TOP Hotels with Swimming Pool in Stevensville, MD for 2026

Q: What are some accommodation options with pools in Stevensville?

The Inn at Chesapeake Bay Beach Club : Hotel, 7-minute walk from Chesapeake Bay. Features a full-service spa, a seasonal outdoor pool and a sauna. Kent Island Resort : Hotel, 14-minute walk from Chesapeake Bay. Offers free self parking, a seasonal outdoor pool and complimentary bicycles. DoubleTree by Hilton Hotel Annapolis : Offers complimentary wireless Internet access, a pool and kitchens. Historic Inns of Annapolis : Offers complimentary wireless Internet access, a communal pool and kitchens. Crowne Plaza Annapolis by IHG : Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool and complimentary wireless Internet access.

A pier extending into a body of water with people fishing, a clear sky, and distant land with a bridge.

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Our top choices for Stevensville hotels with a pool

Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers

Kent Island Resort

Stevensville

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

₹18,959 total

includes taxes & fees

10 Aug - 11 Aug

The Inn at Chesapeake Bay Beach Club

Stevensville

Dive into summer luxury at this Eastern Shore retreat with a seasonal outdoor pool and personalised spa services.

₹27,647 total

includes taxes & fees

23 Aug - 24 Aug

Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, pool loungers

Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

Splashy pool escapes by the bay; seasonal swimming paradise with sun-soaked loungers.

₹12,205 total

includes taxes & fees

27 Jul - 28 Jul

Best Western Kent Narrows Inn

Grasonville

Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.

₹12,487 total

includes taxes & fees

27 Jul - 28 Jul

Hyatt Place Kent Narrows & Marina

Grasonville

Scenic waters beckon at this island escape with a relaxing indoor pool and waterfront deck for breathtaking sunset views.

₹18,054 total

includes taxes & fees

9 Aug - 10 Aug

Indoor pool, open 5 AM to 11 PM, pool loungers

Hilton Garden Inn Kent Island Marina

Grasonville

Dive into ultimate bay views with serene indoor pool sessions at this waterfront hotel.

₹15,734 total

includes taxes & fees

6 Aug - 7 Aug

Quality Inn Grasonville near Kent Island

Grasonville

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

₹10,998 total

includes taxes & fees

18 Aug - 19 Aug

Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers

Hilton Garden Inn Annapolis

Annapolis

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

₹10,743 total

includes taxes & fees

29 Jul - 30 Jul

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Choose what matters most at hotels with a pool in Stevensville

Breakfast included

Hot tub

Top Stevensville Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"Very dog and kid friendly ! They greeted us with cookies and bones . The pool was great as well as the location . We will be back"

Inn at Perry Cabin

10/10 Excellent

"Beautiful property, very well maintained. Dinner and Brunch at Stars were both very good. We loved being by the boats. Staff was accommodating when I had to do a zoom call on the morning of departure and found me a quiet private spot. Short walk to the Maritime Museum which was worth going to learn about the Eastern Shore. Short walk to town to pick up some needed items at the local pharmacy and on the way back stopped at the olive oil store and bought a couple of interesting bottles. Would have like to check out the SPA, but we decided on Friday to spend Saturday and Sunday nights and they were booked. The staff was generally friendly. It was expensive per night. But for clean and beautiful grounds, a clean room, friendly staff, and views from our room and from the restaurants that included water and boats, I felt it was worth it for our spontaneous road trip from the Philly suburb. We would come back and this time book a sailing activity and a massage. Notes: The big Samsung TV was nice but doesn't allow streaming from my phones and so we had to watch our show on my laptop. Room #2 was great in that it was in the main lodge next to the restaurant and a across from the bar which was very noisy at times. We didn't mind for 2 days, we enjoyed the convenience and drowned at noisy with a sound machine. If we were there for longer, the noise may have gotten old. In summary, we liked it and would visit again."

Frequently asked questions

What are some accommodation options with pools in Stevensville?

The Inn at Chesapeake Bay Beach Club: Hotel, 7-minute walk from Chesapeake Bay. Features a full-service spa, a seasonal outdoor pool and a sauna. Kent Island Resort: Hotel, 14-minute walk from Chesapeake Bay. Offers free self parking, a seasonal outdoor pool and complimentary bicycles. DoubleTree by Hilton Hotel Annapolis: Offers complimentary wireless Internet access, a pool and kitchens. Historic Inns of Annapolis: Offers complimentary wireless Internet access, a communal pool and kitchens. Crowne Plaza Annapolis by IHG: Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool and complimentary wireless Internet access.

What is there to see and do in Stevensville?

Spend some time experiencing the great outdoors at Northern Chesapeake Bay and Chesapeake Bay. Discover sights such as Paul Reed Smith Guitars, Matapeake State Park and Love Point State Park during your stay. You'll also discover lots of options for restaurants in Stevensville.

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

You may want to think about a place to stay that offers an outdoor pool if you'll be visiting Stevensville in the hottest months of July, August or June, when the average temp is 23°C. Accommodation offering an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temp is 4°C.

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