Compare and book 4 Star hotels in Shady Side, Maryland

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Check availability on Shady Side 4 Star Hotels

Tonight
23 Aug - 24 Aug
Tomorrow
24 Aug - 25 Aug
Next weekend
29 Aug - 31 Aug
In two weeks
5 Sep - 7 Sep

Top Shady Side 4 Star Hotels

Graduate by Hilton Annapolis
View from property

Graduate by Hilton Annapolis

4.0 star property
9.4 out of 10, Exceptional, (1001)
"Great area and it was a perfect hotel for our trip. "
The price is 4.245.819 ₫
4.840.234 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Graduate by Hilton Annapolis
DoubleTree by Hilton Hotel Largo/Washington DC
Exterior

DoubleTree by Hilton Hotel Largo/Washington DC

4.0 star property
7.8 out of 10, Good, (1004)
"Friendly staff!"
The price is 3.338.241 ₫
3.772.213 ₫ total
includes taxes & fees
11 Sept - 12 Sept
DoubleTree by Hilton Hotel Largo/Washington DC
DoubleTree by Hilton Hotel Annapolis
Garden

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1001)
"Nice hotel, convenient location with easy parking. "
The price is 2.608.651 ₫
2.973.862 ₫ total
includes taxes & fees
31 Aug - 1 Sept
DoubleTree by Hilton Hotel Annapolis
The Westin Annapolis
View from property

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1001)
"Great place! "
The price is 5.127.226 ₫
5.845.038 ₫ total
includes taxes & fees
31 Aug - 1 Sept
The Westin Annapolis
Annapolis Waterfront Hotel, Autograph Collection
Room, 2 Queen Beds, Non Smoking, Balcony | Premium bedding, down duvets, pillow-top beds, in-room safe

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (856)
"Great location and staff! The hotel is nice - wish that they had a bar and restaurant on site but plenty of options within walking distance though. Nice view of the water and updated rooms."
The price is 6.250.800 ₫
7.125.912 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Annapolis Waterfront Hotel, Autograph Collection
Rod 'N' Reel Resort
Superior Studio Suite | Balcony

Rod 'N' Reel Resort

4.0 star property
8.4 out of 10, Very good, (1006)
"Great place to stay."
The price is 3.534.608 ₫
4.450.575 ₫ total
includes taxes & fees
25 Aug - 26 Aug
Rod 'N' Reel Resort
The Inn at Chesapeake Bay Beach Club
Front of property – evening/night

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (412)
"Great location and amenities"
The price is 5.946.525 ₫
7.272.996 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Inn at Chesapeake Bay Beach Club
The Oaks Waterfront
Front of property

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (34)
"The facility designed was out standing and the staff was very good. "
The price is 10.888.490 ₫
11.977.339 ₫ total
includes taxes & fees
24 Aug - 25 Aug
The Oaks Waterfront
Legacy Villa
Family Room, 3 Bedrooms, Pool View | Private kitchen | Full-sized fridge

Legacy Villa

4.0 star property
The price is 6.717.791 ₫
7.591.103 ₫ total
includes taxes & fees
25 Aug - 26 Aug
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 15.063.597 ₫ per night from 17 Sept to 18 Sept
15.063.597 ₫
18.227.083 ₫ total
17 Sept - 18 Sept
includes taxes & fees
9.4/10 Exceptional! (360 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.

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Frequently asked questions

How much does it cost to stay in a 4-star hotel in Shady Side?
With Expedia's handy filter tool, scoring a superb deal on a 4-star hotel in Shady Side just got simpler. Start by keying in your chosen travel dates and length of your holiday. Then list the results by price and choose a hotel that best suits your budget and style.

  • Search for the lowest price from 9.146.490 ₫

What's the difference between 5-star and 4-star hotels in Shady Side?
Give yourself the luxury treatment during your Shady Side escape by staying at a 4-star hotel. As well as featuring upscale surroundings, these properties are typically filled with amenities such as bathrobes, large beds and plenty more. A 5-star hotel will go above and beyond to make your stay an even more lavish and special one. Concierge assistance, luxurious spas and gourmet dining are only the start of the exclusive services and conveniences you'll likely get access to.
Does Shady Side have any 4-star all-inclusive resorts?
Finding your dream holiday in Shady Side is as easy as typing in your travel details and selecting our "All inclusive" filter. Stay and play where almost everything is already taken care of like your accommodation, food and activities, or opt for a standard 4-star resort in or around this leading destination.