A river with boats, a marina, and a town with houses and buildings.

Shady Side hotels from HK$610

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Check prices for these dates

This weekend
17 Jul - 19 Jul
Next weekend
24 Jul - 26 Jul

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Our top choices for Shady Side hotels

In-room safe, iron/ironing board, free WiFi, bed sheets

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (938 reviews)
"Room was clean and staff took very good care of us"
United States
Carol
The price is HK$885
HK$983 total
includes taxes & fees
22 Jul - 23 Jul
Quality Inn Grasonville near Kent Island
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,005 reviews)
"Good hotel for the price"
United States
Brenda
The price is HK$945
HK$1,049 total
includes taxes & fees
16 Aug - 17 Aug
Best Western Kent Narrows Inn
Front of property

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,002 reviews)
"Great for the price"
United States
Ben
The price is HK$769
HK$846 total
includes taxes & fees
29 Jul - 30 Jul
St Michaels Inn
Reception

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,024 reviews)
"Good location, great room, and a great staff."
United States
Marie
The price is HK$893
HK$1,019 total
includes taxes & fees
27 Jul - 28 Jul
DoubleTree by Hilton Hotel Annapolis
Exterior

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, (1,001 reviews)
"It's a smaller hotel but it did the job. The hotel was clean."
United States
Scott
The price is HK$900
HK$999 total
includes taxes & fees
10 Aug - 11 Aug
Holiday Inn Express Annapolis East-Kent Island by IHG
Reception

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.4 out of 10, Exceptional, (160 reviews)
"Wonderful room, bar and food!"
United States
Leigh
The price is HK$1,260
HK$1,665 total
includes taxes & fees
10 Aug - 11 Aug
Kent Island Resort
Front of property

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (492 reviews)
"absolutely perfect for this traveler!"
United States
BENNY
The price is HK$1,835
HK$2,091 total
includes taxes & fees
2 Aug - 3 Aug
Anchored Inn at Hidden Harbour Marina
Outdoor wedding area

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,002 reviews)
"I really enjoyed my stay. I went for a little birthday vacation, being from out of town I had a few ideas of what I could do but the front desk check in staff was super helpful as well and gave me a lot of ideas for fun things I could do! To me, this resort was the ideal place to stay if you want to get away and relax and take in the beautiful views!!!"
United States
Colton
The price is HK$1,493
HK$1,918 total
includes taxes & fees
23 Jul - 24 Jul
Rod 'N' Reel Resort
Desk, iron/ironing board, free WiFi

Executive Inn And Suites

Executive Inn And Suites
2.0 star property
Upper Marlboro
7.4 out of 10, Good, (603 reviews)
"Shops nearby Excellent staff Clean room Easy safe parking"
United States
Will
The price is HK$741
HK$837 total
includes taxes & fees
19 Jul - 20 Jul
Executive Inn And Suites
Exterior

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.2 out of 10, Wonderful, (1,112 reviews)
"Perfect for a weekend stay while going to the let's go music fest. Our 2nd year staying here"
United States
Erin
The price is HK$760
HK$866 total
includes taxes & fees
16 Aug - 17 Aug
Microtel Inn & Suites by Wyndham Gambrills
Lobby

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,002 reviews)
"Breakfast was excellent and parking was convenient and safe"
United States
Paul
The price is HK$893
HK$1,018 total
includes taxes & fees
30 Jul - 31 Jul
Hilton Garden Inn Annapolis
Dining

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,000 reviews)
"EXCELLENTE STAFF AND GREAT BREAKFAST..."
United States
Julian
The price is HK$699
HK$796 total
includes taxes & fees
27 Jul - 28 Jul
Best Western Annapolis
Exterior

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (389 reviews)
"Breakfast is excellent, staff very friendly"
United States
Polina
The price is HK$1,176
HK$1,293 total
includes taxes & fees
20 Jul - 21 Jul
Knapps Narrows Marina & Inn
Meeting facility

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,913 reviews)
"Easy check in, easy valet, great location. Overall, very nice stay!"
United States
Caitlin
The price is HK$879
HK$1,270 total
includes taxes & fees
19 Jul - 20 Jul
Historic Inns of Annapolis
Fridge, microwave

Village Inn Annapolis MD

Village Inn Annapolis MD
2.0 star property
Annapolis
6.2 out of 10, (510 reviews)
"Always clean staff friendly professional used to pretty much live here years ago always worked with me treated me right.Highly recommend 👌 👍"
United States
Stephen
The price is HK$651
HK$742 total
includes taxes & fees
20 Jul - 21 Jul
Village Inn Annapolis MD
Terrace/patio

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (787 reviews)
"Good place"
Canada
Uri
The price is HK$1,325
HK$1,470 total
includes taxes & fees
29 Jul - 30 Jul
Hyatt Place Kent Narrows & Marina
Lobby

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,049 reviews)
"Friendly staff, easy parking, great breakfast"
United States
Theresa
The price is HK$920
HK$1,049 total
includes taxes & fees
20 Jul - 21 Jul
Country Inn & Suites by Radisson, Annapolis, MD
Front of property

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (478 reviews)
"Excellent accommodations and perfect location. Will definitely be back."
United States
Tim
The price is HK$1,874
HK$2,257 total
includes taxes & fees
11 Aug - 12 Aug
The Wildset
Exterior

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (75 reviews)
"Mr Will very good Host and breakfast very delicious sure we will come back ❤️"
United States
MENBERE
The price is HK$1,658
HK$1,823 total
includes taxes & fees
20 Jul - 21 Jul
George Brooks House B&B
Desk, laptop workspace, blackout curtains, free WiFi

Rips Country Inn

Rips Country Inn
2.5 star property
Bowie
6.6 out of 10, (71 reviews)
"Convenient, quiet, and a restaurant right next door."
United States
Robin
The price is HK$635
HK$717 total
includes taxes & fees
20 Jul - 21 Jul
Rips Country Inn
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

Captain Avery Museum

You can spend time exploring the galleries in Captain Avery Museum during your trip to Shady Side. Stroll along the area's waterfront or simply savour its top-notch restaurants.
See properties

Learn more about Shady Side

Love dining, parks and museums? Get away to Shady Side!

See all hotels in Shady Side
A river with boats, a marina, and a town with houses and buildings.

Top Shady Side Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"I loved the historic building- upgraded with 21stC amenities of course- like electricity and an elevator. Bed was very cozy. Bathroom window faced St. Mary's church and bedroom faced Capitol bldg. A short 2 block walk to a city owned parking garage, $24 for 24 hours. Not bad. And the restaurants all close by. I've been to Annapolis many times, but never overnight, so this was a great spot that my Lady absolutely adored!"
Frederick 1-night trip
Posted 5 hours ago
Historic Inns of Annapolis

More cheap stays in Shady Side

WoodSpring Suites Washington DC East Arena Drive

WoodSpring Suites Washington DC East Arena Drive

1603 Brightseat Rd. Hyattsville MD
The price is HK$540 per night from 23 Jul to 24 Jul
HK$540
HK$610 total
23 Jul - 24 Jul
includes taxes & fees
6/10 (1,000 reviews)

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 DoubleTree by Hilton Hotel Annapolis and Crowne Plaza Annapolis by IHG. See all available top hotels, or vacation rentals in Shady Side.
What are some of the best holiday rentals that Shady Side has to offer?
Charming Annapolis WaterVIEW Home: This holiday home rental outside of Shady Side is located on the waterfront, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub. 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 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?
Crowne Plaza Annapolis by IHG: Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool and complimentary wireless Internet access. La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway and Comfort Inn Largo-Washington DC East 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 16 hotels and other accommodation options 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 itinerary are Captain Avery Museum and Franklin Point State Park. 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.

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