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Tonight
Check prices in Shady Side for tonight, Nov. 21 - Nov. 22
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Check prices in Shady Side for tomorrow night, Nov. 22 - Nov. 23
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Check prices in Shady Side for next weekend, Nov. 29 - Dec. 1

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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.

Shady Side hotels essential information

Accommodation
1,096 hotels
Lowest Price
CA $102
Highest Price
CA $300
Popular hotels
Historic Inns of Annapolis, La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway, Graduate by Hilton Annapolis, Country Inn & Suites by Radisson, Washington, D.C. East - Capitol Heights, MD, Hilton Garden Inn Annapolis Downtown, DoubleTree by Hilton Hotel Annapolis, Crowne Plaza Annapolis, an IHG Hotel, Annapolis Waterfront Hotel, Autograph Collection, Sonesta ES Suites Annapolis

Frequently asked questions

What are the top kid-friendly hotels in Shady Side?
Family getaways are where amazing memories are made, but traveling with young ones can be demanding. These kid-friendly Shady Side hotels come with perks that aim to keep visitors of all ages relaxed and happy: Chesapeake Cabin will help make your trip the most memorable one yet. It offers a range of conveniences geared toward families, such as a playground and beach sun loungers. Round House – Panoramic Views – Chesapeake Bay is another great choice. After a long day of sightseeing, come back home to your comfortable room and perks like a nearby beach and a travel crib.
Where can I find cheap hotels in Shady Side?
At Travelocity you’ll find really nice hotels in Shady Side at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Shady Side rather than in Shady Side. We may find you even better rates, too.
How do I find the best Shady Side hotel deals?
Simple! On Travelocity, look through the fantastic offers we’ve already found in Shady Side then use our filters to find a great deal that’s perfect for you. Enter your travel dates, select the number of rooms you need, and we’ll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Shady Side?
The cheapest hotel in Shady Side is CA $102 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel’s location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Shady Side?
There are 1,096 hotels in Shady Side on Travelocity.
What are the best hotels in Shady Side?
Shady Side has so many great hotels to choose from at Travelocity — and it’s so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Shady Side for you!
When is the best time to visit Shady Side?
If you want the joy of a fun-filled trip in peak season, visit Shady Side during May, June and July. If you’d prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Shady Side?
Based on historic data is usually the cheapest month to visit Shady Side. However, we have incredible deals all year round, so we’re confident you’ll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Shady Side?
There are multiple hotels in Shady Side that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We’ve got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Shady Side. We have plenty of kid-friendly hotels in Shady Side to choose from on Travelocity!
Why book a hotel in Shady Side through Travelocity?
Because we have the top hotels in Shady Side! We want to help you travel more and worry less. That’s why we’ve put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you’re getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Shady Side on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Shady Side hotel reviews by fellow wanderers