Shady Side Holidays from £748

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Your Shady Side Holiday

Take the stress out of travel planning by booking a Shady Side holiday package. One of the best neighbourhoods to base yourself in this vibrant city is Deale Beach, which is good for walking and a lot more. Shadyside Park, Franklin Point State Park and Galesville Heritage Museum are just some of the attractions you'll want to explore during your trip to Shady Side. That dream Shady Side holiday is clicks away. Explore flights, hotels and more on Expedia for an adventure that's tailored to suit your style.

The Latest Shady Side Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Glover Park - Georgetown

Glover Park - Georgetown

4 out of 5
Northwest
per person
3 Sept - 9 Sept
found 22 hours ago
Return direct flight included
Glasgow (GLA) to Washington (DCA)
8.8/10 Excellent! (2,464 reviews)
Clean, excellent quality, friendly stuff. Restaurant is of an excellent quality, although maybe a little more expensive that I would expect. Good location for the purpose of my visit. Relatively far from the subway stations though; however buses are coming near.

Reviewed on 19 Jun 2025

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
9 Sept - 14 Sept
found 1 day ago
Return direct flight included
London (LHR) to Washington (DCA)
No reviews
My husband and I stayed here for our anniversary and it did not disappoint. We will definitely be coming back. The staff, the hotel, the restaurants- all absolutely amazing.

Reviewed on 22 Jun 2025

Crowne Plaza Crystal City-Washington, D.C. by IHG

Crowne Plaza Crystal City-Washington, D.C. by IHG

3.5 out of 5
Crystal City
per person
3 Sept - 9 Sept
found 22 hours ago
Return direct flight included
Glasgow (GLA) to Washington (DCA)
8.2/10 Very Good! (1,006 reviews)
Property was well kept. Staff was courteous and helpful. Breakfast was above average in selection and quality. Location to the Metro was within walking distance {about a block and a half. Overall a great value and pleasant stay.

Reviewed on 22 Jun 2025

Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Northwest
per person
3 Sept - 9 Sept
found 22 hours ago
Return direct flight included
Glasgow (GLA) to Washington (DCA)
9.4/10 Exceptional! (1,477 reviews)
My husband and I stayed there with our 2 boys and we had a great! We flew in from Texas and didn’t know if this area would be good as far as walking distance to the main attractions (White House, Washington monument etc) but we managed it all just fine. The hotel was lovely, clean, comfy, the staff was so nice & helpful! Places to eat close by within a 10min walk. (We did not rent a car, we walked everywhere and or Uber’d in the evening once we were done - all the Ubers/Taxi knew where the hotel was so it was quick) The ONLY issue we had was the shower - it wouldnt get to an in between of warm and hot and so after a long day of touring DC ( & walking everywhere) a nice warm shower is what we all wanted and we couldn’t get it just right but once we did, it took forever & we’d have to be quick once it finally got to a temp we wanted.

Reviewed on 20 Jun 2025

The Jefferson, Washington, DC

The Jefferson, Washington, DC

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
15 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LON) to Washington (DCA)
9.8/10 Exceptional! (944 reviews)
We try to stay at different properties each time we’re in DC. We’ll be hard-pressed to find one that is better than the Jefferson. The rooms sparkled, the staff were incredibly helpful, the amenities were spot-on, and the location was great.

Reviewed on 26 May 2025

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
per person
3 Sept - 9 Sept
found 22 hours ago
Return direct flight included
Glasgow (GLA) to Washington (DCA)
8.8/10 Excellent! (1,004 reviews)
Sofitel Hotel is in the perfect spot in DC. It’s only a 30 min walk from every attraction. The hotel was clean and everyone was very helpful.

Reviewed on 22 Jun 2025

Shady Side Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Baltimore Washington Intl. Thurgood Marshall Airport (BWI)
Population
5,800
Max Temp Winter
7ºC
Max Temp Summer
29ºC
Top Sights
Chesapeake Beach Water Park, Matapeake State Park and Triton Beach

Our pick of the best Shady Side Hotel Deals

The Cottage
The Cottage
Shady Side, MD
Stay at this holiday home in Shady Side. Enjoy free Wi-Fi, laundry facilities and air conditioning. Popular attractions Shadyside Park and Captain Avery Museum ...
10/10 Exceptional! (6 reviews)
"Very clean and confortable."

Reviewed on 8 Jun 2025

The Cottage
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
3 out of 5
55 Hampton Park Blvd, Capitol Heights, MD
Stay at this 3-star business-friendly hotel in Capitol Heights. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the clean rooms in their ...
6/10 (1,723 reviews)
"Courteous staff"

Reviewed on 15 Jun 2025

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
Stay at this historic hotel in Annapolis. Enjoy free Wi-Fi, room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,785 reviews)
"We loved the area as well as the hotel. It's a 4 minute walk from the waterfront and has a great view of the state capital building. My only complaint would be that the A/C for my room stop functioning on my fourth night. We were moved to another room and the A/C in that room also didn't work. They ..."

Reviewed on 20 Jun 2025

Historic Inns of Annapolis
See all 1,176 properties in Shady Side
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Shady Side travel package cost?
The most affordable Shady Side travel package is £748, so the trip of your dreams can become a reality --- without the high price tag. Combine flights, hotels and car rentals to customize a package that fits you.
If I'm not able to travel, can I cancel my Shady Side travel package?
Certainly, and we'll help you every step of the way. You may be able to change or cancel your Shady Side travel package at no cost within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company if you booked more than 24 hours ago. If your circumstances unexpectedly change, visit our Customer Service Portal for more information.
How do I get a cheap travel package to Shady Side?
Our Shady Side travel packages mean plenty of savings for the savvy wanderer. For the best deals, simply combine your flights, hotels and tours into a budget-friendly package. But cheap prices are just the beginning of your next big adventure. Book with Expedia and you'll have more than 550 air carriers and 1,000,000 properties throughout the world to pick from. No matter your budget, there's a travel package that's perfect for you.
Does Expedia offer Book Now, Pay Later Shady Side holidays?
Expedia has teamed up with online lender Klarna to make booking your next break a little easier on the wallet. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that fits into your budget. Consider these flexible payment options:
  • Pay monthly holidays: If paying bite-sized amounts each month sounds best for you, Klarna can help. Paying in convenient monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: If you'd like to pay for your getaway in multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to hit that "book now" button, go for a low deposit holiday payment plan from Klarna.

Where should I stay in Shady Side?
With interesting attractions like Shadyside Park and Captain Avery Museum in this area, look for a hotel situated near either of them. Galesville Heritage Museum is another Shady Side sight that draws in the crowds.
What are the top hotels in Shady Side?
Book a stay at Renaissance Baltimore Harborplace Hotel. It's one of this area's most sought-after properties. Another top-rated option in Shady Side is Hyatt Regency Baltimore Inner Harbour.
How far in advance should I book my Shady Side holiday?
Travellers can normally browse international airfares on Expedia within 12 months of the departure date. Booking at the last minute? With a stroke of luck, it's still possible to score an affordable ticket only weeks before your journey.
What does an Expedia Shady Side travel package include?
Flights, hotels and a cool car for all your fun road trip adventures. Simply mix and match your favourite bundle and gain access to great discounts. Once you've made your booking, add on a few tours and experiences and watch your savings grow. When it comes to organising your Shady Side escape, you're in charge!
What should I know before booking a Shady Side travel package?
Locking in all the parts of your holiday together is a smart way to save. Bundle your airfares, rental cars and hotels into a convenient package. But you're not limited to hotels. Expedia has all sorts of properties, including holiday rentals such as beach villas and serviced residences. Your choices are almost endless!
Can I choose my airline with a Shady Side Expedia travel package?
You can, and with more than 550 airlines to choose from all over the world, you're not short on choice. Browse the available options and find out which airline best fits your needs and budget.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.