Top 10 Hotels in Shady Side, MD from ₩123,714 - Competitive Prices

A river with boats, a marina, and a town with houses and buildings.

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Waterpark

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Our top choices for Shady Side hotels

1. Laurel Grove Inn on the South

Annapolis

Ruth

₩249,449

₩284,372 total

includes taxes & fees

Sep 7 - Sep 8

2. Comfort Inn Conference Center

Bowie

Rachel

₩165,946

₩187,519 total

includes taxes & fees

Aug 23 - Aug 24

3. DoubleTree by Hilton Hotel Annapolis

Annapolis

Fabiana

₩136,075

₩155,125 total

includes taxes & fees

Aug 30 - Aug 31

4. Hampton Inn & Suites Glenarden/Washington DC

Lanham

Jeffrey

₩146,593

₩165,651 total

includes taxes & fees

Aug 31 - Sep 1

Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

5. St Michaels Inn

St. Michaels

Karen

₩124,250

₩136,674 total

includes taxes & fees

Aug 31 - Sep 1

6. Best Western Annapolis

Annapolis

George

₩111,713

₩127,353 total

includes taxes & fees

Aug 30 - Aug 31

Desk, laptop workspace, iron/ironing board, WiFi (free)

7. Microtel Inn & Suites by Wyndham Gambrills

Gambrills

James

₩128,015

₩145,937 total

includes taxes & fees

Aug 30 - Aug 31

8. Historic Inns of Annapolis

Historic District

Stephanie

₩129,179

₩194,956 total

includes taxes & fees

Aug 30 - Aug 31

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

Annapolis

Leslie

₩132,756

₩151,342 total

includes taxes & fees

Sep 13 - Sep 14

Pillowtop beds, in-room safe, desk, laptop workspace

10. SpringHill Suites by Marriott Annapolis

Annapolis

Joshua

₩178,772

₩203,800 total

includes taxes & fees

Aug 26 - Aug 27

11. Crowne Plaza Annapolis by IHG

Annapolis

Heather

₩146,423

₩166,922 total

includes taxes & fees

Sep 7 - Sep 8

Standard Room, 1 King Bed, River View | Premium bedding, in-room safe, desk, iron/ironing board

12. Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

Jackie

₩177,102

₩196,583 total

includes taxes & fees

Sep 1 - Sep 2

Desk, iron/ironing board, cribs (free), WiFi (free)

13. Courtyard by Marriott Bowie

Bowie

Yolanda

₩185,840

₩210,000 total

includes taxes & fees

Aug 31 - Sep 1

14. Sonesta ES Suites Annapolis

Edgewater

John

₩135,811

₩154,825 total

includes taxes & fees

Sep 22 - Sep 23

Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, WiFi (free), bed sheets

15. Quality Inn Grasonville near Kent Island

Grasonville

Faezeh

₩140,510

₩155,966 total

includes taxes & fees

Sep 14 - Sep 15

16. Best Western Kent Narrows Inn

Grasonville

chanel

₩176,347

₩195,745 total

includes taxes & fees

Sep 2 - Sep 3

First Floor Bay View Queen Room with Patio | View from room

17. Knapps Narrows Marina & Inn

Sherwood

BARBARA

₩209,175

₩230,093 total

includes taxes & fees

Aug 24 - Aug 25

18. Hyatt Place Kent Narrows & Marina

Grasonville

Karen

₩232,882

₩258,499 total

includes taxes & fees

Sep 8 - Sep 9

Desk, laptop workspace, blackout drapes, iron/ironing board

19. Candlewood Suites Annapolis by IHG

Annapolis

Javier

₩135,811

₩161,670 total

includes taxes & fees

Sep 13 - Sep 14

Premium bedding, pillowtop beds, in-room safe, desk

20. Hampton Inn & Suites Annapolis

Annapolis

Meghalee

₩136,366

₩155,458 total

includes taxes & fees

Sep 21 - Sep 22

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Stay near popular Shady Side attractions

Shadyside Park

Explore the great outdoors at Shadyside Park, a lovely green space in Shady Side. Stroll along the area's waterfront, or simply savor its top-notch restaurants.

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Captain Avery Museum

You can spend time exploring the galleries in Captain Avery Museum in Shady Side. Stroll along the area's waterfront, or simply savor its top-notch restaurants.

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Learn more about Shady Side

Love dining out, parks, and museums? Get away to Shady Side!

See all hotels in Shady Side

Top Shady Side Hotel Reviews

Rod 'N' Reel Resort

10/10 Excellent

"Very clean room, staff was very friendly and there are several restaurants right there. Oh, plus the casino!!"

Historic Inns of Annapolis

10/10 Excellent

"Great location nicely appointed room, great paintings"

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"Great staff everywhere on the property."

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent

"A"

Comfort Inn Conference Center

10/10 Excellent

"Exceptional staff and services. They provided every amenity. The included daily breakfast was well prepared and staff stood at the ready to help and insure the area was kept clean and accessible asguests came and went. I would definitely recommend as well as use this location again."

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent

"Perfect for what I needed"

Crowne Plaza Annapolis by IHG

10/10 Excellent

"Rooms where clean, staff was nice"

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"Top notch staff from the front desk, housekeeping and valet. My only real complaint was the early AM construction in the hallway. But all the workers were friendly and courteous to me passing by to get to the elevator."

Hyatt Place Kent Narrows & Marina

10/10 Excellent

"Property was well maintained and clean. Room was spacious and with a nice view. Parking is somewhat limited. Location is also central to area,attractions."

More cheap stays in Shady Side

WoodSpring Suites Washington DC East Arena Drive

1603 Brightseat Rd. Hyattsville MD

₩109,481

₩123,714 total

Aug 24 - Aug 25

includes taxes & fees

6/10 (1,007 reviews)

St Michaels Inn

1228 S Talbot Street St. Michaels MD

₩124,250

₩136,674 total

Aug 31 - Sep 1

includes taxes & fees

Microtel Inn & Suites by Wyndham Gambrills

2525 Evergreen Rd. Gambrills MD

₩128,015

₩145,937 total

Aug 30 - Aug 31

includes taxes & fees

9.2/10 Wonderful! (1,131 reviews)

Hampton Inn & Suites Annapolis

124 Womack Dr Annapolis MD

₩136,366

₩155,458 total

Sep 21 - Sep 22

includes taxes & fees

8.2/10 Very Good! (1,012 reviews)

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD

₩139,969

₩159,565 total

Aug 25 - Aug 26

includes taxes & fees

8.4/10 Very Good! (1,010 reviews)

Comfort Inn Conference Center

4500 Crain Hwy Bowie MD

₩165,946

₩187,519 total

Aug 23 - Aug 24

includes taxes & fees

9.2/10 Wonderful! (1,023 reviews)

Frequently asked questions

Where is the best place for a stay in Shady Side?

DoubleTree by Hilton Hotel Annapolis, located 9.8 mi (15.8 km) from the heart of Shady Side, is a top choice for your stay based on our traveler data. Two other choices for your trip to the area are Historic Inns of Annapolis and Crowne Plaza Annapolis by IHG. See all available top hotels, or vacation rentals in Shady Side.

If I need to cancel my hotel reservation in Shady Side, will I receive a refund?

Yes, the majority of hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Shady Side.

Where can I learn more about changing or cancelling my trip to Shady Side?

To find more details about updating your trip to Shady Side or cancelling it, click here.

Where is the best hotel to stay near Shadyside Park?

Anchored Inn at Hidden Harbour Marina is one of the top choices for your stay based on our traveler data, and this hotel offers an outdoor pool and free parking. It's located 4.8 mi (7.7 km) from Shadyside Park.

What about the best place to stay near Captain Avery Museum?

One of the top choices for your stay is Anchored Inn at Hidden Harbour Marina, located 5 mi (8.1 km) from Captain Avery Museum, and this hotel offers an outdoor pool and free parking.

What are some accommodations with pools in Shady Side?

Crowne Plaza Annapolis by IHG: Hotel located near U.S. Naval Academy. Offers free self parking, an indoor pool, and complimentary wireless internet access. Rod 'N' Reel Resort and St Michaels Inn are two additional hotels that offer an onsite pool. View all hotels with pools in Shady Side.

What's the best place to stay near Ronald Reagan Washington National Airport (DCA)?

Hyatt Regency Crystal City is a popular 4-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.6 mi (1 km) from Ronald Reagan Washington National Airport. Other options near the airport are Courtyard by Marriott Arlington Crystal City/Reagan National and Hilton Garden Inn Reagan National Airport.

What is staying in Shady Side like?

Visitors can enjoy all that Shady Side has to offer including the shopping, restaurants, and parks. Tourists can also enjoy so much more including its museums. In Shady Side, there are 15 hotels and other accommodations to choose from. Find out more about Shady Side.

What should I see while I'm in Shady Side?

Natural beauty is on display at Northern Chesapeake Bay, Chesapeake Bay, and Shadyside Park. A couple of additional sights to add to your agenda are Captain Avery Museum and Franklin Point State Park. Check out what more to see and do in Expedia's Shady Side guide.

What's the weather like in Shady Side?

The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Shady Side is 51 inches.

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Book Hotels in Shady Side on Expedia.com

Find hotels in Shady Side, MD from ₩123,714

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Shady Side

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Shady Side hotels

1. Laurel Grove Inn on the South

2. Comfort Inn Conference Center

3. DoubleTree by Hilton Hotel Annapolis

4. Hampton Inn & Suites Glenarden/Washington DC

5. St Michaels Inn

6. Best Western Annapolis

7. Microtel Inn & Suites by Wyndham Gambrills

8. Historic Inns of Annapolis

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

10. SpringHill Suites by Marriott Annapolis

11. Crowne Plaza Annapolis by IHG

12. Holiday Inn Express Annapolis East-Kent Island by IHG

13. Courtyard by Marriott Bowie

14. Sonesta ES Suites Annapolis

15. Quality Inn Grasonville near Kent Island

16. Best Western Kent Narrows Inn

17. Knapps Narrows Marina & Inn

18. Hyatt Place Kent Narrows & Marina

19. Candlewood Suites Annapolis by IHG

20. Hampton Inn & Suites Annapolis

Stay near popular Shady Side attractions

Shadyside Park

Captain Avery Museum

Learn more about Shady Side

Top Shady Side Hotel Reviews

Rod 'N' Reel Resort

Historic Inns of Annapolis

DoubleTree by Hilton Hotel Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

Comfort Inn Conference Center

Holiday Inn Express & Suites Annapolis by IHG

Crowne Plaza Annapolis by IHG

Annapolis Waterfront Hotel, Autograph Collection

Hyatt Place Kent Narrows & Marina

More cheap stays in Shady Side

WoodSpring Suites Washington DC East Arena Drive

St Michaels Inn

Microtel Inn & Suites by Wyndham Gambrills

Hampton Inn & Suites Annapolis

Holiday Inn Express & Suites Annapolis by IHG

Comfort Inn Conference Center

Frequently asked questions

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