Shady Side Hotels from S$111

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Shady Side hotels

Our top choices for Shady Side hotels

Comfort Inn Conference Center

2.5 star property
9.0 out of 10, Wonderful, (1019)
"Staff was nice and property was clean"
The price is S$144
includes taxes & fees
1 Sept - 2 Sept
Comfort Inn Conference Center

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (894)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
The price is S$181
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Annapolis East-Kent Island by IHG

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Excellent location"
The price is S$145
includes taxes & fees
3 Sept - 4 Sept
Best Western Kent Narrows Inn

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1000)
"Great place to stay"
The price is S$134
includes taxes & fees
3 Sept - 4 Sept
St Michaels Inn

Microtel Inn & Suites by Wyndham Gambrills

2.0 star property
9.0 out of 10, Wonderful, (1011)
"Great place to stay "
The price is S$113
includes taxes & fees
14 Sept - 15 Sept
Microtel Inn & Suites by Wyndham Gambrills

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Great place"
The price is S$161
includes taxes & fees
2 Sept - 3 Sept
SpringHill Suites by Marriott Annapolis

Quality Inn

2.5 star property
7.8 out of 10, Good, (817)
"Conveniently located with overall great value."
The price is S$139
includes taxes & fees
2 Sept - 3 Sept
Quality Inn

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1016)
"Great visit "
The price is S$148
includes taxes & fees
9 Sept - 10 Sept
Country Inn & Suites by Radisson, Annapolis, MD

Sonesta ES Suites Annapolis

3.0 star property
8.8 out of 10, Excellent, (869)
"Great room for a great price... Very friendly staff, too."
The price is S$154
includes taxes & fees
31 Aug - 1 Sept
Sonesta ES Suites Annapolis

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very good, (1003)
"Great staff….property a bit “tired” but a very friendly staff working hard to make it comfortable. A decent value for location and price!"
The price is S$161
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express I-95 Capitol Beltway-Largo by IHG

2.5 star property
8.2 out of 10, Very good, (1014)
"I enjoyed the location of the hotel. "
The price is S$141
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Express I-95 Capitol Beltway-Largo by IHG

Hampton Inn & Suites Glenarden/Washington DC

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Nice new hotel in great area "
The price is S$159
includes taxes & fees
3 Sept - 4 Sept
Hampton Inn & Suites Glenarden/Washington DC

Courtyard Largo Medical Center Drive

3.0 star property
8.8 out of 10, Excellent, (977)
"The location is great"
The price is S$159
includes taxes & fees
2 Sept - 3 Sept
Courtyard Largo Medical Center Drive

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (64)
"Good service and good options to enjoy the stays. "
The price is S$296
includes taxes & fees
18 Sept - 19 Sept
Wylder Tilghman Island

Residence Inn Largo Medical Center Drive

3.0 star property
9.0 out of 10, Wonderful, (552)
"Very nice hotel l will come back soon "
The price is S$184
includes taxes & fees
2 Sept - 3 Sept
Residence Inn Largo Medical Center Drive

Residence Inn by Marriott Upper Marlboro Joint Base Andrews

3.0 star property
8.8 out of 10, Excellent, (321)
"I enjoyed my stay. Everything was convenient. "
The price is S$172
includes taxes & fees
1 Sept - 2 Sept
Residence Inn by Marriott Upper Marlboro Joint Base Andrews

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1006)
"Nice hotel, convenient location with easy parking. "
The price is S$160
includes taxes & fees
31 Aug - 1 Sept
DoubleTree by Hilton Hotel Annapolis

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1002)
"Good location"
The price is S$158
includes taxes & fees
31 Aug - 1 Sept
Crowne Plaza Annapolis by IHG

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1009)
"Very nice property new rooms "
The price is S$115
includes taxes & fees
31 Aug - 1 Sept
Best Western Annapolis

Rod 'N' Reel Resort

4.0 star property
8.4 out of 10, Very good, (1003)
"Great place to stay."
The price is S$215
includes taxes & fees
2 Sept - 3 Sept
Rod 'N' Reel Resort
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Shady Side Hotel Reviews

More cheap stays in Shady Side

More cheap stays in Shady Side

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's the best place to 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 traveller data. Two other choices for your visit to the area are Graduate by Hilton Annapolis and Country Inn & Suites by Radisson, Annapolis, 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 room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Shady Side.

What are some accommodation options with pools in Shady Side?

Country Inn & Suites by Radisson, Annapolis, MD: Provides buffet, an indoor pool and free self parking. La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway and DoubleTree by Hilton Hotel Largo/Washington DC are two additional hotels that offer an on-site pool. View all hotels with pools in Shady Side.

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 accommodation options to choose from. Find out more about Shady Side.

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

Favourite places to visit include Shadyside Park, Captain Avery Museum and Franklin Point State Park. You'll also find Smithsonian Environmental Research Center and London Town in the area. Take a look at what more there is 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 temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Shady Side is 1307 mm.