Shady Side Holiday Packages

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Your Shady Side trip is about to get way more exciting.

Act now and save as much as . Also, we can link you up with more than 550 airlines and 665,000 worldwide properties — your perfect holiday is just a couple of clicks away.

With Wotif's amazingly competitive prices, you'll be packing your suitcase and soaring through the skies in no time at all.

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

The Cottage

The Cottage

Shady Side
The price is AU$610 per night from 4 Apr to 5 Apr
AU$610
includes taxes & fees
4 Apr - 5 Apr
The Cottage : Pet-friendly holiday home with free WiFi and 2 bathrooms.
Beautiful stay
"Beautiful, beautiful, beautiful! Haley was a wonderful host!"

Reviewed on 8 Mar. 2025

The Cottage
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
The price is AU$316 per night from 9 Apr to 10 Apr
AU$316
includes taxes & fees
9 Apr - 10 Apr
Historic Inns of Annapolis: Pet-friendly hotel with free WiFi and a bar/lounge. Located in the historical district.
Perfect downtown location
"Wonderful place and great customer service!"

Reviewed on 31 Mar. 2025

Historic Inns of Annapolis
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

2.5 out of 5
55 Hampton Park Blvd, Capitol Heights, MD
Fully refundableReserve now, pay when you stay
The price is AU$155 per night from 20 Apr to 21 Apr
AU$155
includes taxes & fees
20 Apr - 21 Apr
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway: Pet-friendly hotel with free breakfast and free WiFi. Located near a metro station.
"Good"

Reviewed on 25 Mar. 2025

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
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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.