Find 4 Star Hotels in Shady Side, MD from $87

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Our top choices for Shady Side 4-star hotels

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, (1003)
"Great staff, rooms were clean. "
United States
ashley
$92 nightly
The price is $104
Dec 28 - Dec 29
Total with taxes and fees
DoubleTree by Hilton Hotel Largo/Washington DC
Garden
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1014)
"Great place!"
United States
Tawnya
$76 nightly
The price is $87
Dec 28 - Dec 29
Total with taxes and fees
DoubleTree by Hilton Hotel Annapolis
View from property
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1002)
"Very nice hotel. The dog park could have better lighting. "
United States
Andrew
$131 nightly
The price is $149
Dec 21 - Dec 22
Total with taxes and fees
Graduate by Hilton Annapolis
Room, 2 Queen Beds, Balcony | Premium bedding, down comforters, pillowtop 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, (881)
"Great location, nice and clean "
United States
Micah
$178 nightly
The price is $203
Dec 16 - Dec 17
Total with taxes and fees
Annapolis Waterfront Hotel, Autograph Collection
View from property
The Westin Annapolis

The Westin Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"Spectacular "
United States
Dennis
$154 nightly
The price is $176
Dec 14 - Dec 15
Total with taxes and fees
The Westin Annapolis
Balcony
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1000)
"The hotel is beautiful I can’t wait for"
United States
Lynn
$136 nightly
The price is $149
Dec 22 - Dec 23
Total with taxes and fees
Rod 'N' Reel Resort
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, (429)
"Very nice atmosphere. Fall decor, multiple outdoor fireplaces, water fountains, everything clean, tidy, cozy, and all staff professionally courteous. Just very pleasant all around."
United States
Warren
$207 nightly
The price is $230
Dec 14 - Dec 15
Total with taxes and fees
The Inn at Chesapeake Bay Beach Club
Front of property
The Oaks Waterfront

The Oaks Waterfront

4.0 star property
Easton
10.0 out of 10, Exceptional, (41)
"Loved the Oaks! Fabulous accommodations and excellent staff"
United States
Barbara
$459 nightly
The price is $505
Dec 11 - Dec 12
Total with taxes and fees
The Oaks Waterfront
Full-size fridge, blender, toaster oven, waffle maker
Legacy Villa

Legacy Villa

4.0 star property
Upper Marlboro
$283 nightly
The price is $320
Dec 11 - Dec 12
Total with taxes and fees
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
$517 nightly
The price is $568 total per night from Dec 11 to Dec 12
$568 total
Dec 11 - Dec 12
Total with taxes and fees
9.4/10 Exceptional! (370 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

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Great"
stephen 3-night trip
Posted 23 hours ago
DoubleTree by Hilton Hotel Annapolis

Find out more about Shady Side

Shady Side Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Shady Side, Maryland are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Shady Side 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Shady Side. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Shady Side, Maryland, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Shady Side hotels offer everything your heart desires.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Shady Side?
Expedia can help you quickly track down the perfect 4-star hotel for your vacation in Shady Side. Use our filter tool to fine-tune your search by things like budget, amenities and hotel star rating and get access to unbeatable deals in a few clicks.

  • Search for the lowest price from $320

What's the difference between 5-star and 4-star hotels in Shady Side?
If you choose to stay at a 4-star hotel in Shady Side, you'll typically find lots of conveniences to ensure you're relaxed, such as a restaurant, pool and gym. You can experience top-quality service and deluxe accommodations. Opt for a 5-star hotel and you'll get a few more perks — think on-site spas, 24-hour front desk and nightly turndown services. You're likely to get extra amenities and first-rate services at a 5-star getaway, but both are awesome options for luxury travelers.
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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