
Sherwood Hotel Guide - Hotels with Pool in Sherwood, Maryland
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28 Aug - 30 AugIn two weeks
4 Sept - 6 SeptOur top choices for Sherwood hotels with a pool




1. Knapps Narrows Marina & Inn
Knapps Narrows Marina & InnSherwood
- Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
€141
includes taxes & fees
25 Aug - 26 Aug




2. St Michaels Inn
St Michaels InnSt. Michaels
- Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
€84
includes taxes & fees
31 Aug - 1 Sept




3. The Tilghman Island Inn
The Tilghman Island InnTilghman
- Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
€193
includes taxes & fees
24 Aug - 25 Aug




4. Wylder Tilghman Island
Wylder Tilghman IslandTilghman
- Riverside relaxation awaits with a seasonal outdoor pool, private beach, and sauna.
€234
includes taxes & fees
13 Sept - 14 Sept




5. Best Western Kent Narrows Inn
Best Western Kent Narrows InnGrasonville
- Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.
€121
includes taxes & fees
30 Aug - 31 Aug




6. Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent IslandGrasonville
- Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.
€96
includes taxes & fees
14 Sept - 15 Sept




7. Rod 'N' Reel Resort
Rod 'N' Reel ResortChesapeake Beach
- Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.
€127
includes taxes & fees
3 Sept - 4 Sept




8. Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
- Splashy pool escapes by the bay; seasonal swimming paradise with sun-soaked loungers.
€121
includes taxes & fees
1 Sept - 2 Sept
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Top Sherwood Hotel Reviews
St Michaels Inn
10/10 Excellent
"Cute shore type hotel. Nice pool and was pretty clean. It was perfect for a night in St Michael's.. About a mile from the town."
Hampton Inn & Suites Annapolis
10/10 Excellent
"Incredible hotel. Very roomy including a kitchen and living space with a separate TV from the bedroom. Also a pool table room right across the hall. Excellent in every way."
Rod 'N' Reel Resort
8/10 Good
"Nice but expensive"
The Westin Annapolis
10/10 Excellent
"Everything you want in a hotel.. kind service great restaurant and bar and featured amenities."
Sonesta ES Suites Annapolis
10/10 Excellent
"I reserve two rooms for me and my family. We had an amazing time and the temperature was perfect. After being outside at the beach all day. The bathrooms were small but clean and the areas were all clean a lot of fresh tiles and wash rags and the bed was also clean breakfast in the morning was very nice. They had a pancake maker cereal, and there was something for everybody, including eggs and sausage I would definitely recommend and come again easy check-in process Miss D made everything enjoyable and check out with smooth as well."
Crowne Plaza Annapolis by IHG
10/10 Excellent
"Rooms where clean, staff was nice"
Hyatt Regency Chesapeake Bay
10/10 Excellent
"Excellent well-maintained rooms with new ceiling fan. Summer amenities are geared to families and include mini golf, multiple pools indoors & outdoors, day spa, convenience shop with coffee , pool tables (although not as well maintained as other areas of the property), walking paths, and a regulationgolf course. Families can be quite boisterous; we will opt for calmer winter months in future."
Courtyard by Marriott Annapolis
10/10 Excellent
"Perfectly decent hotel for overnight stay during roadtrip."
Knapps Narrows Marina & Inn
10/10 Excellent
"We enjoyed the peaceful garden and view from the balcony. The pool was great…we had it to ourselves late afternoon. The continental breakfast was very nice."







