Find hotels in Shady Side, MD from SAR 285

Top reasons to visit Shady Side

• Scenic Chesapeake Bay: Enjoy outdoor adventures and breathtaking views at the picturesque Chesapeake Bay.
• Family-Friendly Atmosphere: Shady Side is perfect for families, offering various recreational areas and activities.
• Historic Attractions: Explore charming historic houses and learn about local history.
• Vibrant Local Scene: Experience warm hospitality and unique local shops just a short drive from Annapolis.
• Diverse Accommodations: Choose from cozy bed & breakfasts to comfortable hotels with waterfront views.

Find great hotels near Shady Side

Shady Side, Maryland, offers a delightful selection of accommodations, from charming bed & breakfasts to comfortable hotels. Whether you’re seeking a pet-friendly stay, a welcoming environment for LGBTQIA travelers, or business-friendly amenities, you’ll find the perfect lodging option. Explore the best hotels in the area and enjoy the serene waterfront views and local attractions that make Shady Side a unique getaway.

• Country Inn & Suites by Radisson, Annapolis, MD: Experience a welcoming retreat at Country Inn & Suites by Radisson, Annapolis, MD, a 3-star hotel located 16.1km from Shady Side. This property caters to business travelers and LGBTQIA guests, ensuring an inclusive atmosphere. With pet-friendly options, travelers can enjoy their stay alongside their furry companions, thanks to amenities like a designated dog exercise area and waived fees for service animals. The hotel features comfortable accommodations and a cozy ambiance, making it an ideal choice for both work and leisure.
• Comfort Inn Conference Center: Nestled 20.9km away from Shady Side, Comfort Inn Conference Center is an excellent choice for families and pet owners. This hotel offers a range of amenities designed for children, including a secure pool area, ensuring a fun-filled stay for younger guests. The property is pet-friendly, allowing you to travel with your pets while enjoying a comfortable environment. With straightforward access to business facilities and a family-oriented atmosphere, this hotel is perfect for various types of travelers seeking a hassle-free experience.
• Historic Inns of Annapolis: Immerse yourself in the charm of the Historic Inns of Annapolis, a 3.5-star hotel located 16.1km from Shady Side. This property boasts a city-themed atmosphere, situated in the vibrant heart of Annapolis. Catering to business travelers and LGBTQIA guests, the hotel harmoniously blends modern amenities with historic charm. With its proximity to local attractions and its affiliation with LGBTQI travel guides, guests can enjoy a unique and enriching stay while exploring the rich history and culture of the area.

Where to stay near Shady Side

Shady Side, Maryland, offers a serene escape with its picturesque surroundings and family-friendly atmosphere. Just a short drive from downtown Annapolis, you'll enjoy a vibrant local scene while still relishing the tranquility of a quiet getaway. Explore the scenic Chesapeake Bay, perfect for outdoor adventures, or indulge in the warm hospitality of friendly locals. Whether you're seeking relaxation or an engaging city experience, Shady Side has something special for every traveler.

• Annapolis: Located 16.1km from Shady Side, Annapolis is a historic city known for its vibrant waterfront and rich maritime heritage. The city attracts a variety of travelers year-round, with peak visits occurring during the warm summer months. Visitors enjoy a blend of family-friendly activities and outdoor adventures, from exploring the U.S. Naval Academy to shopping at local boutiques. Annapolis offers picturesque beaches and scenic tourist precincts, making it an ideal destination for those seeking both culture and relaxation.
• Galesville: Just 3.2km away from Shady Side, Galesville is a charming community known for its serene outdoor experiences and family-oriented atmosphere. With moderately seasonal visitor numbers, summer months are a bustling time for this quaint town. Explore recreational areas, engage in educational activities, and enjoy shopping at local centers. Galesville is home to beautiful lakes, sandy beaches, and urban parks, providing a perfect backdrop for relaxation and leisure, especially for nature enthusiasts.
• Churchton: Located 4.8km from Shady Side, Churchton is a scenic town that offers a romantic getaway with its stunning landscapes and outdoor activities. The travel experience here is seasonal, with peak visits in February and during the summer months. Visitors can enjoy the local recreational areas, stroll along the boardwalk, and take part in educational experiences. Nearby attractions include tranquil lakes, beautiful beaches, and the expansive national state park, making it an ideal destination for those seeking both adventure and serenity.

Things to do near Shady Side

Shady Side, Maryland, offers a delightful mix of outdoor activities perfect for families and city-themed vacations. Visitors can explore recreational areas, engage in educational experiences, and enjoy local shopping centers. Whether you're looking for a relaxing day in nature or a fun family outing, Shady Side provides a welcoming atmosphere for all types of travelers.

Shopping

In Shady Side, you can find unique gifts at the Wild Bird Center, just 12.9km away. If you're up for a drive, the Westfield Annapolis Mall and Annapolis Harbor Center Shopping Center, both around 16.1km away, offer a variety of shopping, dining, and entertainment options.

Recreation

At Navy-Marine Corps Memorial Stadium, immerse yourself in the energetic atmosphere of sports events. South River Golf Links offers a scenic outdoor experience for golf enthusiasts, while Old South Country Club provides a luxurious retreat with top-notch amenities for a relaxing day in a picturesque setting.

Adventure

Chesapeake Beach Water Park, located 16.1km from Shady Side, offers thrilling water slides and family-friendly attractions for a fun-filled day. Experience the excitement of sailing at Annapolis Sailing School, 14.5km away, or explore the scenic St Michaels Nature Trail, 25.7km from Shady Side, perfect for outdoor adventures.

Nightlife

In Shady Side, catch a show at The Colonial Players for a touch of romance and culture, located 16.1km away. For adventure, visit Annapolis Bowl or Crofton Bowl, both offering arcade fun and excitement, just 11 and 22.5km away, respectively.

Booking tips and Expedia advantages for Shady Side

For an economical trip to Shady Side, Maryland, consider visiting during the off-peak season from December to February when prices drop. Book your stay on a Monday for the best rates and use Expedia to find great deals by sorting options from low to high. Combine your hotel, flights, and activities for additional savings with Expedia's package deals. Don't forget to explore free local attractions and utilize public transport to keep your expenses low while enjoying the beautiful surroundings of Shady Side.

• 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: Utilize Expedia's search tool to refine your options based on your budget, preferred location, and desired hotel type. To discover the best prices and deals, simply sort the price filter from low to high.
• Consider bundling your trip: You can save money by combining your hotel stay in Shady Side with your flights and activities through an Expedia package deal.

Find the best attractions in and around Shady Side

Shady Side, Maryland, offers a fantastic vacation experience for outdoor enthusiasts and families alike. Visitors can explore various attractions, including marinas, historic houses, and urban parks, providing a rich blend of culture and outdoor activities. Whether you're seeking a relaxing day by the water or a chance to delve into local history, Shady Side has something for everyone to enjoy during their stay.

• U.S. Naval Academy: Located 16.1km from Shady Side, this prestigious academy offers a glimpse into naval history and tradition. Visitors can explore beautiful grounds, impressive architecture, and even attend events that showcase the academy's rich heritage.
• Shadyside Park: Situated within Shady Side, this urban park is perfect for families and outdoor enthusiasts. Enjoy picnics, walking trails, and playgrounds while soaking in the vibrant city atmosphere and community spirit.
• Galesville Heritage Museum: Just 3.2km away, this museum immerses you in local culture and history. Discover exhibits that highlight the unique heritage of Galesville and its significance to the surrounding area.

Best time to go to Shady Side

The best time to visit Shady Side is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	35.8°F (2.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	38.1°F (3.4°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	45.0°F (7.2°C)	Light Rain	Mostly Sunny	Average	Average
April	55.0°F (12.8°C)	Light Rain	Mostly Sunny	Average	Average
May	64.2°F (17.9°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
June	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	78.3°F (25.7°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	76.6°F (24.8°C)	Light Rain	Mostly Sunny	Average	Average
September	70.7°F (21.5°C)	Light Rain	Mostly Sunny	Average	Average
October	60.4°F (15.8°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	48.7°F (9.3°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	41.5°F (5.3°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

The nearest major airports for your trip to Shady Side

When planning your trip to Shady Side, Maryland, you have several airport options. Ronald Reagan Washington National Airport (DCA) is 45.1km away, with nearby hotels like Salamander Washington DC and Riggs Washington DC, both offering easy access to the airport. Washington Dulles International Airport (IAD) is located 82.1km away, with hotel options like Hyatt Regency Dulles and Hilton Washington Dulles Airport. Baltimore Washington International Thurgood Marshall Airport (BWI) is closer at 40.2km, featuring luxury accommodations such as Sagamore Pendry Baltimore and Four Seasons Hotel Baltimore, which provide convenient transportation services to the airport.