4 Stars Hotels in Shady Side, Maryland from CA $176
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Shady Side 4 Star Hotels
Our top choices for Shady Side 4-star hotels
8.8 out of 10, Excellent, (1,062 reviews)
"Beautiful hotel. Very clean and amazing staff."
Lena
The price is CA $154
CA $176 total
includes taxes & fees
Aug 11 - Aug 12
9.4 out of 10, Exceptional, (1,007 reviews)
"Wonderfully decorated, felt like Annapolis all over"
Gabriela
The price is CA $239
CA $273 total
includes taxes & fees
Aug 2 - Aug 3
8.8 out of 10, Excellent, (1,002 reviews)
"Clean room, great customer service and very nice people. The hotel is stunning"
Jessica
The price is CA $239
CA $272 total
includes taxes & fees
Aug 2 - Aug 3
DoubleTree by Hilton Hotel Largo/Washington DC
DoubleTree by Hilton Hotel Largo/Washington DCUpper Marlboro
8.2 out of 10, Very good, (1,003 reviews)
"Great, budget friendly place to stay!"
Awais
The price is CA $161
CA $182 total
includes taxes & fees
Aug 24 - Aug 25
8.6 out of 10, Excellent, (1,000 reviews)
"I would stay again"
Tron
The price is CA $245
CA $319 total
includes taxes & fees
Aug 27 - Aug 28
Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph CollectionHistoric District
8.8 out of 10, Excellent, (953 reviews)
"Definitely the view of the harbor from our room and how all the stores and restaurants were in walking distance"
Salvatore
The price is CA $291
CA $331 total
includes taxes & fees
Aug 5 - Aug 6
9.4 out of 10, Exceptional, (471 reviews)
"helpful staff, nice rooms"
Jamie
The price is CA $333
CA $405 total
includes taxes & fees
Aug 3 - Aug 4
10.0 out of 10, Exceptional, (42 reviews)
"Staff, breakfast, and room were all superb!"
Jeffrey
The price is CA $620
CA $682 total
includes taxes & fees
Aug 19 - Aug 20
Save an average of 15% on thousands of hotels when you're signed in
Explore similar 5-star hotels
Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Shady Side.
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
The price is CA $848 per night from Aug 23 to Aug 24
CA $848
CA $933 total
Aug 23 - Aug 24
includes taxes & fees
Still don't see what you're looking for?
See all properties in Shady Side.
You can also use these popular filters to refine your search.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Learn more about Shady Side
Love dining out, parks, and museums? Get away to Shady Side!
Top Shady Side Hotel Reviews
DoubleTree by Hilton Hotel Largo/Washington DC
10/10 Excellent
Find out more about Shady Side
If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Shady Side are calling your name. Known for providing first-rate service in amazing locations, each of the Shady Side 4 Stars hotels lets discerning travelers bask in an unforgettable experience.
Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.
It’s all waiting for you at the top four star hotels in Shady Side. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Shady Side, Maryland, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Shady Side hotels with 4 Stars provide everything you need to unwind in style.
Frequently asked questions
Explore a world of travel with Expedia
- 5 Star Hotels in Benedict
- 5 Star Hotels in Baltimore
- Graduate by Hilton Annapolis
- 5 Star Hotels in Gaithersburg
- Gaylord National Resort & Convention Center
- Cottages in Harwood
- 2 Star Hotels in Glyndon
- Cheap Hotels in Annapolis
- 5 Star Hotels in Bowie
- 4 Star Hotels in Cockeysville
- 3 Star Hotels in Cobb Island
- Maryland Hotels
- 3 Star Hotels in North Roland Park/Poplar Hill
- Beach Hotel Hotels in Maryland
- Ski Hotels in Maryland
- Highland Beach Hotels
- All Inclusive Resorts and in Maryland
- Sonesta ES Suites Annapolis
- 5 Star Hotels in Lake Shore
- Apartments in Edgewater
- 5 Star Hotels in Rose Haven
- Courtyard by Marriott Annapolis
- Arundel on the Bay Hotels
- Friendship Hotels
- 5 Star Hotels in Parkville
- 5 Star Hotels in Columbia
- Annapolis Hotels
- Best Western Hotels in Beverly Beach
- Cabin Rentals in Churchton
- 5 Star Hotels in Rosedale
- Vacation Homes in Odyssey
- Washington Hotels
- Chesapeake Beach Hotels
- Cottages in Maryland
- Houseboats in Churchton
- Cabin Rentals in Maryland
- Motels in Maryland
- Cheap Hotels in Maryland
- 4 Star Hotels in Swan Point
- North Beach Hotels
- 4 Star Hotels in Riviera Beach
- Luxury Hotels in Annapolis
- 4 Star Hotels in Washington
- 5 Star Hotels in Midtown
- Golf Hotels in Maryland
- Condo Rentals in Edgewater
- 5 Star Hotels in Armistead Gardens
- 5 Star Hotels in Annapolis Cove
- 5 Star Hotels in Mount Vernon
- Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
- 5 Star Hotels in St. George Island
- 5 Star Hotels in Little Italy
- Selby-On-The-Bay Hotels
- Edgewater Hotels
- Oceanfront Hotels in Annapolis
- B&B in Maryland
- Rose Haven Hotels
- 4 Star Hotels in Algonquin
- 5 Star Hotels in Secretary
- 5 Star Hotels in Washington
- Baltimore Hotels
- Flights from Detroit (DTW) to Annapolis (ANP)
- Flights to Washington
- Flights to Edgewater
- Flights from Detroit (DTW) to Baltimore (BWI)
- Flights to Maryland
- Flights from Montreal (YUL) to Annapolis (ANP)
- Flights from Allentown (ABE) to Annapolis (ANP)
- Flights from Montreal (YUL) to Baltimore (BWI)
- Flights from Edmonton (YEG) to Annapolis (ANP)
- Flights from Calgary (YYC) to Annapolis (ANP)
- Flights to Baltimore
- Flights from Buffalo (BUF) to Baltimore (BWI)
- Flights from Toronto (YYZ) to Baltimore (BWI)
- Flights to Annapolis
- Flights from Winnipeg (YWG) to Baltimore (BWI)
- Flights from Edmonton (YEG) to Baltimore (BWI)
- Flights from Buffalo (BUF) to Annapolis (ANP)
- Flights from Calgary (YYC) to Baltimore (BWI)
- Flights from Ottawa (YOW) to Baltimore (BWI)
- Flights from Toronto (YYZ) to Annapolis (ANP)
- Flights from Vancouver (YVR) to Baltimore (BWI)