Shady Side Hotels

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Our top choices for Shady Side hotels

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.2 out of 10, Wonderful, (1,084 reviews)
"Breakfast was great"
United States
Sean
The price is P6,042
P6,888 total
includes taxes & fees
May 31 - Jun 1
Microtel Inn & Suites by Wyndham Gambrills

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (909 reviews)
"Breakfast menu had a great variety and was fresh. "
United States
Timothy
The price is P6,544
P7,264 total
includes taxes & fees
May 26 - May 27
Quality Inn Grasonville near Kent Island

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,005 reviews)
"Clean room, wonderful restaurant for dinner with many reasonable options, great staff and perfect location. "
United States
Lanie
The price is P6,568
P7,422 total
includes taxes & fees
Jun 7 - Jun 8
Comfort Inn Conference Center

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,003 reviews)
"Older Hotel but clean and staff was great."
United States
Gregory
The price is P5,221
P5,952 total
includes taxes & fees
Jun 3 - Jun 4
Best Western Annapolis

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,007 reviews)
"The front desk was super helpful & the beds were exceptionally comfortable."
United States
Jenna
The price is P6,743
P7,687 total
includes taxes & fees
May 31 - Jun 1
DoubleTree by Hilton Hotel Annapolis

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,000 reviews)
"We had a lovely stay and would go back again! Pleasant staff and a short ride to everything."
United States
JoAnn
The price is P7,987
P8,785 total
includes taxes & fees
Jun 4 - Jun 5
St Michaels Inn

Comfort Inn Largo-Washington DC East

Comfort Inn Largo-Washington DC East
3.0 star property
Upper Marlboro
8.0 out of 10, Very Good, (579 reviews)
"Very convenient location, clean and comfortable stay"
United States
Cierra
The price is P5,671
P6,407 total
includes taxes & fees
May 25 - May 26
Comfort Inn Largo-Washington DC East

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,000 reviews)
"We were very pleased with our overnight here - it was economical and more than sufficient. It was clean, comfortable and it was nice to have breakfast included (try the cinnamon buns!) "
United States
Susan
The price is P8,253
P9,161 total
includes taxes & fees
Jun 15 - Jun 16
Holiday Inn Express Annapolis East-Kent Island by IHG

Sleep Inn & Suites Near Joint Base Andrews - Washington Area

Sleep Inn & Suites Near Joint Base Andrews - Washington Area
2.5 star property
Upper Marlboro
7.6 out of 10, Good, (902 reviews)
"Room clean breakfast was good hot food fruit available staff pleasant parking no problem. There is one restaurant within walking distance able to purchase lottery tickets and adult refreshments I would stay again. "
United States
Ernesta
The price is P5,445
P6,152 total
includes taxes & fees
Jun 4 - Jun 5
Sleep Inn & Suites Near Joint Base Andrews - Washington Area

Hampton Inn & Suites Glenarden/Washington DC

Hampton Inn & Suites Glenarden/Washington DC
2.5 star property
Lanham
9.0 out of 10, Wonderful, (1,004 reviews)
"Very nice and clean hotel. Good location."
Canada
Viktoriia
The price is P7,020
P7,933 total
includes taxes & fees
May 28 - May 29
Hampton Inn & Suites Glenarden/Washington DC

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,010 reviews)
"Great location with good breakfast. 👍"
United States
David
The price is P6,389
P7,284 total
includes taxes & fees
Jun 7 - Jun 8
Country Inn & Suites by Radisson, Annapolis, MD

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very Good, (1,001 reviews)
"Breakfast was excellent and parking was convenient and safe"
United States
Paul
The price is P5,589
P6,372 total
includes taxes & fees
May 31 - Jun 1
Hilton Garden Inn Annapolis

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very Good, (1,000 reviews)
"Great place to stay."
United States
Karmina
The price is P6,743
P7,687 total
includes taxes & fees
May 28 - May 29
Hampton Inn & Suites Annapolis

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,000 reviews)
"It is a nice Hotel."
United States
Dale
The price is P7,088
P7,867 total
includes taxes & fees
Jun 3 - Jun 4
Best Western Kent Narrows Inn

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,004 reviews)
"Wonderful place to stay!"
United States
Michele
The price is P6,319
P7,204 total
includes taxes & fees
May 25 - May 26
Sonesta ES Suites Annapolis

Executive Inn And Suites

Executive Inn And Suites
2.0 star property
Upper Marlboro
7.2 out of 10, Good, (576 reviews)
"Clean and accommodating staff."
United States
Annette
The price is P6,430
P7,266 total
includes taxes & fees
May 24 - May 25
Executive Inn And Suites

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,002 reviews)
"Nice location "
United States
Duan
The price is P8,259
P10,400 total
includes taxes & fees
May 25 - May 26
Rod 'N' Reel Resort

Holiday Inn Express I-95 Capitol Beltway-Largo by IHG

Holiday Inn Express I-95 Capitol Beltway-Largo by IHG
2.5 star property
Upper Marlboro
8.4 out of 10, Very Good, (1,002 reviews)
"Liked the included breakfast. And great location to stay if attending event at Northwest stadium "
United States
Noreen
The price is P6,467
P7,308 total
includes taxes & fees
Jun 7 - Jun 8
Holiday Inn Express I-95 Capitol Beltway-Largo by IHG

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
3.0 star property
Capitol Heights
6.0 out of 10, (2,025 reviews)
"Best service, good people, good food"
United States
Tainá
The price is P5,497
P6,273 total
includes taxes & fees
May 26 - May 27
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,000 reviews)
"Great mid range hotel. The staff was friendly and helpful and the rooms were comfortable and quiet."
United States
Gregory
The price is P6,898
P7,864 total
includes taxes & fees
May 31 - Jun 1
Crowne Plaza Annapolis by IHG
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.
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Stay near popular Shady Side attractions

Learn more about Shady Side

Love dining out, parks, and museums? Get away to Shady Side!

Aerial view of Annapolis capital city of Maryland state with expensive waterside properties along the Chesapeake Bay, state capital building and naval academy, dreamy blue sky

Top Shady Side Hotel Reviews

More cheap stays in Shady Side

Find out more about Shady Side

Top reasons to visit Shady Side

  • Picturesque Scenery: Shady Side offers stunning views and a tranquil atmosphere, perfect for relaxation and outdoor activities.
  • Outdoor Adventures: Ideal for nature enthusiasts, visitors can engage in various recreational pursuits at marinas and parks.
  • Rich Local Culture: Explore historic houses and enjoy the charming local atmosphere that reflects the area's heritage.
  • Family-Friendly Activities: The destination caters to families with diverse attractions, ensuring fun for all ages.
  • Varied Accommodation: A range of lodging options, from cosy bed and breakfasts to modern hotels, accommodates all travellers.

Find great hotels near Shady Side

Discover a delightful range of accommodation options in Shady Side, Maryland, perfect for all types of travellers. Whether you prefer a cosy bed and breakfast or a modern hotel, you'll find choices that cater to business needs, pet-friendly policies, and an LGBTQIA welcoming environment. Explore the best hotels in the area and enjoy a memorable stay in this charming coastal community.

  • Country Inn & Suites by Radisson, Annapolis, MD: Located 16.1km from Shady Side, the Country Inn & Suites by Radisson, Annapolis, MD offers a warm and welcoming environment. This 3-star hotel caters to LGBTQIA guests and is pet-friendly, making it an excellent choice for those travelling with furry companions. The amenities include a dedicated dog exercise area and a pet policy that ensures comfort for all guests. With its emphasis on business travel, this hotel is equipped with essential facilities for professionals on the go, ensuring a productive stay while enjoying a relaxing atmosphere.
  • Comfort Inn Conference Center: Situated 20.9km from Shady Side, the Comfort Inn Conference Center is designed with business travellers in mind. This hotel boasts a convenient location and a range of amenities that cater to both work and leisure. Pets are welcome, allowing guests to bring their beloved animals along for the trip. The hotel’s business facilities ensure that all professional needs are met, making it an ideal spot for those needing to balance work commitments with a comfortable stay.
  • Historic Inns of Annapolis: Just 16.1km from Shady Side, the Historic Inns of Annapolis is a charming 3.5-star property located in the heart of the city. This hotel is perfect for LGBTQIA travellers and offers a unique city-themed experience. Guests will appreciate the rich history and character of the inn, along with modern amenities that enhance their stay. Its central location makes exploring Annapolis effortless, allowing for a delightful mix of business and leisure in a culturally vibrant setting.

Where to stay near Shady Side

Shady Side, Maryland, offers a delightful retreat for those seeking a blend of outdoor charm and family-friendly adventures. Just a short distance from vibrant downtown Annapolis, visitors can indulge in the serene beauty of the Chesapeake getaway. Whether exploring the tranquil surroundings or engaging with the friendly local atmosphere, Shady Side promises a relaxing escape with stunning scenery, making it an ideal base for unforgettable experiences just beyond its quiet locale.

  • Annapolis: Situated approximately 16.1km from Shady Side, Annapolis is a vibrant city known for its rich history and charming waterfront. This city sees a consistent flow of visitors year-round, particularly during the summer months from June to August. Visitors flock to Annapolis for family-oriented activities, business engagements, and city-themed experiences. Notable highlights include its renowned educational institutions, shopping centres, and local landmarks such as the picturesque beach and bustling tourist precinct. The blend of historical charm and modern amenities makes Annapolis a delightful stop on your journey.
  • Galesville: Just 3.2km from Shady Side, Galesville is a quaint city that offers a serene escape into nature. With moderately seasonal travel patterns, peak visitor numbers occur from June to August, with additional waves in the autumn months. Galesville is perfect for those seeking outdoor adventure and romantic scenery, featuring recreational areas and beautiful lakeside spots. The local urban park invites leisurely strolls, while the nearby beach provides a perfect spot for relaxation. Galesville’s enchanting surroundings make it ideal for a peaceful getaway.
  • Churchton: Located about 4.8km away from Shady Side, Churchton is a charming city that attracts visitors seeking outdoor exploration and romantic vistas. Its visitor numbers peak during the months of February and June to July, as well as in October. Churchton boasts splendid recreational areas and a scenic boardwalk that invites leisurely walks. The proximity to beautiful lakes, stunning beaches, and the national state park enhances its appeal. Whether you're looking for adventure or a quiet retreat, Churchton offers a captivating experience.

Things to do near Shady Side

Shady Side offers a delightful escape for families and nature enthusiasts, with its picturesque scenery and outdoor activities. Visitors can enjoy various recreational areas, engage in educational pursuits, and explore local shopping centres, making it an ideal destination for a relaxing holiday.

Shopping

If you're up for a drive, the Westfield Annapolis Mall offers a vibrant shopping experience with entertainment options, located 16.1km away. Closer to Shady Side, the Wild Bird Center, 12.9km away, is perfect for unique gifts, while Marlborough Village Center, 22.5km away, boasts a lovely family-oriented atmosphere.

Recreation

Navy-Marine Corps Memorial Stadium, located 16.1km from Shady Side, offers an energetic atmosphere for sports enthusiasts. For outdoor relaxation, South River Golf Links, 9.7km away, provides scenic golfing amidst nature. Experience luxury at Old South Country Club, situated 12.9km from Shady Side, perfect for unwinding.

Adventure

Chesapeake Beach Water Park offers exhilarating water slides and family-friendly attractions, perfect for a thrilling day out. For nature enthusiasts, the St Michaels Nature Trail provides a scenic outdoor adventure. If you're seeking excitement on the water, Annapolis Sailing School is ideal for honing your sailing skills.

Nightlife

In Shady Side, The Colonial Players theatre offers a charming blend of romance and culture, perfect for an intimate evening. For a lively family outing, the Annapolis Bowl arcade provides thrilling adventures, while Regal Waugh Chapel cinema presents a mix of entertainment and romance for a perfect night out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Shady Side

To save money on your trip to Shady Side, consider visiting during the off-peak months of December to February when accommodation prices are significantly lower, especially on Mondays. Avoid Saturdays for the highest rates. Use Expedia to refine your search for budget-friendly hotels and explore package deals that combine flights and activities for greater savings. Additionally, take advantage of free local activities and consider walking or using public transport to minimise travel costs.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Shady Side are December to February, where the prices are slightly lower. This is in comparison to May to July, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Shady Side is Monday. The most expensive day to stay in Shady Side is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia's search tool to refine your preferences, including your budget, preferred location, and the type of hotel you desire. To discover the most affordable prices and offers, organise the price filter from lowest to highest.
  • Consider bundling your trip: You can enjoy considerable savings by combining your Shady Side hotel reservations with your flights and activities through an Expedia package.

Find the best attractions near Shady Side

Shady Side is an ideal destination for outdoor enthusiasts and families seeking scenic vacations. Visitors can explore a variety of attractions, including marinas, historic houses, and urban parks, all of which offer a mix of culture and outdoor experiences. Whether you're looking to relax by the water or delve into the area's history, Shady Side caters to diverse interests, ensuring a memorable trip for all.

  • Chesapeake Bay Bridge: This modern marvel spans the bay, offering stunning views and an exhilarating drive. With its impressive architecture, the bridge connects you to the vibrant cities and coastal towns, making it a must-see landmark.
  • Sandy Point State Park: A haven for outdoor enthusiasts, this national park boasts picturesque scenery and diverse recreational activities. From sunbathing on the sandy shores to hiking trails, it's an ideal spot for adventure seekers and nature lovers alike.
  • Maryland State House: Steeped in history, this historic civic government building is the oldest state capitol still in continuous legislative use. Explore its rich culture and fascinating architecture, making it a key highlight of your trip.

Best time to go to Shady Side

The best time to visit Shady Side can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Shady Side falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Shady Side falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.8°F (2.1°C)Light RainMostly SunnyAverageSlightly Low
February38.1°F (3.4°C)Light RainMostly SunnyAverageSlightly Low
March45.0°F (7.2°C)Light RainMostly SunnyAverageAverage
April55.0°F (12.8°C)Light RainMostly SunnyAverageAverage
May64.2°F (17.9°C)Light RainMostly SunnySlightly HighSlightly High
June73.0°F (22.8°C)Light RainMostly SunnySlightly HighSlightly High
July78.3°F (25.7°C)Light RainMostly SunnySlightly HighSlightly High
August76.6°F (24.8°C)Light RainMostly SunnyAverageAverage
September70.7°F (21.5°C)Light RainMostly SunnyAverageAverage
October60.4°F (15.8°C)Light RainMostly SunnySlightly LowAverage
November48.7°F (9.3°C)Light RainMostly SunnySlightly LowAverage
December41.5°F (5.3°C)Light RainMostly SunnySlightly LowSlightly Low

The nearest major airports for your trip to Shady Side

When visiting Shady Side, Maryland, you have convenient access to three major airports. Ronald Reagan Washington National Airport (DCA) is situated 45.1km away, with excellent hotels nearby such as the 5-star Salamander Washington DC and Riggs Washington DC, both approximately 2 to 4.8km from the airport. Washington Dulles International Airport (IAD), located 82.1km away, offers nearby accommodations like the Hyatt Regency Dulles, just 1.6km from the airport. Baltimore Washington International Airport (BWI) is the closest at 40.2km, with luxurious options like the Sagamore Pendry Baltimore, 12.9km away, providing various transportation services for easy airport access.

Frequently asked questions

Where is the best place for a stay in Shady Side?
Comfort Inn Largo-Washington DC East, located 18.1 mi (29.2 km) from the heart of Shady Side, is a top choice for your stay based on our traveler data. Two other choices for your trip to the area are La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway and DoubleTree by Hilton Hotel Annapolis. See all available top hotels, or vacation rentals in Shady Side.
If I need to cancel my hotel reservation in Shady Side, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Shady Side.
What are some accommodations with pools in Shady Side?
Comfort Inn Largo-Washington DC East: Hotel located near Northwest Stadium. Offers buffet, an indoor pool, and free self parking. La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway and DoubleTree by Hilton Hotel Largo/Washington DC are two additional hotels that offer an onsite pool. View all hotels with pools in Shady Side.
What is staying in Shady Side like?
Visitors can enjoy all that Shady Side has to offer including the shopping, restaurants, and parks. Tourists can also enjoy so much more including its museums. In Shady Side, there are 15 hotels and other accommodations to choose from. Find out more about Shady Side.
What should I see while I'm in Shady Side?
Natural beauty is on display at Northern Chesapeake Bay, Chesapeake Bay, and Shadyside Park. A couple of additional sights to add to your agenda are Captain Avery Museum and Franklin Point State Park. Check out what more to see and do in Expedia's Shady Side guide.
What's the weather like in Shady Side?
The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Shady Side is 51 inches.