Hotels in Shady Side

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Top Rated Shady Side Hotels

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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 reasons to visit Shady Side

  1. Family-Friendly Attractions: From shopping in charming boutiques to exploring a vibrant business scene, Shady Side has something for everyone.
  2. Diverse Dining Options: Satisfy any palate with a variety of restaurants serving up delicious cuisine in Shady Side.
  3. Nature Lover's Paradise: Unwind amidst stunning scenery in nearby natural parks, where you can hike, bike, or simply relax.
  4. Museum Marvels: Dive into the rich cultural heritage of the area with museums that showcase Shady Side's history.
  5. Waterfront Adventures: Experience pier envy and pier joy along the Annapolis waterfront and Chesapeake Bay.

Popular hotels in Shady Side

Shady Side, Maryland, a charming waterfront town on the Chesapeake Bay, offers a range of hotel accommodations that cater to different preferences. From cozy bed and breakfasts that provide a personalized experience to modern hotels with excellent amenities, there is something for everyone. Whether you prefer a relaxing retreat surrounded by nature or a convenient location close to local attractions, Shady Side has options that will ensure a comfortable stay. Check out hotel reviews to find the perfect match for your outdoor vacation.

  1. La Quinta Inn & Suites by Wyndham Baltimore BWI Airport - This 2.5-star hotel is located 26.3 miles away from Shady Side. It offers free airport transportation, connecting rooms, and a fitness center. With its close proximity to the airport, it is a convenient option for travelers. Additionally, golf enthusiasts will appreciate the nearby golf courses, while those looking for outdoor activities can enjoy sports and excursions.
  2. Hyatt Place Baltimore Inner Harbor - Situated 30.9 miles away from Shady Side, this 3.5-star hotel offers easy access to the port and museums. It also features an indoor pool and amenities such as childcare services. With its location near the harbor and various cultural attractions, it is a great choice for those interested in history, theater, and walking.
  3. The Hotel at the University of Maryland - This 4.0-star hotel is located 24.9 miles away from Shady Side and offers a range of amenities. Guests can enjoy the hotel's proximity to the university, as well as sports facilities and beautiful scenery. With its location near gardens, shopping areas, and museums, it provides a great opportunity for relaxation and exploration.

Top things to see and do in Shady Side

Located in Maryland, Shady Side offers a range of activities to suit all interests. For families, there are plenty of family-friendly attractions to enjoy. From shopping in quaint local boutiques to exploring the vibrant business scene, there is something for everyone. Dining options abound, with a variety of restaurants serving up delicious cuisine to satisfy any palate. Nature lovers can take advantage of the nearby natural parks, where they can hike, bike, or simply unwind amidst stunning scenery. History buffs will appreciate the museums that showcase the rich cultural heritage of the area. And for those seeking waterfront adventures, the Annapolis waterfront and Chesapeake Bay offer the best places to experience pier envy and pier joy.

  1. Shadyside Park: Immerse yourself in the tranquility of this urban park. With its close proximity to the university, marina, and river, you can enjoy a peaceful retreat surrounded by nature. The friendly people, bustling port, and boating opportunities add to the lively atmosphere. Don't miss the chance to catch some live music and indulge in delicious dining options. Whether you're sailing on the river or taking a leisurely walk, Shadyside Park offers a unique blend of family-friendly activities and an exciting city experience.
  2. Captain Avery Museum: Step back in time at this historic house. Located near the marina, university, and river, the museum offers a glimpse into the area's rich maritime history. Immerse yourself in the culture as you explore the exhibits showcasing the region's seafaring past. The friendly people and vibrant atmosphere make it a truly immersive experience. From the lively boating scene to the enchanting live music performances, there's something for everyone. Don't forget to savor the delectable dining options and take a leisurely walk around the museum grounds. It's a must-visit for those seeking a unique cultural experience.

Best places to visit in Shady Side

Shady Side offers an outdoor vacation like no other. Explore the serene Chesapeake Bay, hike through the beautiful Beverly-Triton Beach Park, and kayak along the scenic West River. Get ready for an adventure-filled getaway in this hidden gem of Maryland.

  1. Annapolis: Annapolis, just 9.5 miles away from Shady Side, is a vibrant city that offers a unique experience for outdoor enthusiasts. With its proximity to the water, Annapolis is a haven for boating and water sports lovers. You can explore the marina, take boat tours, or even try your hand at sailing. The city also boasts a rich historical background, with numerous historical sites and tours available. For those who love food and live music, Annapolis has a thriving dining scene and plenty of venues where you can enjoy some great tunes. And let's not forget about football! Annapolis is home to the United States Naval Academy, where you can catch a football game and cheer on the team. With its university atmosphere and diverse range of activities, Annapolis is definitely worth a visit for an outdoor holiday.
  2. Laurel: Located 25.6 miles away from Shady Side, Laurel is a city that offers a unique outdoor experience for nature lovers and families. The city is surrounded by forests and wildlife, making it the perfect destination for hiking and exploring the great outdoors. Laurel is also known for its horseback riding and horse racing events, adding a touch of excitement and adventure to your vacation. The city hosts various festivals throughout the year, showcasing the local culture and providing fun-filled activities for all ages. If you're in the mood for some shopping and dining, Laurel has plenty of options to satisfy your cravings. With its family-friendly atmosphere and diverse range of outdoor activities, Laurel is a must-visit destination for an outdoor holiday.
  3. Linthicum Heights: Just 26.7 miles away from Shady Side, Linthicum Heights is a city that offers a unique outdoor experience with a mix of business and leisure. The city is known for its friendly people and welcoming atmosphere, making it a great place to unwind and explore. If you're a sports enthusiast, you can catch a soccer game or engage in various sports activities available in the area. Linthicum Heights also offers a range of dining options, from cozy cafes to restaurants serving delicious meals. If you're interested in history and culture, the city has museums where you can learn about the local heritage. With its blend of entertainment, dining, and friendly people, Linthicum Heights is worth a visit for an outdoor holiday.

Seasonal travel trends of Shady Side

The popularity of Shady Side shows no change throughout the year. The most popular time to visit is between May and July, with a seasonal peak in July. The off-peak tourist season is from October and December, with December typically being the quietest month.

Check out the month-by-month weather chart for Shady Side to help you plan your next trip. With a monthly average of 78.3 degrees Fahrenheit, you can expect the hottest temperatures in July. The coldest month, on average, is January. The most rainfall typically happens in July. Regardless of when you visit Shady Side, every season has a reason to stay.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January35.8°F (2.1°C)Light RainMostly Sunny
February38.1°F (3.4°C)Light RainMostly Sunny
March45.0°F (7.2°C)Light RainMostly Sunny
April55.0°F (12.8°C)Light RainMostly Sunny
May64.2°F (17.9°C)Light RainMostly Sunny
June73.0°F (22.8°C)Light RainMostly Sunny
July78.3°F (25.7°C)Light RainMostly Sunny
August76.6°F (24.8°C)Light RainMostly Sunny
September70.7°F (21.5°C)Light RainMostly Sunny
October60.4°F (15.8°C)Light RainMostly Sunny
November48.7°F (9.3°C)Light RainMostly Sunny
December41.5°F (5.3°C)Light RainMostly Sunny

What's the best place for a stay in Shady Side?

What are some of the best hotels in Shady Side?

Here are some top hotels in Shady Side:

Close to central Shady Side, you'll find interesting places to visit like Shadyside Park.

What are the best hotels to stay near Shadyside Park?

Start your Shady Side sightseeing on the right note by heading straight to Shadyside Park. You'll only need to commute 1 mile from the downtown area before you get to this popular recreation and green space. If you want to stay someplace nearby, browse what's on offer at Perfect Getaway, So Close You Can't Resist!!. This option is 2 miles away.

Shady Side hotels essential information

Accommodation
1,190 hotels
Lowest Price
$94
Highest Price
$475
Popular hotels
Bay views with kayaks, bikes, fire pit, crabbing and more, Calloway Drive Retreat | House in Shady Side, Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side, Historic Inns of Annapolis, Graduate by Hilton Annapolis, La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway, Comfort Inn Largo-Washington DC East, Country Inn & Suites by Radisson, Annapolis, MD, Sonesta ES Suites Annapolis, Crowne Plaza Annapolis by IHG, SpringHill Suites by Marriott Annapolis, Best Western Annapolis

Booking tips for Shady Side

Booking tips for Shady Side

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Saving tips for your trip

If you're looking to save money on your trip to Shady Side, consider visiting during the less popular season from October to December. You can also save by bundling your flights, hotel, and car bookings together for a discounted price. While in Shady Side, take advantage of the inexpensive family-friendly activities, such as visiting the local natural parks, exploring the museums, and enjoying the shopping options.

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