Shady Side Hotels

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Find properties with these dates

Tonight
May 2 - May 3
Tomorrow
May 3 - May 4
This weekend
May 3 - May 5
Next weekend
May 10 - May 12

Filter by

Popular filters
Popular filters
Price per night
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveler experience
Traveler experience

Top 10 trending Shady Side hotels

View from property
Graduate Annapolis
4.0 star property
9.4 out of 10, Exceptional, (1068)
"Lovely hotel - everything was perfect except the coffee situation. Rubbish provision in room and then had to pay in the lobby."
The price is P11,266
P12,843 total
includes taxes & fees
May 26 - May 27
Graduate Annapolis
Desk, iron/ironing board, free cribs/infant beds, free WiFi
Courtyard by Marriott Bowie
3.0 star property
9.4 out of 10, Exceptional, (634)
"Safe property. Would definitely stay again and recommend to friends and family. "
The price is P9,764
P11,033 total
includes taxes & fees
May 17 - May 18
Courtyard by Marriott Bowie
Front of property
Anchored Inn at Hidden Harbour Marina
2.5 star property
9.4 out of 10, Exceptional, (362)
"We were very happy with the convenient location near our son’s home. The property is neat and clean. Staff is friendly. This will be our go to when visiting the area again!"
The price is P12,954
P14,767 total
includes taxes & fees
May 7 - May 8
Anchored Inn at Hidden Harbour Marina
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Front of property - evening/night
The Inn at Chesapeake Bay Beach Club
4.0 star property
9.4 out of 10, Exceptional, (340)
"Everyone was so friendly including the manager. We had a great experience and I cant wait to go back soon. "
The price is P13,808
P16,797 total
includes taxes & fees
May 6 - May 7
The Inn at Chesapeake Bay Beach Club
Aerial view
Kent Island Resort
3.5 star property
9.2 out of 10, Wonderful, (67)
"Quiet and beautiful. The staff was very professional and friendly. I felt like I was home. Looking forward to my next visit!!!"
The price is P18,857
P23,419 total
includes taxes & fees
May 6 - May 7
Kent Island Resort
25-inch TV with cable channels
TownePlace Suites Bowie Town Center
2.5 star property
9.2 out of 10, Wonderful, (458)
"The best"
The price is P6,297
P7,116 total
includes taxes & fees
May 26 - May 27
TownePlace Suites Bowie Town Center
Exterior
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1605)
"Room was very clean and comfortable. Location was excellent, easy access to the waterfront. Staff was very helpful. The valets were particularly helpful getting us to the building we were staying in."
The price is P8,798
P11,348 total
includes taxes & fees
May 13 - May 14
Historic Inns of Annapolis
Indoor pool
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1003)
"We booked a small suite for a trip to see family and friends. This hotel was clean, quiet, and close enough to everything we needed. The complimentary breakfast also was great -- eggs, bacon, waffles, etc."
The price is P6,490
P7,399 total
includes taxes & fees
May 27 - May 28
Country Inn & Suites by Radisson, Annapolis, MD
Premium bedding, down comforters, pillowtop beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
9.0 out of 10, Wonderful, (706)
"…"
The price is P13,832
P15,768 total
includes taxes & fees
May 9 - May 10
Annapolis Waterfront Hotel, Autograph Collection
Bar (on property)
Comfort Inn Conference Center
2.5 star property
9.0 out of 10, Wonderful, (1002)
"."
The price is P5,725
P6,469 total
includes taxes & fees
May 19 - May 20
Comfort Inn Conference Center
Exterior
SpringHill Suites by Marriott Annapolis
3.0 star property
9.0 out of 10, Wonderful, (1000)
"Very nice hotel, everything worked as it should. Clean rooms. Food was decent, could have been more options. The only downside was the indoor pool was freezing and the whirlpool jets were not all working."
The price is P9,764
P11,131 total
includes taxes & fees
May 26 - May 27
SpringHill Suites by Marriott Annapolis
Pool
Crowne Plaza Annapolis, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1002)
"Parking limited on weekend evenings "
The price is P7,517
P8,570 total
includes taxes & fees
May 5 - May 6
Crowne Plaza Annapolis, an IHG Hotel
Exterior
Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
8.8 out of 10, Excellent, (718)
"Very clean"
The price is P5,604
P6,388 total
includes taxes & fees
May 7 - May 8
Microtel Inn & Suites by Wyndham Gambrills
Property amenity
Staybridge Suites Washington DC East - Largo, an IHG Hotel
3.0 star property
8.8 out of 10, Excellent, (410)
"Stay 2 nights everything was great 10/10 I love it breakfast was great too even the pool was great recommended to everyone with kids."
The price is P8,727
P9,861 total
includes taxes & fees
May 9 - May 10
Staybridge Suites Washington DC East - Largo, an IHG Hotel
Egyptian cotton sheets, premium bedding, pillowtop beds, desk
Sonesta ES Suites Annapolis
3.0 star property
8.8 out of 10, Excellent, (609)
"Exactly what we were looking for - just a good nights sleep along our way. "
The price is P7,086
P8,079 total
includes taxes & fees
May 27 - May 28
Sonesta ES Suites Annapolis
Lobby
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1001)
"Easy flow"
The price is P6,586
P7,508 total
includes taxes & fees
May 8 - May 9
DoubleTree by Hilton Hotel Annapolis
Exterior
Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, (854)
"Nice quiet location. No issues what so ever. Easy check-in and checkout!"
The price is P7,517
P8,570 total
includes taxes & fees
May 29 - May 30
Courtyard by Marriott Annapolis
Exterior
The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1001)
"Great time. "
The price is P9,764
P11,131 total
includes taxes & fees
May 19 - May 20
The Westin Annapolis
Living area
Hilton Garden Inn Annapolis Downtown
3.0 star property
8.6 out of 10, Excellent, (836)
"Clean and convenient!"
The price is P8,031
P9,155 total
includes taxes & fees
May 5 - May 6
Hilton Garden Inn Annapolis Downtown
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board
Hilton Garden Inn Annapolis
3.0 star property
8.4 out of 10, Very Good, (1000)
"The place is clean and it was a pleasant stay, we had my mom in a wheelchair and had a huge handicap room. My only complaint is having to pay for parking, no free breakfast and it was $75 for my dog to stay, which was too much. "
The price is P6,193
P7,060 total
includes taxes & fees
May 26 - May 27
Hilton Garden Inn Annapolis
Don't see what you're looking for?
See all available properties in Shady Side
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.

More cheap stays in Shady Side

Admiral Suites

Admiral Suites

120 Admiral Cochrane Dr, Edgewater, MD
The price is P4,420 per night from May 13 to May 14
P4,420
per night
13 May - 14 May
6.4/10 (139 reviews)

Near an Attraction

Image for Shadyside Park

Shadyside Park

Explore the great outdoors at Shadyside Park, a lovely green space in Shady Side. Stroll along the area's waterfront, or simply savor its top-notch restaurants.

See properties
Shadyside Park
Image for Captain Avery Museum

Captain Avery Museum

You can spend time exploring the galleries in Captain Avery Museum in Shady Side. Stroll along the area's waterfront, or simply savor its top-notch restaurants.

See properties
Captain Avery Museum

Shady Side hotels information

Number of reviews
5,256
Accommodation
1,091 hotels
Lowest Price
P4,420
Highest Price
P18,857

Frequently asked questions

Where is the best place for a stay in Shady Side?

Historic Inns of Annapolis, located 9.6 mi (15.4 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 Country Inn & Suites by Radisson, Washington, D.C. East - Capitol Heights, MD. 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.

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?

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway: Hotel located near FedEx Field. Offers a snack bar/deli, a seasonal outdoor pool, and buffet. DoubleTree by Hilton Hotel Largo/Washington DC and Country Inn & Suites by Radisson, Annapolis, MD 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 13 hotels and other accommodations to choose from. Find out more about Shady Side.

What should I see while I'm in Shady Side?

Favorite places to visit include Shadyside Park, Captain Avery Museum, and Franklin Point State Park. You'll also find London Town and Maryland Quiet Waters Park in the area. 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.

Recent Reviews in Shady Side
Expedia verified reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

5/5 Excellent
"Easy flow"
A verified traveler stayed at DoubleTree by Hilton Hotel Annapolis
Posted 2 days ago
DoubleTree by Hilton Hotel Annapolis