The Best Hotels with a Pool in Queenstown, MD from SAR 418 in 2026

Q: What are some hotels with pools in Queenstown?

Historic Inns of Annapolis : Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool, and complimentary wireless internet access. DoubleTree by Hilton Hotel Annapolis : Hotel located near U.S. Naval Academy. Features a full-service spa, an indoor pool, and a snack bar/deli. Crowne Plaza Annapolis by IHG : Provides buffet, a seasonal outdoor pool, and complimentary wired internet access. The Westin Annapolis : Features a full-service spa, an outdoor pool, and 2 bars. Graduate by Hilton Annapolis : Offers daily, a pool, and free self parking.

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Our top choices for Queenstown hotels with a pool

Quality Inn Grasonville near Kent Island

Grasonville

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

SAR 443 total

includes taxes & fees

1 Jun - 2 Jun

The Lodge at Great Oak Landing

Chestertown

Waterfront lodge's seasonal outdoor pool offers sun-drenched days with loungers and umbrellas.

SAR 548 total

includes taxes & fees

28 Jun - 29 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.

SAR 514 total

includes taxes & fees

8 Jun - 9 Jun

Best Western Plus Easton Inn & Suites

Easton

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

SAR 574 total

includes taxes & fees

31 May - 1 Jun

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Comfort Inn & Suites Chestertown

Chestertown

Dive into the seasonal outdoor pool with comfortable loungers and umbrellas at this refreshing hotel retreat in Chestertown.

SAR 456 total

includes taxes & fees

23 Jun - 24 Jun

Quality Inn

Easton

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

SAR 418 total

includes taxes & fees

24 Jun - 25 Jun

Best Western Kent Narrows Inn

Grasonville

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

SAR 479 total

includes taxes & fees

9 Jun - 10 Jun

Knapps Narrows Marina & Inn

Sherwood

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

SAR 619 total

includes taxes & fees

7 Jun - 8 Jun

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Choose what matters most at hotels with a pool in Queenstown

Breakfast included

4 stars

Top Queenstown Hotel Reviews

Graduate by Hilton Annapolis

10/10 Excellent

"Loved the Navy inspired decor and theme, location, valet parking, bathroom accouterments. Would definitely choose The Graduate again.."

Best Western Plus Easton Inn & Suites

6/10 Okay

"The property felt outdated (still had thermometers hanging on the wall from COVID) . The hot tub was disgusting- looked like mold on the benches. Only partly filled and freezing, the jets were not producing bubbles- there was no sign saying it was out of order. The blankets on the bed had literal holes in them. There was no toaster in the breakfast area for the bagels, toast, etc. The windows in the pool area were opened so as the night went on, it was getting colder because of the outside temp. There did not seem to be drainage in the pool area because there was so much pooling of water on the ground. Not enough towels in the bathroom. The staff was not super helpful/friendly. The AC was very noisy. The location is convenient but the hotel itself was not great."

Hampton Inn & Suites Annapolis

6/10 Okay

"Our room is shockingly awful. The appliances are dirty, primarily outside but I wouldn't use the microwave with a 10 foot pole. I always thought Hampton Inn and Suites was an upscale hotel. This looks like a Motel 6 or Super 8. I guess since it is pet friendly, it's assumed pet owners are dirty."

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Frequently asked questions

What are some hotels with pools in Queenstown?

Historic Inns of Annapolis: Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool, and complimentary wireless internet access. DoubleTree by Hilton Hotel Annapolis: Hotel located near U.S. Naval Academy. Features a full-service spa, an indoor pool, and a snack bar/deli. Crowne Plaza Annapolis by IHG: Provides buffet, a seasonal outdoor pool, and complimentary wired internet access. The Westin Annapolis: Features a full-service spa, an outdoor pool, and 2 bars. Graduate by Hilton Annapolis: Offers daily, a pool, and free self parking.

What is there to see and do in Queenstown?

Make a point to visit attractions like Rufus M and Loraine Hall Todd Performing Arts Center. Discover sights such as Queenstown Premium Outlets and Queenstown Harbor Golf during your stay.

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

You may want to consider an accommodation with an outdoor swimming pool if you're planning to visit Queenstown in the warmest months of July, August, or June when the average temp is 74°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 temp is 39°F.

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