Shady Side Holiday Packages

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Top Shady Side holiday packages

Price found within the past 48 hours. Click for updated prices.
Beacon Hotel & Corporate Quarters
The Watermark Hotel
The Dupont Circle Hotel
Hotel Belvoir Springfield
Comfort Inn Falls Church - Tysons Corner

Book your Shady Side holiday

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Shady Side Accommodation

Hoping to stay in the vicinity of Shady Side? You may want to consider Annapolis, as it's the nearest place that has any Wotif-listed properties. If you're into plush bedding and first-rate service, you'll love the Loews Annapolis Hotel (126 West St) and The Westin Annapolis (100 Westgate Cir). If you'd prefer book something more affordable, the Holiday Inn Express & Suites Annapolis (2451 Riva Rd) or the Motel 6 Annapolis (1542 Whitehall Rd) could be right up your alley.

Car Hire in Shady Side

Trying to decide which car hire outlet to pick is really very easy when arriving at Baltimore Washington International Thurgood Marshall Airport. With Hertz just a short walk away from the luggage claim area, you and your squad will be driving off before you know it.

Holidays to Shady Side

Eager to scratch your travel itch in Shady Side? We don't blame you. But before you fly off to this exciting destination, how about we fill you in on the essential details?

If you're arriving here via the city of Davidsonville, Shady Side is 16 kilometres to the southeast. If you're coming in from Annapolis, you'll need to head south for 16 kilometres.

If you've been trying to recall just how many people reside in this part of Western Shore of Maryland but your mind's in packing mode, don't stress — we can help. At the last count, the population was 6 000.

Top Shady Side hotels

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
Historic Inns of Annapolis: Pet-friendly hotel with free WiFi and a bar/lounge. Located in the business district.
Great place to stay!

Reviewed on 14 Dec 2025

Opens in a new windowHistoric Inns of Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
The price is AU$142 per night from 28 Dec to 29 Dec
AU$142
28 Dec - 29 Dec
includes taxes & fees
DoubleTree by Hilton Hotel Annapolis: Pet-friendly hotel with free WiFi and free parking. Located in a shopping district.
Staff and amenities

Reviewed on 14 Dec 2025

Opens in a new windowDoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

4 out of 5
9100 Basil Court Upper Marlboro MD
Fully refundableReserve now, pay when you stay
The price is AU$156 per night from 15 Jan to 16 Jan
AU$156
15 Jan - 16 Jan 2026
includes taxes & fees
DoubleTree by Hilton Hotel Largo/Washington DC: Pet-friendly hotel with free parking and an indoor pool. Located near a metro station.
Staff was very friendly. Rooms were nice and clean will be staying again.

Reviewed on 14 Dec 2025

Opens in a new windowDoubleTree by Hilton Hotel Largo/Washington DC
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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.