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Check prices in Shady Side for tonight, Aug 13 - Aug 14
Aug 13 - Aug 14
Tomorrow night
Check prices in Shady Side for tomorrow night, Aug 14 - Aug 15
Aug 14 - Aug 15
This weekend
Check prices in Shady Side for this weekend, Aug 15 - Aug 17
Aug 15 - Aug 17
Next weekend
Check prices in Shady Side for next weekend, Aug 22 - Aug 24
Aug 22 - Aug 24

Most frequently booked Shady Side hotels

Bay views with kayaks, bikes, fire pit, crabbing and more

Bay views with kayaks, bikes, fire pit, crabbing and more

1.09 km from city centre
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Book a stay at this family-friendly vacation home in Shady Side. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Shadyside Park and Captain Avery Museum are located nearby.
Kitchen
Washer
Calloway Drive Retreat | House in Shady Side

Calloway Drive Retreat | House in Shady Side

3.01 km from city centre
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Stay at this vacation home in Shady Side. Enjoy a water park, laundry facilities, and patios. Popular attractions Franklin Point State Park and Shadyside Park are located nearby.
Kitchen
Washer
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
Free cancellation
Reserve now, pay when you stay
15.39 km from city centre
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Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Colonial Players and 97, 99 and 101 East Street are located nearby.
Pet-friendly
Free WiFi
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St, Annapolis, MD
Free cancellation
Reserve now, pay when you stay
15.21 km from city centre
The price is CA $221 per night
CA $221
CA $252 total
Sep 2 - Sep 3
includes taxes & fees
Stay at this 4-star business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Annapolis Civil Rights Plaque and Asbury United Methodist Church are located nearby.
Pet-friendly
Free WiFi
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
Free cancellation
Reserve now, pay when you stay
30 km from city centre
The price is CA $118 per night
CA $118
CA $134 total
Sep 2 - Sep 3
includes taxes & fees
Stay at this 3-star business-friendly hotel in Capitol Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Northwest Stadium and Six Flags America are located nearby.
Pool
Breakfast included
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3 out of 5
2600 Housley Road, Annapolis, MD
Free cancellation
Reserve now, pay when you stay
16.46 km from city centre
The price is CA $133 per night
CA $133
CA $152 total
Aug 25 - Aug 26
includes taxes & fees
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Annapolis Bowl and Westfield Annapolis Mall are located nearby.
Pool
Hot tub
Comfort Inn Largo-Washington DC East

Comfort Inn Largo-Washington DC East

3 out of 5
9421 Largo Drive West, Upper Marlboro, MD
Free cancellation
Reserve now, pay when you stay
29.17 km from city centre
The price is CA $116 per night
CA $116
CA $131 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this business-friendly hotel in Upper Marlboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Northwest Stadium and Six Flags America are located nearby.
Pool
Breakfast included
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr, Edgewater, MD
Free cancellation
Reserve now, pay when you stay
15.05 km from city centre
The price is CA $131 per night
CA $131
CA $149 total
Sep 11 - Sep 12
includes taxes & fees
Book a stay at this business-friendly hotel in Edgewater. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Annapolis Harbor Center Shopping Center and Annapolis Harbour Center are located nearby.
Pool
Breakfast included
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd, Annapolis, MD
Free cancellation
16.31 km from city centre
The price is CA $149 per night
CA $149
CA $170 total
Aug 24 - Aug 25
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westfield Annapolis Mall and Annapolis Mall Shopping Center are located nearby.
Parking included
Free WiFi
Don't see what you're looking for?
See all available properties in Shady Side
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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 hotels in Shady Side for Extended Stay

Top Location | Free Breakfast + Fitness Center

Top Location | Free Breakfast + Fitness Center

Lanham
The price is CA $169 per night from Aug 14 to Aug 15
CA $169
CA $222 total
Aug 14 - Aug 15
includes taxes & fees
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
1,188 hotels
Lowest Price
CA $116
Highest Price
CA $221
Popular hotels
Bay views with kayaks, bikes, fire pit, crabbing and more, Calloway Drive Retreat | House in Shady Side, Historic Inns of Annapolis, Graduate by Hilton Annapolis, La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway, Country Inn & Suites by Radisson, Annapolis, MD, Comfort Inn Largo-Washington DC East, Sonesta ES Suites Annapolis, Crowne Plaza Annapolis by IHG

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 $116 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 1,188 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

Historic Inns of Annapolis

Historic Inns of Annapolis

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Wonderful historic hotel with clean rooms and friendly staff. Close to Naval Academy and waterfront shops and dining (5-minute walk, tops). Also close to Maryland State House (across the street) and several other historical sites. Loved our stay, with many future stays planned as we visit our new Midshipman in the months and years to come."
A verified traveller stayed at Historic Inns of Annapolis
Historic Inns of Annapolis

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