Find hotels in Shady Side, MD from AED 342

Top reasons to visit Shady Side

• Outdoor Activities: Shady Side is perfect for nature lovers, offering scenic marinas and urban parks for various recreational activities.
• Family-Friendly Attractions: The area caters to families with fun experiences and educational opportunities for all ages.
• Proximity to Annapolis: Just a short drive away, visitors can explore the vibrant downtown of Annapolis for dining and shopping.
• Charming Accommodations: Enjoy a range of lodging options, from cozy bed & breakfasts to comfortable hotels.
• Welcoming Atmosphere: Experience the friendly vibes of the locals while enjoying Shady Side's peaceful charm.

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 business-friendly environment, or an LGBTQIA welcoming atmosphere, you'll find a range of options tailored to your needs. Explore the best hotels in the area and enjoy a memorable vacation experience with easy access to nearby attractions and scenic views.

• Country Inn & Suites by Radisson, Annapolis, MD: Experience a warm and inviting atmosphere at Country Inn & Suites by Radisson, Annapolis. This 3-star hotel, located 16.1km from Shady Side, is perfect for travelers seeking a pet-friendly, LGBTQIA-welcoming space. Guests can enjoy the comforts of home with amenities tailored for business and leisure travelers alike. The hotel features a dog exercise area and a flexible pet policy, ensuring that your furry friends feel at home. With an emphasis on inclusivity and comfort, this hotel makes every visitor feel welcome.
• Comfort Inn Conference Center: Ideal for families and business travelers alike, the Comfort Inn Conference Center is situated 20.9km from Shady Side. This hotel provides a friendly environment where children can thrive, featuring amenities such as a secure pool area. Pet-friendly accommodations ensure that your pets are welcome too, with a waived fee for service animals. With comfortable rooms and convenient access to local attractions, this property strikes a balance between family fun and business efficiency, making it a versatile choice for your stay.
• Historic Inns of Annapolis: Step back in time at the Historic Inns of Annapolis, a 3.5-star hotel located 16.1km from Shady Side. Nestled in a national historic building, this hotel offers a unique blend of adventure and rich history. Guests can partake in nearby activities such as hiking, sailing, and kayaking, making it perfect for those seeking outdoor excitement. With a distinguished ambiance and a commitment to providing memorable experiences, this hotel is ideal for history buffs and adventure seekers alike.

Where to stay near Shady Side

Shady Side, Maryland, is the perfect destination for those seeking a family-friendly getaway amidst stunning scenery. Enjoy the peaceful atmosphere while exploring nearby attractions like vibrant downtown Annapolis, just a few miles away. Experience the charm of this quiet location, ideal for outdoor adventures and relaxing escapes, all while soaking in the welcoming vibes of friendly locals and beautiful surroundings. Shady Side promises a memorable experience for every traveler.

• Annapolis: Located 16.1km from Shady Side, Annapolis is a vibrant city known for its rich history and stunning waterfront. Visitors flock to this charming destination year-round, with peak travel months from June to August. Annapolis offers a delightful mix of family-friendly activities, business opportunities, and urban exploration. Key highlights include the U.S. Naval Academy, picturesque beaches, and an array of shopping centers that cater to all tastes. Whether you're strolling through the historic district or enjoying the lively tourist precinct, Annapolis promises a memorable experience.
• Galesville: Just 3.2km from Shady Side, Galesville is a quaint town that offers a perfect blend of outdoor adventure and scenic beauty. With moderate seasonality in visitor arrivals, the peak season from June to August invites travelers seeking a romantic getaway or outdoor fun. Galesville boasts charming recreational areas, educational sites, and shopping centers. Nature enthusiasts will love the nearby lake, beautiful beaches, and serene urban parks, making it an ideal spot for relaxation and exploration.
• Churchton: Located 4.8km from Shady Side, Churchton is a picturesque city that draws visitors for its stunning outdoor landscapes and romantic ambiance. Travel peaks during the months of February, June to July, and October, offering a seasonal escape for nature lovers. With access to recreational areas, a scenic boardwalk, and educational facilities, Churchton is perfect for those who appreciate the great outdoors. Attractions such as the nearby lake, inviting beaches, and the expansive national state park provide ample opportunities for adventure and relaxation.

Things to do near Shady Side

Shady Side, Maryland, is perfect for outdoor family vacations, offering a variety of scenic activities. Visitors can enjoy the recreational areas, explore educational opportunities, and shop at local centers. It's an ideal destination for those looking to relax and connect with nature while engaging in fun activities with loved ones.

Shopping

If you're up for a drive, visit the Westfield Annapolis Mall, 16.1km away, for a variety of shops and entertainment. Closer to Shady Side, explore the Wild Bird Center, 12.9km away, or the Annapolis Harbor Center Shopping Center, 14.5km away, both offering family-friendly vibes.

Recreation

Navy-Marine Corps Memorial Stadium offers an energetic atmosphere for sports enthusiasts, just 16.1km from Shady Side. South River Golf Links, located 9.7km away, provides a scenic outdoor golf experience. For a touch of luxury, visit the Old South Country Club, situated 12.9km from town.

Adventure

Experience the thrill at Chesapeake Beach Water Park, where you can enjoy thrilling slides and family-friendly attractions, located 16.1km from Shady Side. For water sports enthusiasts, Annapolis Sailing School offers exciting sailing lessons 14.5km away. Explore the scenic St Michaels Nature Trail, 25.7km away, for a refreshing outdoor adventure.

Nightlife

Experience a vibrant nightlife in Shady Side with a visit to The Colonial Players for captivating theater performances. For family fun, check out Annapolis Bowl or Crofton Bowl, both offering exciting arcade adventures and a lively atmosphere perfect for all ages.

Booking tips and Expedia advantages for Shady Side

To save money on your trip to Shady Side, consider visiting from December to February when prices drop, especially on Mondays, the least expensive day to stay. Use Expedia’s search tool to filter your hotel options by budget and book a package that combines hotel, flights, and activities for additional savings. Look for flexible booking options and take advantage of good deals for great rates. For transportation, explore local public transport options, or enjoy the area on foot to keep costs down while discovering the scenic beauty 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 choices based on your budget, desired location, and preferred hotel type. To find the best prices and deals, simply arrange the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your Shady Side hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Shady Side

Shady Side, Maryland, offers a delightful blend of outdoor activities and family-friendly attractions. Visitors can explore scenic marinas, historic houses, and urban parks, making it an ideal destination for those seeking cultural experiences and natural beauty. Whether you’re interested in boating, history, or simply enjoying the great outdoors, Shady Side has something for everyone to enjoy during their vacation.

• U.S. Naval Academy: Located 16.1km from Shady Side, the U.S. Naval Academy offers a unique glimpse into American naval history. Stroll through its picturesque campus, marvel at the stunning architecture, and enjoy scenic views along the waterfront.
• Shadyside Park: Situated right in Shady Side, this urban park is perfect for families and outdoor enthusiasts. With playgrounds, picnic areas, and walking trails, it provides a refreshing escape in a vibrant city setting.
• Galesville Heritage Museum: Just 3.2km away, this charming history museum showcases the rich culture of Galesville. Explore exhibits that highlight local heritage and learn about the area's fascinating past.

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.

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

To reach Shady Side, Maryland, you can fly into three major airports. Washington, DC (DCA-Ronald Reagan Washington National) is situated 45.1km away, with luxury hotels like Salamander Washington DC and Riggs Washington DC, both within 4.8km, offering convenient access. Washington, DC (IAD-Washington Dulles Intl.) is 82.1km from Shady Side, featuring hotels such as the 4-star Hyatt Regency Dulles and Hilton Washington Dulles Airport, both within 3.2km. Lastly, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) is only 40.2km away, with the 5-star Sagamore Pendry Baltimore and Four Seasons Hotel Baltimore located 12.9km from the airport, providing various transportation options.