Find Hotels with a Pool in Sherwood, MD

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Check availability on Sherwood Hotels with a Pool

Next weekend
May 29 - May 31
In two weeks
Jun 5 - Jun 7

Our top choices for Sherwood hotels with a pool

Seasonal outdoor pool

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (383 reviews)
  • cleanliness
    Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
"Pool was clean and refreshhing."
United States
Traci
The price is ￥23,877
￥26,265 total
includes taxes & fees
May 26 - May 27
Knapps Narrows Marina & Inn
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
"In the warmer months you can enjoy the pool and roomy outdoor seating areas."
United States
Michael
The price is ￥19,812
￥21,792 total
includes taxes & fees
Jun 1 - Jun 2
St Michaels Inn
Aerial view

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (138 reviews)
  • cleanliness
    Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
"Amazing stay great place very clean very friendly staff. Nice pool great restaurant with a wonderful bartender."
United States
David
The price is ￥25,034
￥33,188 total
includes taxes & fees
Jun 1 - Jun 2
Kent Island Resort
Lobby

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (910 reviews)
  • cleanliness
    Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.
"the pool was good"
United States
Samantha
The price is ￥16,913
￥18,774 total
includes taxes & fees
Jun 1 - Jun 2
Quality Inn Grasonville near Kent Island
Seasonal outdoor pool

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (873 reviews)
  • cleanliness
    Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness center.
"This was also a fairly clean hotel, with well-kept grounds and pool area."
United States
Cristina
The price is ￥16,101
￥17,711 total
includes taxes & fees
Jun 17 - Jun 18
Quality Inn
Indoor pool

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,004 reviews)
  • cleanliness
    Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.
"Had a sleepover for god daughter and the kids loved the pool."
United States
Shaquanta
The price is ￥20,534
￥22,587 total
includes taxes & fees
May 26 - May 27
Best Western Plus Easton Inn & Suites
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,002 reviews)
  • cleanliness
    Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.
"The pool, hot tub, and sauna were exactly the kind of decompressing I needed."
United States
Elizabeth-Ann
The price is ￥18,318
￥20,333 total
includes taxes & fees
Jun 2 - Jun 3
Best Western Kent Narrows Inn
Indoor pool, seasonal outdoor pool, cabanas (surcharge), sun loungers

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.
"Pool is also now open!"
United States
Tatiana
The price is ￥21,346
￥26,878 total
includes taxes & fees
May 27 - May 28
Rod 'N' Reel Resort
Indoor pool

Holiday Inn Express Prince Frederick by IHG

Holiday Inn Express Prince Frederick by IHG
2.5 star property
Prince Frederick
8.8 out of 10, Excellent, (719 reviews)
  • cleanliness
    Dive into a refreshing indoor pool sanctuary with year-round swimming at this conveniently located hotel in Prince Frederick.
"pool was in good condition"
United States
Jessica
The price is ￥18,147
￥21,910 total
includes taxes & fees
Jun 25 - Jun 26
Holiday Inn Express Prince Frederick by IHG
Porch

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (134 reviews)
  • cleanliness
    Splash into luxury at this B&B near St. Michaels Winery, with access to a nearby pool for sun-soaked afternoons.
"We really enjoyed our stay at The Parsonage. The property and room were kept well. The staff were sweet and attentive. Very good location as far as walking distance to shops, restaurants and the waterfront area. I would certainly return and certainly recommend to anyone visiting St. Michael’s. "
United States
Katie
The price is ￥30,244
￥33,268 total
includes taxes & fees
May 26 - May 27
Parsonage Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Sherwood

Breakfast included
4 stars

Top Sherwood Hotel Reviews

Rod 'N' Reel Resort

Rod 'N' Reel Resort

6/10 Okay
"I may have had higher expectations than were delivered."
Jerry 3-night trip
Posted 1 hour ago
Rod 'N' Reel Resort

Frequently asked questions

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