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Check availability on Shady Side Hotels with Pool

Tonight
10 Aug - 11 Aug
Tomorrow
11 Aug - 12 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for Shady Side hotels with a pool

1. 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.
Rp2.129.743
Rp2.427.907 total
includes taxes & fees
30 Aug - 31 Aug
SpringHill Suites by Marriott Annapolis

2. Comfort Inn Conference Center

Comfort Inn Conference Center
Bowie
  • Dive into this refreshing seasonal outdoor pool oasis with on-site bistro dining and premium bedding for complete relaxation.
Rp1.753.906
Rp1.981.914 total
includes taxes & fees
23 Aug - 24 Aug
Comfort Inn Conference Center

3. 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.
Rp1.632.206
Rp1.860.715 total
includes taxes & fees
30 Aug - 31 Aug
Country Inn & Suites by Radisson, Annapolis, MD

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.
Rp1.968.670
Rp2.244.284 total
includes taxes & fees
1 Sept - 2 Sept
Crowne Plaza Annapolis by IHG

5. Courtyard by Marriott Bowie

Courtyard by Marriott Bowie
Bowie
  • Dive into this indoor pool sanctuary with year-round aquatic bliss for all-season swimmers.
Rp2.399.988
Rp2.711.986 total
includes taxes & fees
23 Aug - 24 Aug
Courtyard by Marriott Bowie

6. 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.
Rp3.688.572
Rp4.205.079 total
includes taxes & fees
7 Sept - 8 Sept
Anchored Inn at Hidden Harbour Marina

7. The Westin Annapolis

The Westin Annapolis
Annapolis
  • Aquatic serenity awaits at this urban hotel with a refreshing indoor pool and full-service spa.
Rp3.000.595
Rp3.420.679 total
includes taxes & fees
6 Sept - 7 Sept
The Westin Annapolis

8. 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.
Rp1.789.700
Rp2.040.258 total
includes taxes & fees
31 Aug - 1 Sept
Courtyard by Marriott Annapolis

9. 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.
Rp3.382.061
Rp4.345.330 total
includes taxes & fees
24 Aug - 25 Aug
Rod 'N' Reel Resort

10. 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.
Rp1.771.803
Rp2.019.855 total
includes taxes & fees
2 Sept - 3 Sept
Sonesta ES Suites 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

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"I love to travel so I have stayed at many hotels. And I do have to say wholeheartedly that this was one of my most comfortable stays anywhere in a very long time. The staff made the check-in process easy, and they were really sweet and patient. This was my first time staying somewhere by myself, so I was pretty nervous, but they assured me that their hotel was safe and they had around the clock staff there at all times, not just for our convenience, but for our protection. The only thing I can say that kind of sucked, was my TV in my living room area of my suite was not connected to any cable. But I ended up buying myself an HDMI cord, and I already had my work laptop with me. And because the Wi-Fi was strong and free, I was able to watch and stream some of my favorite movies and shows once I attached the HDMI cord. The Jacuzzi was super comfortable and I started my day right there. Luckily for me, it was very peaceful so there were a few times where I fell asleep in it I regret nothing lol All in all, this was an amazing experience and I cannot wait to come back. Whether it is for work again or for Pleasure, I definitely will return and definitely would recommend this property to anyone.♥️"
Kelyciaa 2-night trip
Posted less than an hour ago
Country Inn & Suites by Radisson, Annapolis, MD
Comfort Inn Conference Center

Comfort Inn Conference Center

10/10 Excellent
"The hotel is in a great location and offers good value for money."
LEI 1-night trip
Posted 2 hours ago
Comfort Inn Conference Center
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"We had a great time at this hotel. Room was clean and cozy we spent time in the pool which did look bigger in the pictures but we still had fun. I would definitely stay again."
Sabrina 1-night trip
Posted 2 hours ago
Crowne Plaza Annapolis by IHG
Comfort Inn Largo-Washington DC East

Comfort Inn Largo-Washington DC East

10/10 Excellent
"Great"
Ogenna 2-night trip
Posted 20 hours ago
Comfort Inn Largo-Washington DC East
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

8/10 Good
"Property was clean but a bit dated , staff was exceptional, AC was loud"
David 3-night trip
Posted 1 day ago
DoubleTree by Hilton Hotel Annapolis
St Michaels Inn

St Michaels Inn

8/10 Good
"This could be a perfect spot in pricey St Michael's. It is very much in need of room renovation. Biggest issue- poor water service and the water smelled of rotten eggs."
Clifton 2-night trip
Posted 1 day ago
St Michaels Inn
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Nice clean hotel rooms very nice comfortable bed, loved the pillows close to everything Miss Shirley’s restaurant was very good food"
Miranda 6-night trip
Posted 3 days ago
The Westin Annapolis

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. Historic Inns of Annapolis: Hotel located near Northwest Stadium. Features a snack bar/deli, a seasonal outdoor pool and buffet. Crowne Plaza Annapolis by IHG: Features daily, a seasonal outdoor pool and free self parking. La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway: Provides buffet, an indoor pool and free self parking. Graduate by Hilton Annapolis: Hotel located near Northwest Stadium. Features buffet, an indoor 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 Captain Avery Museum, Shadyside Park 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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