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Find Hotels with a Pool in Shady Side, MD

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Check availability on Shady Side Hotels with a Pool

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

Our top choices for Shady Side hotels with a pool

1. 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.
NT$2,847
NT$3,246 total
includes taxes & fees
Sep 16 - Sep 17
Hilton Garden Inn Annapolis

2. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
Edgewater
  • Dive into summer fun at this Annapolis hotel with a seasonal outdoor pool and fitness center.
NT$3,026
NT$3,449 total
includes taxes & fees
Sep 28 - Sep 29
Sonesta ES Suites Annapolis

3. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
Annapolis
  • Splash into serenity with a revitalizing indoor pool escape at this newly remodeled Annapolis hotel.
NT$3,971
NT$4,527 total
includes taxes & fees
Sep 13 - Sep 14
SpringHill Suites by Marriott Annapolis

4. 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.
NT$3,467
NT$3,952 total
includes taxes & fees
Sep 13 - Sep 14
Crowne Plaza Annapolis by IHG

5. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
  • Dive into poolside bliss at this hotel where summer sunshine meets relaxation.
NT$3,075
NT$3,506 total
includes taxes & fees
Sep 27 - Sep 28
Hampton Inn & Suites 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.
NT$4,557
NT$6,107 total
includes taxes & fees
Oct 1 - Oct 2
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.
NT$3,054
NT$3,481 total
includes taxes & fees
Sep 27 - Sep 28
Courtyard by Marriott Annapolis

8. 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.
NT$6,286
NT$7,165 total
includes taxes & fees
Sep 10 - Sep 11
Anchored Inn at Hidden Harbour Marina

9. 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.
NT$3,000
NT$3,420 total
includes taxes & fees
Oct 4 - Oct 5
Country Inn & Suites by Radisson, Annapolis, MD

10. The Westin Annapolis

The Westin Annapolis
Annapolis
  • Aquatic serenity awaits at this urban hotel with a refreshing indoor pool and full-service spa.
NT$5,641
NT$6,431 total
includes taxes & fees
Sep 13 - Sep 14
The Westin Annapolis
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

Rod 'N' Reel Resort

Rod 'N' Reel Resort

8/10 Good
"Staff was very friendly and helpful. Grounds and hotel were very well kept. We didn't have a chance to enjoy sitting on the balcony due to lantern bugs all over the balcony and place. Maybe there is something you can do to get rid of those lantern bugs."
Robin 2-night trip
Posted 2 hours ago
Rod 'N' Reel Resort
Comfort Inn Conference Center

Comfort Inn Conference Center

10/10 Excellent
"Hidden gem; great place and location."
Titus 2-night trip
Posted 5 hours ago
Comfort Inn Conference Center
DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

10/10 Excellent
"Perfect location for attending northwest stadium"
Tayo 3-night trip
Posted 5 hours ago
DoubleTree by Hilton Hotel Largo/Washington DC
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Great location with 20 min walk to stadium or USNA with friendly staff and clean rooms."
Daniel 1-night trip
Posted 10 hours ago
Graduate by Hilton Annapolis
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

8/10 Good
"1"
Tim 3-night trip
Posted 13 hours ago
Sonesta ES Suites Annapolis
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

8/10 Good
"Nice location to get to the Maryland REN Faire, Annapolis and multiple restaurants and shopping opportunities"
joe 3-night trip
Posted 17 hours ago
Courtyard by Marriott Annapolis
St Michaels Inn

St Michaels Inn

8/10 Good
"Nice budget hotel"
David 3-night trip
Posted 19 hours ago
St Michaels Inn
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 day ago
DoubleTree by Hilton Hotel Annapolis

Frequently asked questions

What are some accommodations 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 an accommodation with an outdoor swimming pool if you will be visiting Shady Side in the warmest months of July, August, or June when the average temp is 75°F. Lodging 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 40°F.

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