Find Hotels with a Pool in Sherwood, MD

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Check availability on Sherwood Hotels with a Pool

Tonight
7 May - 8 May
Tomorrow
8 May - 9 May
This weekend
8 May - 10 May
Next weekend
15 May - 17 May

Our top choices for Sherwood hotels with a pool

Seasonal outdoor pool

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (903 reviews)
  • cleanliness
    Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.
The price is AED 343
AED 381 total
includes taxes & fees
14 May - 15 May
Quality Inn Grasonville near Kent Island
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, (1,001 reviews)
  • cleanliness
    Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
The price is AED 423
AED 465 total
includes taxes & fees
4 Jun - 5 Jun
St Michaels 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, (1,007 reviews)
  • cleanliness
    Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.
The price is AED 400
AED 440 total
includes taxes & fees
11 May - 12 May
Best Western Plus Easton Inn & Suites
Seasonal outdoor pool

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (864 reviews)
  • cleanliness
    Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness center.
The price is AED 349
AED 384 total
includes taxes & fees
10 May - 11 May
Quality Inn
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,004 reviews)
  • cleanliness
    Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.
The price is AED 423
AED 469 total
includes taxes & fees
25 May - 26 May
Best Western Kent Narrows Inn
Indoor pool

Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG
2.5 star property
Cambridge
8.8 out of 10, Excellent, (776 reviews)
  • cleanliness
    Splash into relaxation with a rejuvenating indoor pool and hot tub retreat at this Cambridge hotel.
The price is AED 481
AED 534 total
includes taxes & fees
11 May - 12 May
Holiday Inn Express Cambridge by IHG
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, (1,007 reviews)
  • cleanliness
    Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.
The price is AED 454
AED 578 total
includes taxes & fees
10 May - 11 May
Rod 'N' Reel Resort
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.
The price is AED 657
AED 723 total
includes taxes & fees
10 May - 11 May
Parsonage Inn
Aerial view

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (137 reviews)
  • cleanliness
    Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
The price is AED 657
AED 856 total
includes taxes & fees
12 May - 13 May
Kent Island Resort
Indoor pool

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (568 reviews)
  • cleanliness
    Dive into refreshing luxury at this Easton hotel with a pristine indoor pool and fitness center for your aquatic escape.
The price is AED 434
AED 477 total
includes taxes & fees
24 May - 25 May
Hampton Inn Easton
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

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

8/10 Good
"Easy, safe parking. Nice hotel. Got a warm welcome cookie :)"
Theresa 1-night trip
Posted 11 hours ago
DoubleTree by Hilton Hotel Annapolis

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Frequently asked questions

What are some accommodations with pools in Sherwood?
Historic Inns of Annapolis: Hotel located near U.S. Naval Academy. Offers free self parking, an indoor pool, and complimentary wireless internet access. Crowne Plaza Annapolis by IHG: Provides buffet, a seasonal outdoor pool, and complimentary wireless internet access. Sonesta ES Suites Annapolis: Features complimentary wireless internet access, an indoor pool, and televisions. Courtyard by Marriott Annapolis: Hotel, 1-minute walk from Chesapeake Bay. Features a seasonal outdoor pool, an indoor pool, and 2 restaurants. DoubleTree by Hilton Hotel Annapolis: Offers 2 outdoor pools, a children's pool, and a private beach.
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.