Find 4 Star Hotels in Shady Side, MD from AED144

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Compare Shady Side 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

DoubleTree by Hilton Hotel Largo/Washington DC
4.0 star property
8.0 out of 10, Very Good, (1004)
"Great stay, here a mom of two under 5 and we had a great experience! They also let us check in early! Thank you! "
The price is AED 465
AED 521 total
includes taxes & fees
5 Jul - 6 Jul
DoubleTree by Hilton Hotel Largo/Washington DC
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
9.0 out of 10, Wonderful, (716)
"Beautiful upscale accommodations. Within walking distance to everything you'll want to see and do. You want a view and a high level of service, then you'll pay for it. Loved the vallet setvice so quick and easy. That is the only option you have at this hotel. Downtown and Historic Annapolis are so pretty with lots of shops and eateries. Lots of taverns too if you travel with no kids. View of the Chesapeake Bay and Bridge. "
The price is AED 790
AED 901 total
includes taxes & fees
1 Jul - 2 Jul
Annapolis Waterfront Hotel, Autograph Collection
Graduate Annapolis
4.0 star property
9.4 out of 10, Exceptional, (1033)
"Friendly staff, clean and comfortable room"
The price is AED 654
AED 745 total
includes taxes & fees
1 Jul - 2 Jul
Graduate Annapolis
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The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1002)
"Very nice area"
The price is AED 731
AED 833 total
includes taxes & fees
16 Jun - 17 Jun
The Westin Annapolis
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1000)
"It’s a ridiculously long trip from the lobby to the 6th of the north tower but easy going. The pool is huge for a hotel. The staff was far beyond courteous and friendly. "
The price is AED 434
AED 495 total
includes taxes & fees
30 Jun - 1 Jul
DoubleTree by Hilton Hotel Annapolis
The Inn at Chesapeake Bay Beach Club
4.0 star property
9.4 out of 10, Exceptional, (345)
"The Inn is a wonderful place - very nice atmosphere, and excellent attentive service. What I liked best is that it was peaceful. I went for a peaceful get-away - and I especially loved the balmy air, the gentle breezes, the gardens, and the birds. Heard and saw so many wonderful birds! And you can meander around the surrounding lanes, and end up down by the water. All so nice!"
The price is AED 915
AED 1,109 total
includes taxes & fees
7 Jul - 8 Jul
The Inn at Chesapeake Bay Beach Club
The Oaks Waterfront
4.0 star property
9.8 out of 10, Exceptional, (50)
"Everything was outstanding. We will be back."
The price is AED 1,466
AED 1,612 total
includes taxes & fees
16 Jun - 17 Jun
The Oaks Waterfront
The Inn at Tacaro Estate
4.5 star property
8.0 out of 10, Very Good, (4)
"It was amazing. The place was nicely decorated. Food was great. Highly recommended."
The price is AED 1,420
AED 1,618 total
includes taxes & fees
15 Jul - 16 Jul
The Inn at Tacaro Estate
The Annapolis Inn
4.0 star property
9.0 out of 10, Wonderful, (4)
"The Annapolis Inn exceed every expectation! The owners are absolutely fabulous. The property is gorgeous and exceptionally appointed. Alex is a gourmet chef who left us wanting more each breakfast. Joe is a tremendous story teller and you will want to sit for hours listening and conversing. Both are wonderful and kind humans who gave us their undivided attention and complete care. This was my first experience at a bed and breakfast and I am forever spoiled. You won’t find better accommodations...
The Annapolis Inn

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 AED728 per night from Jun 19 to Jun 20
AED728
per night
Jun 19 - Jun 20
9.4/10 Exceptional! (298 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.

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 vacation. Then list the results by price and choose a hotel that best suits your budget and style.

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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?
Use our “All inclusive” filter to find your next getaway in Shady Side where everything is taken care of, from your meals to your room, entertainment and activities. We can also help you find standard 4-star stays in and around this leading destination.

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