Find Hotels with a Pool in Sherwood, MD

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Sherwood Hotels with a Pool

Tonight
Jan 30 - Jan 31
Tomorrow
Jan 31 - Feb 1
This weekend
Jan 30 - Feb 1
Next weekend
Feb 6 - Feb 8

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, (368 reviews)
"Always a great time. "
United States
Randolph
The price is ￥15,315
￥16,847 total
includes taxes & fees
Feb 1 - Feb 2
Knapps Narrows Marina & Inn
Indoor pool, seasonal outdoor pool, cabanas (surcharge), sun loungers

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1,002 reviews)
"Yes the room was clean and the staff was great "
United States
Thurnell
The price is ￥13,105
￥17,610 total
includes taxes & fees
Feb 5 - Feb 6
Rod 'N' Reel Resort
Outdoor pool

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (475 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is ￥20,126
￥22,943 total
includes taxes & fees
Feb 3 - Feb 4
Anchored Inn at Hidden Harbour Marina
Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, sun loungers

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (956 reviews)
"Lovely location"
United States
Cheryl
The price is ￥15,491
￥17,195 total
includes taxes & fees
Feb 1 - Feb 2
Holiday Inn Express Annapolis East-Kent Island by IHG
Aerial view

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (132 reviews)
"Beautiful hotel, nice staff"
United States
Kim
The price is ￥19,077
￥26,534 total
includes taxes & fees
Feb 4 - Feb 5
Kent Island Resort
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)
"Good value and close to downtown."
United States
John
The price is ￥15,406
￥16,946 total
includes taxes & fees
Feb 8 - Feb 9
St Michaels 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, (1,000 reviews)
"Nice breakfast, cleanroom. Great location."
United States
Wayne
The price is ￥12,776
￥14,182 total
includes taxes & fees
Feb 8 - Feb 9
Best Western Kent Narrows Inn
Indoor pool, sun loungers

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,000 reviews)
"Great location and friendly staff. "
United States
Shana
The price is ￥11,586
￥13,208 total
includes taxes & fees
Feb 22 - Feb 23
SpringHill Suites by Marriott Annapolis
Seasonal outdoor pool

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (837 reviews)
"Checkin staff was great. The motel is advertised as a HOTEL, and it very clearly is not."
United States
Jennifer
The price is ￥13,018
￥14,319 total
includes taxes & fees
Feb 8 - Feb 9
Quality Inn
Exterior

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (434 reviews)
"Amazing rooms and service!"
United States
Alicia
The price is ￥23,884
￥30,407 total
includes taxes & fees
Feb 1 - Feb 2
The Inn at Chesapeake Bay Beach Club
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.
View all properties

Top Sherwood Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Everything! The hotel was clean, great location, and the front desk clerk was kind and helpful! "
Marie 1-night trip
Posted 1 day ago
Graduate by Hilton Annapolis

Frequently asked questions

What are some accommodations with pools in Sherwood?
DoubleTree by Hilton Hotel 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: Offers 2 outdoor pools, a children's pool, and a private beach. Historic Inns of Annapolis: Hotel located near U.S. Naval Academy. Features a full-service spa, an indoor pool, and a snack bar/deli. Graduate by Hilton Annapolis: Features a snack bar/deli, an indoor pool, and free self parking. Hyatt Regency Chesapeake Bay: Offers a seasonal outdoor pool, an indoor pool, and 2 restaurants.
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.