Hotels with Pool & Resorts in Shady Side from AU$156

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Check availability on Shady Side Hotels with Pool

Tonight
26 Apr - 27 Apr
Tomorrow
27 Apr - 28 Apr
Next weekend
1 May - 3 May
In two weeks
8 May - 10 May

Our top choices for Shady Side hotels with a pool

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 AU$258
includes taxes & fees
28 Apr - 29 Apr
Kent Island 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, (482 reviews)
  • cleanliness
    Pool paradise meets scenic marina views for a refreshing escape on the water.
The price is AU$242
includes taxes & fees
27 Apr - 28 Apr
Anchored Inn at Hidden Harbour Marina
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 spa pool sanctuary.
The price is AU$168
includes taxes & fees
4 May - 5 May
Best Western Kent Narrows Inn
Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, pool 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, (995 reviews)
  • cleanliness
    Splashy pool escapes by the bay; seasonal swimming paradise with sun-soaked loungers.
The price is AU$202
includes taxes & fees
25 May - 26 May
Holiday Inn Express Annapolis East-Kent Island by IHG
Seasonal outdoor pool

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (380 reviews)
  • cleanliness
    Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
The price is AU$231
includes taxes & fees
3 May - 4 May
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, (1,003 reviews)
  • cleanliness
    Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
The price is AU$194
includes taxes & fees
28 Apr - 29 Apr
St Michaels Inn
Lobby

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (898 reviews)
  • cleanliness
    Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.
The price is AU$165
includes taxes & fees
18 May - 19 May
Quality Inn Grasonville near Kent Island
Property amenity

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Dive into this refreshing seasonal outdoor pool oasis with on-site bistro dining and premium bedding for complete relaxation.
The price is AU$156
includes taxes & fees
28 Apr - 29 Apr
Comfort Inn Conference Center
Seasonal outdoor pool

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (94 reviews)
  • cleanliness
    Riverside relaxation awaits with a seasonal outdoor pool, private beach, and sauna.
The price is AU$370
includes taxes & fees
29 Apr - 30 Apr
Wylder Tilghman Island
Indoor pool, seasonal outdoor pool, pool cabanas (surcharge)

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.
The price is AU$226
includes taxes & fees
10 May - 11 May
Rod 'N' Reel Resort
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 Shady Side

Breakfast included
4 stars

Top Shady Side Hotel Reviews

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

6/10 Okay
"The entire facility needs an upgrade."
KAMERON 2-night trip
Posted 8 hours ago
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

Frequently asked questions

What are some accommodation options with pools in Shady Side?
Historic Inns of Annapolis: Hotel located near Northwest Stadium. Offers buffet, an indoor pool and free self parking. Comfort Inn Largo-Washington DC East: Hotel located near Northwest Stadium. Provides free self parking, an indoor pool and a 24-hour fitness centre. DoubleTree by Hilton Hotel Largo/Washington DC: Hotel located near Northwest Stadium. Features a snack bar/deli, a seasonal outdoor pool and buffet. La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway: Offers buffet, a seasonal outdoor pool and complimentary wireless Internet access. Sonesta ES Suites Annapolis: Features buffet, an indoor pool and free self parking.
What is there to see and do in Shady Side?
Surround yourself with nature at Shadyside Park and Northern Chesapeake Bay. Discover sights such as Chesapeake Bay, Captain Avery Museum and Franklin Point State Park during your stay.
When is the best time to book a hotel with a pool in Shady Side?
You may want to consider accommodation with an outdoor swimming pool if you'll be visiting Shady Side in the warmest months of July, August or June, when the average temp is 24°C. Accommodation with an indoor pool may be what you want if you are visiting during the coldest months of January, February or December, when the average temp is 5°C.