins. They were akin to a Hampton Inn which- for the price per night- seems rather absurd. The valet staff were great and timely as well. Overall a good stay and the location is nice. For the price though, I’d prefer to stay by the water next time."

Frequently asked questions

What are some hotels with pools in Bozman?

Historic Inns of Annapolis: Offers 2 outdoor pools, a children's pool, and a private beach. Hyatt Regency Chesapeake Bay: Hotel located near U.S. Naval Academy. Provides a full-service spa, an indoor pool, and a snack bar/deli. The Westin Annapolis: Features a seasonal outdoor pool, an indoor pool, and 2 restaurants. Hilton Garden Inn Annapolis Downtown: Provides a full-service spa, an outdoor pool, and 2 bars. Graduate by Hilton Annapolis: Features a snack bar/deli, an indoor pool, and free self parking.

What is there to see and do in Bozman?

Make a point to visit attractions like Triton Beach and Chesapeake Bay Environmental Center. Discover sights such as St. Michaels Winery, St. Michaels Marina, and Chesapeake Bay Maritime Museum during your stay.

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

You may want to think about a place to stay with an outdoor swimming pool if you will be visiting Bozman in the warmest months of July, August, or June when the average temp is 75°F. Lodging offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temp is 41°F.

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