Hotels with Swimming Pool, Sherwood Maryland

Q: What are some accommodations with pools in Sherwood?

DoubleTree by Hilton Hotel Annapolis : Provides buffet, a seasonal outdoor pool, and complimentary wireless internet access. Historic Inns of Annapolis : Features complimentary wireless internet access, an indoor pool, and televisions. Sonesta ES Suites Annapolis : Offers 2 outdoor pools, a children's pool, and a private beach. Courtyard by Marriott Annapolis : Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool, and complimentary wireless internet access. Hyatt Regency Chesapeake Bay : 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.

P12,223 total

includes taxes & fees

May 21 - May 22

Quality Inn

Easton

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

P6,791 total

includes taxes & fees

May 21 - May 22

Best Western Plus Easton Inn & Suites

Easton

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

P7,403 total

includes taxes & fees

May 21 - May 22

Best Western Kent Narrows Inn

Grasonville

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

P7,886 total

includes taxes & fees

May 26 - May 27

Quality Inn Grasonville near Kent Island

Grasonville

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

P7,281 total

includes taxes & fees

May 26 - May 27

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.

P8,788 total

includes taxes & fees

Jun 1 - Jun 2

Holiday Inn Express Easton by IHG

Easton

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

P8,965 total

includes taxes & fees

May 24 - May 25

Kent Island Resort

Stevensville

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

P12,763 total

includes taxes & fees

May 25 - May 26

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Choose what matters most at hotels with a pool in Sherwood

Breakfast included

4 stars

Top Sherwood Hotel Reviews

Courtyard by Marriott Annapolis

10/10 Excellent

"Safe parking"

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 accommodations with pools in Sherwood?

DoubleTree by Hilton Hotel Annapolis: Provides buffet, a seasonal outdoor pool, and complimentary wireless internet access. Historic Inns of Annapolis: Features complimentary wireless internet access, an indoor pool, and televisions. Sonesta ES Suites Annapolis: Offers 2 outdoor pools, a children's pool, and a private beach. Courtyard by Marriott Annapolis: Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool, and complimentary wireless internet access. Hyatt Regency Chesapeake Bay: 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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