Shady Side Hotels from S$113
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Shady Side
Pet friendly
Apartยญment
Family friendly
Waterpark
Condo
Check prices for these dates
Tonight
21 Aug - 22 AugTomorrow
22 Aug - 23 AugThis weekend
21 Aug - 23 AugNext weekend
28 Aug - 30 AugOur top choices for Shady Side hotels
1. DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel AnnapolisAnnapolis
eliana
S$141
includes taxes & fees
30 Aug - 31 Aug
2. Anchored Inn at Hidden Harbour Marina
Anchored Inn at Hidden Harbour MarinaDeale
Dale
S$292
includes taxes & fees
15 Sept - 16 Sept
3. Holiday Inn Express & Suites Annapolis by IHG
Holiday Inn Express & Suites Annapolis by IHGAnnapolis
Frank
S$146
includes taxes & fees
25 Aug - 26 Aug
4. SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott AnnapolisAnnapolis
Joshua
S$187
includes taxes & fees
30 Aug - 31 Aug
5. Country Inn & Suites by Radisson, Annapolis, MD
Country Inn & Suites by Radisson, Annapolis, MDAnnapolis
Leslie
S$138
includes taxes & fees
13 Sept - 14 Sept
6. Courtyard by Marriott Annapolis
Courtyard by Marriott AnnapolisAnnapolis
Phyllis
S$133
includes taxes & fees
30 Aug - 31 Aug
7. Rod 'N' Reel Resort
Rod 'N' Reel ResortChesapeake Beach
Tessa
S$191
includes taxes & fees
3 Sept - 4 Sept
8. Hilton Garden Inn Annapolis
Hilton Garden Inn AnnapolisAnnapolis
Glenn
S$141
includes taxes & fees
13 Sept - 14 Sept
9. Best Western Annapolis
Best Western AnnapolisAnnapolis
George
S$116
includes taxes & fees
30 Aug - 31 Aug
10. Fairfield Inn & Suites By Marriott Annapolis
Fairfield Inn & Suites By Marriott AnnapolisAnnapolis
Tola
S$171
includes taxes & fees
26 Aug - 27 Aug
11. Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHGAnnapolis
Heather
S$159
includes taxes & fees
1 Sept - 2 Sept
12. Sonesta ES Suites Annapolis
Sonesta ES Suites AnnapolisEdgewater
John
S$141
includes taxes & fees
31 Aug - 1 Sept
13. Hampton Inn & Suites Annapolis
Hampton Inn & Suites AnnapolisAnnapolis
Meghalee
S$143
includes taxes & fees
16 Sept - 17 Sept
14. Candlewood Suites Annapolis by IHG
Candlewood Suites Annapolis by IHGAnnapolis
Javier
S$148
includes taxes & fees
30 Aug - 31 Aug
15. Comfort Inn Conference Center
Comfort Inn Conference CenterBowie
Rachel
S$171
includes taxes & fees
30 Aug - 31 Aug
16. Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis DowntownAnnapolis
Nelson
S$148
includes taxes & fees
30 Aug - 31 Aug
17. Historic Inns of Annapolis
Historic Inns of AnnapolisHistoric District
Stephanie
S$178
includes taxes & fees
30 Aug - 31 Aug
18. Residence Inn By Marriott Annapolis
Residence Inn By Marriott AnnapolisAnnapolis
Caitlin
S$209
includes taxes & fees
26 Aug - 27 Aug
19. TownePlace Suites by Marriott Annapolis
TownePlace Suites by Marriott AnnapolisAnnapolis
Jamila
S$171
includes taxes & fees
31 Aug - 1 Sept
20. Microtel Inn & Suites by Wyndham Gambrills
Microtel Inn & Suites by Wyndham GambrillsGambrills
James
S$133
includes taxes & fees
30 Aug - 31 Aug
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 savour its top-notch restaurants.
Captain Avery Museum
You can spend time exploring the galleries in Captain Avery Museum during your trip to Shady Side. Stroll along the area's waterfront or simply savour its top-notch restaurants.
Learn more about Shady Side
Top Shady Side Hotel Reviews
Comfort Inn Conference Center
10/10 Excellent
"The hotel is very clean and well maintained. There are nearby stores you could walk to if you wanted to do last minute shopping. The staff are polite."
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."
St Michaels Inn
8/10 Good
"Property was a bit outdated but hopefully the construction will give it the update it needs."
Holiday Inn Express & Suites Annapolis by IHG
8/10 Good
"Reasonable value for the money"
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."
Comfort Inn Largo-Washington DC East
10/10 Excellent
"Great stay"
DoubleTree by Hilton Hotel Annapolis
10/10 Excellent
"Clean and comfortable room, helpful staff and great room service!"
Courtyard by Marriott Annapolis
10/10 Excellent
"Perfectly decent hotel for overnight stay during roadtrip."
More cheap stays in Shady Side
WoodSpring Suites Washington DC East Arena Drive
1603 Brightseat Rd. Hyattsville MD
S$113
23 Aug - 24 Aug
includes taxes & fees
St Michaels Inn
1228 S Talbot Street St. Michaels MD
S$118
31 Aug - 1 Sept
includes taxes & fees
8.2/10 Very good! (1,006 reviews)
Microtel Inn & Suites by Wyndham Gambrills
2525 Evergreen Rd. Gambrills MD
S$133
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (1,131 reviews)
Hampton Inn & Suites Annapolis
124 Womack Dr Annapolis MD
S$143
16 Sept - 17 Sept
includes taxes & fees
Holiday Inn Express & Suites Annapolis by IHG
2451 Riva Rd Annapolis MD
S$146
25 Aug - 26 Aug
includes taxes & fees
8.4/10 Very good! (1,009 reviews)
Comfort Inn Conference Center
4500 Crain Hwy Bowie MD
S$171
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (1,022 reviews)
Frequently asked questions
Explore a world of travel with Expedia
- Hotels with Bars / Lounges in Annapolis
- Hotels with smoking rooms in Annapolis
- Annapolis Hotels
- Hotels near Annapolis Maritime Museum
- Aquasco Hotels
- Gay friendly Hotels in Arnold
- Arnold Hotels
- Condo Rentals in Bowie
- Hotels with Gyms in Bowie
- Bowie Hotels
- Hotels near Breezy Point Beach
- Guest Houses in Camp Springs
- Hostels in Camp Springs
- B&B in Chesapeake Beach
- Cottages in Claiborne
- Wyndham Hotels in Crofton
- Crofton Hotels
- Deale Hotels
- Beach Resorts in Maryland
- Gay friendly Hotels in Maryland
- Hotels with Balcony in Maryland
- Hotels with parking in Maryland
- Hotels with smoking rooms in Maryland
- Hotels with Waterparks in Maryland
- Pet friendly Hotels in Maryland
- Maryland Hotels
- Dunkirk Hotels
- Condo Rentals in Edgewater
- Edgewater Hotels
- Forestville Hotels
- Friendship Hotels
- Inns in Greater Upper Marlboro
- Budget Hotels in Greenbelt
- Hotels with Breakfast in Kent Island
- Hotels with free wifi in Kent Island
- Hotels with Restaurants in Kent Island
- Landover Hotels
- Lanham Hotels
- Four Seasons Hotels in Largo
- Largo Hotels
- Guest Houses in Maryland
- Naval Academy Hotels
- Neavitt Hotels
- North Beach Hotels
- Hotels near Northwest Stadium
- Odenton Hotels
- Cottages in Orchard Beach
- Cottages in Pasadena
- Pasadena Hotels
- Prince Frederick Hotels
- Resorts in Prince George's County
- Marriott Hotels & Resorts in Queenstown
- Rose Haven Hotels
- Royal Oak Hotels
- Selby-On-The-Bay Hotels
- Severna Park Hotels
- Sherwood Hotels
- Hotels with indoor pool in St. Michaels
- Hotels with Spa in St. Michaels
- Hotels with smoking rooms in Upper Marlboro
- Upper Marlboro Hotels
- Flights to Annapolis
- Flights to Easton
- Flights to Edgewater
- Flights to Pasadena
- Flights to Stevensville
- Flights to Upper Marlboro
- Flights to Maryland
- Flights from Stevensville
- Flights from Maryland
- Flights from St. Michaels
- Flights from Lanham
- Flights from Jacksonville (CRG) to Fort Meade (FME)
- Flights from Windhoek (ERS) to Baltimore (BWI)
- Flights from Hagerstown (HGR) to Annapolis (ANP)
- Flights from Indianapolis (IND) to Baltimore (BWI)
- Flights from Los Angeles (LAX) to Baltimore (BWI)
- Flights from Singapore (SIN) to Annapolis (ANP)
- Arnold Holidays
- Visit Walker Mill
- Cheverly Holidays
- College Park Aviation Museum
- Visit Arden-on-the-Severn
- Ferry Park
- Visit Greenbelt
- Kunta KinteโAlex Haley Memorial
- Maryland Holidays
- Visit Maryland
- Visit Naval Academy
- Queenstown Holidays
- Rod n Reel Charter Fishing
- St. Michaels Holidays
- Visit Upper Marlboro
