Shady Side Hotel Guide - 4 Stars Hotels in Shady Side, Maryland

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Check availability on Shady Side 4 Star Hotels

Tonight
21 Apr - 22 Apr
Tomorrow
22 Apr - 23 Apr
This weekend
24 Apr - 26 Apr
Next weekend
1 May - 3 May

Our top choices for Shady Side 4-star hotels

View from property

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,002 reviews)
"Central l9cation, easy walk to all sites."
United States
James
The price is Rp3.237.885
Rp3.691.292 total
includes taxes & fees
3 May - 4 May
Graduate by Hilton Annapolis
Exterior

DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC
4.0 star property
Upper Marlboro
8.2 out of 10, Very good, (1,011 reviews)
"Comfy beds...excellent showers."
United States
Shawnna
The price is Rp2.037.498
Rp2.302.373 total
includes taxes & fees
26 Apr - 27 Apr
DoubleTree by Hilton Hotel Largo/Washington DC
Premium bedding, down duvets, pillow-top beds, in-room safe

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (919 reviews)
"Great waterfront room with roomy balcony. Gym was nice also. Can't wait for the var and restaurants to open."
United States
Douglas
The price is Rp4.618.192
Rp5.264.739 total
includes taxes & fees
27 Apr - 28 Apr
Annapolis Waterfront Hotel, Autograph Collection
Reception

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,009 reviews)
"Wonderful and clean accommodations "
United States
Emily
The price is Rp2.195.444
Rp2.502.751 total
includes taxes & fees
26 Apr - 27 Apr
DoubleTree by Hilton Hotel Annapolis
Outdoor wedding area

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,000 reviews)
"Great place to stay with lovely views"
United States
David
The price is Rp2.480.690
Rp3.096.925 total
includes taxes & fees
28 Apr - 29 Apr
Rod 'N' Reel Resort
Property amenity

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,002 reviews)
"Love This hotel and the walking distance to everything "
United States
Brandi
The price is Rp3.588.112
Rp4.090.448 total
includes taxes & fees
3 May - 4 May
The Westin Annapolis
Front of property – evening/night

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (448 reviews)
"Very clean room, staff was very nice. "
United States
Byron
The price is Rp3.702.223
Rp4.546.222 total
includes taxes & fees
26 Apr - 27 Apr
The Inn at Chesapeake Bay Beach Club
Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (41 reviews)
"Staff, breakfast, and room were all superb!"
United States
Jeffrey
The price is Rp7.555.637
Rp8.311.200 total
includes taxes & fees
22 Apr - 23 Apr
The Oaks Waterfront
Family House | In-room dining

Legacy Villa

Legacy Villa
4.0 star property
Upper Marlboro
Legacy Villa
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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

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD
The price is Rp10.352.304 per night from 5 May to 6 May
Rp10.352.304
Rp11.387.535 total
5 May - 6 May
includes taxes & fees
9.6/10 Exceptional! (380 reviews)
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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.

Top Shady Side Hotel Reviews

The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"We had a wonderful stay. The rooms were so clean and the sheets smelled amazing. We will definitely stay there again if we are in Annapolis"
alison 3-night trip
Posted 12 hours ago
The Westin Annapolis

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Shady Side?
We can help you easily locate the ideal 4-star hotel for your trip to Shady Side. Use our handy filter tool to tailor your search by things like price, amenities and property star rating and get access to fabulous deals in a few clicks.

  • Search for the lowest price from Rp5.043.787

What's the difference between 5-star and 4-star hotels in Shady Side?
Treat yourself to refined living during your Shady Side holiday by staying at a 4-star hotel. As well as featuring upscale surroundings, these properties are typically filled with amenities such as large beds, complimentary bathrobes and plenty more. A 5-star hotel will go the extra mile to make your trip an even more indulgent and special one. Concierge assistance, luxurious spas and world-class dining are a few of the exclusive services and conveniences you'll likely be able to enjoy.
Does Shady Side have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to find your dream resort in Shady Side where everything is taken care of, from your accommodation to your meals, activities and entertainment. We can also help you find standard 4-star stays in and around this destination.