Hotels with Swimming Pool, Sherwood Maryland

Q: What are some accommodations with pools in Sherwood?

Knapps Narrows Marina & Inn : Hotel, 14-minute walk from Chesapeake Bay. Features daily, a seasonal outdoor pool, and free self parking. Historic Inns of Annapolis : Features 2 outdoor pools, a children's pool, and a private beach. DoubleTree by Hilton Hotel Annapolis : Hotel located near U.S. Naval Academy. Offers free self parking, an indoor pool, and complimentary wireless internet access. Hyatt Regency Chesapeake Bay : 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 U.S. Naval Academy. Provides a full-service spa, an indoor pool, and a snack bar/deli.

A large brick house with a green roof, surrounded by lush gardens and trees.

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Our top choices for Sherwood hotels with a pool

Best Western Plus Easton Inn & Suites

Easton

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

P9,392 total

includes taxes & fees

Jul 6 - Jul 7

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.

P12,819 total

includes taxes & fees

Jul 20 - Jul 21

Quality Inn Grasonville near Kent Island

Grasonville

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

P6,819 total

includes taxes & fees

Jul 22 - Jul 23

Fairfield Inn & Suites by Marriott Easton

Easton

Dive into saltwater serenity at this Easton hotel with indoor pool and shuttle service.

P9,132 total

includes taxes & fees

Jul 26 - Jul 27

Holiday Inn Express Prince Frederick by IHG

Prince Frederick

Dive into a refreshing indoor pool sanctuary with year-round swimming at this conveniently located hotel in Prince Frederick.

P8,455 total

includes taxes & fees

Jul 23 - Jul 24

Best Western Kent Narrows Inn

Grasonville

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

P8,536 total

includes taxes & fees

Jul 8 - Jul 9

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.

P14,258 total

includes taxes & fees

Jul 7 - Jul 8

Quality Inn

Easton

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

P6,835 total

includes taxes & fees

Jul 27 - Jul 28

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Choose what matters most at hotels with a pool in Sherwood

Breakfast included

4 stars

Top Sherwood Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"It would be nice if you had a microwave in the room"

St Michaels Inn

10/10 Excellent

"a wonderful peaceful beautiful place to get away from the city! The pool and continental breakfast was great , the rooms are very comfortable and clean All staff is very friendly & helpful , very close to a family owned pizzeria with awesome NY style pizza , further down is the tiny historic pretty town of St, Michael’s , where nice shops & restaurants are located and amazing homemade ice cream minutes away from a crab restaurant by the bay I highly recommend St Michael’s Inn for a restful peaceful place to regroup 💜"

Frequently asked questions

What are some accommodations with pools in Sherwood?

Knapps Narrows Marina & Inn: Hotel, 14-minute walk from Chesapeake Bay. Features daily, a seasonal outdoor pool, and free self parking. Historic Inns of Annapolis: Features 2 outdoor pools, a children's pool, and a private beach. DoubleTree by Hilton Hotel Annapolis: Hotel located near U.S. Naval Academy. Offers free self parking, an indoor pool, and complimentary wireless internet access. Hyatt Regency Chesapeake Bay: 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 U.S. Naval Academy. Provides 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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