The Best Hotels with a Pool in Sherwood, MD from NT$2,935 in 2026

Q: What are some accommodations with pools in Sherwood?

Knapps Narrows Marina & Inn : Features daily, a seasonal outdoor pool, and free self parking. Historic Inns of Annapolis : Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool, and complimentary wireless internet access. DoubleTree by Hilton Hotel Annapolis : Provides 2 outdoor pools, a children's pool, and a private beach. Crowne Plaza Annapolis by IHG : Features buffet, a seasonal outdoor pool, and complimentary wireless internet access. Graduate by Hilton Annapolis : Hotel located near U.S. Naval Academy. Offers a full-service spa, an indoor pool, and a snack bar/deli.

Gardens and large home at Sherwood Gardens Park, in Baltimore, M

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Our top choices for Sherwood hotels with a pool

Knapps Narrows Marina & Inn

Sherwood

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

NT$3,139 total

includes taxes & fees

Mar 7 - Mar 8

Best Western Kent Narrows Inn

Grasonville

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

NT$3,308 total

includes taxes & fees

Mar 8 - Mar 9

Quality Inn

Easton

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

NT$2,965 total

includes taxes & fees

Mar 11 - Mar 12

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$4,215 total

includes taxes & fees

Mar 11 - Mar 12

The Tilghman Island Inn

Tilghman

Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.

NT$5,581 total

includes taxes & fees

Mar 7 - Mar 8

Quality Inn Grasonville near Kent Island

Grasonville

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

NT$3,290 total

includes taxes & fees

Mar 9 - Mar 10

Anchored Inn at Hidden Harbour Marina

Deale

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

NT$5,498 total

includes taxes & fees

Mar 8 - Mar 9

Outdoor pool, open 9:00 AM to 10:00 PM, sun 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.

NT$2,935 total

includes taxes & fees

Mar 11 - Mar 12

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Choose what matters most at hotels with a pool in Sherwood

Breakfast included

4 stars

Top Sherwood Hotel Reviews

Sonesta ES Suites Annapolis

10/10 Excellent

"Shalinda at the front desk is awesome!! Greeted me immediately… remembered me from past visits… very positive!! This gal deserves a raise!! Yes we will be coming back because of her!!"

Frequently asked questions

What are some accommodations with pools in Sherwood?

Knapps Narrows Marina & Inn: Features daily, a seasonal outdoor pool, and free self parking. Historic Inns of Annapolis: Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool, and complimentary wireless internet access. DoubleTree by Hilton Hotel Annapolis: Provides 2 outdoor pools, a children's pool, and a private beach. Crowne Plaza Annapolis by IHG: Features buffet, a seasonal outdoor pool, and complimentary wireless internet access. Graduate by Hilton Annapolis: Hotel located near U.S. Naval Academy. Offers a full-service spa, an indoor pool, and a snack bar/deli.

What is there to see and do in Sherwood?

The picturesque setting of Goat Island showcases the area's natural beauty. Discover sights such as Knapp's Narrows Marina & Inn during your stay.

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

You may want to think about a place to stay that has an outdoor pool if you're planning to visit Sherwood in the hottest months of July, August, or June when the average temperature is 75°F. Lodging offering an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temperature is 41°F.

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