Find hotels in Shady Side, MD from AED 320

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Our top choices for Shady Side hotels

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (875 reviews)
"Nice staff and rooms"
United States
Walter
The price is AED 309
AED 343 total
includes taxes & fees
28 Feb - 1 Mar
Quality Inn Grasonville near Kent Island

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, (963 reviews)
"Clean room, I enjoy staying here every time I'm in the area"
United States
Peter
The price is AED 350
AED 388 total
includes taxes & fees
26 Feb - 27 Feb
Holiday Inn Express Annapolis East-Kent Island by IHG

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,002 reviews)
"Good value and close to downtown."
United States
John
St Michaels Inn

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,007 reviews)
"Nice breakfast, cleanroom. Great location."
United States
Wayne
The price is AED 345
AED 383 total
includes taxes & fees
1 Mar - 2 Mar
Best Western Kent Narrows Inn

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,007 reviews)
"Yes the room was clean and the staff was great "
United States
Thurnell
The price is AED 370
AED 484 total
includes taxes & fees
25 Feb - 26 Feb
Rod 'N' Reel Resort

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (370 reviews)
"Clean room, helpful staff, nice breakfast, beautiful views, excellent location."
United States
Denise
The price is AED 367
AED 404 total
includes taxes & fees
24 Feb - 25 Feb
Knapps Narrows Marina & Inn

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (476 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is AED 493
AED 562 total
includes taxes & fees
24 Feb - 25 Feb
Anchored Inn at Hidden Harbour Marina

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.0 out of 10, Wonderful, (1,021 reviews)
"Great staff & clean rooms. "
United States
Carmelo
The price is AED 312
AED 356 total
includes taxes & fees
8 Mar - 9 Mar
Microtel Inn & Suites by Wyndham Gambrills

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (93 reviews)
"We were"
United States
Guevara
The price is AED 447
AED 654 total
includes taxes & fees
1 Mar - 2 Mar
Wylder Tilghman Island

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,001 reviews)
"Staff was friendly and rooms were clean. Beautiful area to visit. "
United States
Amy
The price is AED 419
AED 465 total
includes taxes & fees
1 Mar - 2 Mar
Hilton Garden Inn Kent Island Marina

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (67 reviews)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is AED 621
AED 683 total
includes taxes & fees
24 Feb - 25 Feb
George Brooks House B&B

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,004 reviews)
"Great location and friendly staff. "
United States
Shana
The price is AED 278
AED 317 total
includes taxes & fees
15 Mar - 16 Mar
SpringHill Suites by Marriott Annapolis

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,006 reviews)
"The staff were so nice and helpful and the amenities were great. The restaurant and bar were great especially the breakfast and of course the cookies. The shuttle was so convenient, fast, and super polite. Great stay. I recommend and will stay again next time I'm in town. "
United States
Kathy
The price is AED 304
AED 347 total
includes taxes & fees
15 Mar - 16 Mar
DoubleTree by Hilton Hotel Annapolis

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (209 reviews)
"Hotel was clean staff was friendly"
United States
Kim
The price is AED 276
AED 315 total
includes taxes & fees
15 Mar - 16 Mar
Candlewood Suites Annapolis by IHG

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,011 reviews)
"An amazing cozy place to stay during this snow storm!"
United States
zhanna
The price is AED 335
AED 381 total
includes taxes & fees
26 Feb - 27 Feb
Hilton Garden Inn Annapolis Downtown

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (131 reviews)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is AED 547
AED 602 total
includes taxes & fees
24 Feb - 25 Feb
Parsonage Inn

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (123 reviews)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is AED 588
AED 646 total
includes taxes & fees
26 Feb - 27 Feb
The Tilghman Island Inn

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,003 reviews)
"Quiet lodging, great location "
United States
Daniel
The price is AED 364
AED 411 total
includes taxes & fees
2 Mar - 3 Mar
Comfort Inn Conference Center

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (417 reviews)
"Clean rooms, great staff, awesome restaurant on site called Ruse & right in downtown. "
United States
Fred
The price is AED 658
AED 804 total
includes taxes & fees
25 Feb - 26 Feb
The Wildset

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,002 reviews)
"Great hospitality and breakfast was good…"
United States
Martha
The price is AED 294
AED 335 total
includes taxes & fees
8 Mar - 9 Mar
Best Western Annapolis
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

Top Shady Side Hotel Reviews

More cheap stays in Shady Side

Find out more about Shady Side

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.

*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 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.

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

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.

Frequently asked questions

Where is the best place for a stay in Shady Side?
DoubleTree by Hilton Hotel Largo/Washington DC, located 18.8 mi (30.3 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 Sonesta ES Suites Annapolis. See all available top hotels, or vacation rentals in Shady Side.
What are some of the best vacation rentals that Shady Side has to offer?
240' Private Beachfront @Kent Island Love Point - Great for Families: Visitors like this Shady Side vacation home rental. It is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all 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.
Where can I learn more about changing or cancelling my trip to Shady Side?
To find more details about updating your trip to Shady Side or cancelling it, click here.
Where is the best hotel to stay near Shadyside Park?
Anchored Inn at Hidden Harbour Marina is one of the top choices for your stay based on our traveler data, and this hotel offers an outdoor pool and free parking. It's located 4.8 mi (7.7 km) from Shadyside Park.
What about the best place to stay near Captain Avery Museum?
One of the top choices for your stay is Anchored Inn at Hidden Harbour Marina, located 5 mi (8.1 km) from Captain Avery Museum, and this hotel offers an outdoor pool and free parking.
What are some accommodations with pools in Shady Side?
DoubleTree by Hilton Hotel Largo/Washington DC: Hotel located near Northwest Stadium. Features free self parking, an indoor pool, and a 24-hour fitness center. La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway and Sonesta ES Suites Annapolis are two additional hotels that offer an onsite pool. View all hotels with pools in Shady Side.
What's the best place to stay near Ronald Reagan Washington National Airport (DCA)?
Hyatt Regency Crystal City is a popular 4-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.6 mi (1 km) from Ronald Reagan Washington National Airport. Other options near the airport are Courtyard by Marriott Arlington Crystal City/Reagan National and Hilton Garden Inn Reagan National Airport.
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.