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Check availability on Shady Side Hotels with Swimming Pool

Tonight
8 Sept - 9 Sept
Tomorrow
9 Sept - 10 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Shady Side hotels with a pool

1. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
Edgewater
  • Dive into summer fun at this Annapolis hotel with a seasonal outdoor pool and fitness centre.
₹8,882
₹10,126 total
includes taxes & fees
30 Sept - 1 Oct
Sonesta ES Suites Annapolis

2. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
Annapolis
  • Indoor aquatic retreat offers year-round poolside luxury in Annapolis near shopping and dining.
₹10,394
₹11,849 total
includes taxes & fees
13 Sept - 14 Sept
Crowne Plaza Annapolis by IHG

3. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
Annapolis
  • Lounge by the pristine outdoor pool at this hotel, where peaceful relaxation meets exceptional service and modern fitness options.
₹8,537
₹9,733 total
includes taxes & fees
16 Sept - 17 Sept
Hilton Garden Inn Annapolis

4. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
  • Dive into poolside bliss at this hotel where summer sunshine meets relaxation.
₹9,220
₹10,511 total
includes taxes & fees
27 Sept - 28 Sept
Hampton Inn & Suites Annapolis

5. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
Annapolis
  • Splash into serenity with a revitalising indoor pool escape at this newly remodeled Annapolis hotel.
₹11,906
₹13,573 total
includes taxes & fees
9 Sept - 10 Sept
SpringHill Suites by Marriott Annapolis

6. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
  • Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.
₹13,525
₹18,160 total
includes taxes & fees
1 Oct - 2 Oct
Rod 'N' Reel Resort

7. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
Annapolis
  • Splash into an aquatic haven at this Annapolis hotel, where an indoor pool and hot tub create the perfect year-round retreat.
₹9,449
₹10,772 total
includes taxes & fees
27 Sept - 28 Sept
Courtyard by Marriott Annapolis

8. Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
Annapolis
  • Float in the peaceful indoor pool after exploring Annapolis; the refreshing waters of this recently remodeled hotel await.
₹8,996
₹10,255 total
includes taxes & fees
4 Oct - 5 Oct
Country Inn & Suites by Radisson, Annapolis, MD

9. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
Deale
  • Pool paradise meets scenic marina views for a refreshing escape on the water.
₹18,826
₹21,461 total
includes taxes & fees
15 Sept - 16 Sept
Anchored Inn at Hidden Harbour Marina

10. St Michaels Inn

St Michaels Inn
St. Michaels
  • Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
₹8,394
₹9,233 total
includes taxes & fees
13 Sept - 14 Sept
St Michaels Inn
View all properties

Choose what matters most at hotels with a pool in Shady Side

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Shady Side Hotel Reviews

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"I only stayed overnight because we were at the Renaissance fair, it was clean, many places to eat within walking distance is a plus."
John 1-night trip
Posted less than an hour ago
Crowne Plaza Annapolis by IHG
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"I loved the free shuttle within 5 miles. It was so great to be dropped off at my conference downtown and not have to worry about parking. They picked me up within 10-15 minutes anytime I called. The restaurant was nice and the food was very good. I loved the location."
Heather 4-night trip
Posted 1 hour ago
DoubleTree by Hilton Hotel Annapolis
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"The lawn around the tennis court and pool need cutting/landscaping. Other than that the room was great and felt like a safe location."
Tanya 4-night trip
Posted 11 hours ago
Sonesta ES Suites Annapolis
St Michaels Inn

St Michaels Inn

10/10 Excellent
"Nice place. Breakfast was great pool needs more chairs."
Patricia 1-night trip
Posted 11 hours ago
St Michaels Inn
Comfort Inn Largo-Washington DC East

Comfort Inn Largo-Washington DC East

8/10 Good
"Everything was fine but there’re not enough varieties for breakfast"
Selina 4-night trip
Posted 13 hours ago
Comfort Inn Largo-Washington DC East
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"Helpful staff. We were in town for a USNA reunion, and the lobby café was surprisingly useful. Rendezvouses with classmates. Late evening bulk sessions. Decent coffee and snacks. Walking distance to stadium park n ride."
David 4-night trip
Posted 14 hours ago
Courtyard by Marriott Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"Felt like we traveled to a southern town while still being in Maryland. Great hotel."
Michael 1-night trip
Posted 15 hours ago
Rod 'N' Reel Resort
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"GREAT location! The room was huge & beautifully decorated. We are excited to come back again! 10/10!"
Lori Ann 1-night trip
Posted 18 hours ago
Graduate by Hilton Annapolis
DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

10/10 Excellent
"Very clean room"
Morufat 2-night trip
Posted 19 hours ago
DoubleTree by Hilton Hotel Largo/Washington DC

Frequently asked questions

What are some accommodation options with pools in Shady Side?
DoubleTree by Hilton Hotel Annapolis: Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool and complimentary wireless Internet access. Crowne Plaza Annapolis by IHG: Hotel, 1-minute walk from Chesapeake Bay. Features a seasonal outdoor pool, an indoor pool and 2 restaurants. Graduate by Hilton Annapolis: Provides buffet, a seasonal outdoor pool and complimentary wireless Internet access. Historic Inns of Annapolis: Hotel located near Northwest Stadium. Features buffet, an indoor pool and free self parking. Rod 'N' Reel Resort: Offers daily, a seasonal outdoor pool and free self parking.
What is there to see and do in Shady Side?
Surround yourself with nature at Northern Chesapeake Bay and Chesapeake Bay. Discover sights such as Shadyside Park, 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.

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