Shady Side Hotels from S$106

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Check prices for these dates

Tonight
5 Jan - 6 Jan
Tomorrow
6 Jan - 7 Jan
This weekend
9 Jan - 11 Jan
Next weekend
16 Jan - 18 Jan

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Our top choices for Shady Side hotels

Front of property
St Michaels Inn

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1001)
"Good value and close to downtown."
United States
John
The price is S$131
includes taxes & fees
18 Jan - 19 Jan
St Michaels Inn
Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG

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, (947)
"It was very comfortable and clean"
United States
Maria
The price is S$124
includes taxes & fees
19 Jan - 20 Jan
Holiday Inn Express Annapolis East-Kent Island by IHG
Balcony
Rod 'N' Reel Resort

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1008)
"Yes, everything was spot on. Do come and stay at the Rod and Reel for any special occassion. You will be glad you can."
United States
Alfred
The price is S$153
includes taxes & fees
13 Jan - 14 Jan
Rod 'N' Reel Resort
Exterior
Best Western Annapolis

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1005)
"Great hospitality and breakfast was good…"
United States
Martha
The price is S$106
includes taxes & fees
10 Jan - 11 Jan
Best Western Annapolis
Living area
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1007)
"Great value for stay with breakfast included "
United States
Aisling
The price is S$135
includes taxes & fees
26 Jan - 27 Jan
Hilton Garden Inn Annapolis Downtown
Garden
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1005)
"Great stay "
United States
Jose Miguel
The price is S$121
includes taxes & fees
11 Jan - 12 Jan
DoubleTree by Hilton Hotel Annapolis
American cuisine
Comfort Inn Conference Center

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1003)
"The staff was amazing , very friendly. Rooms were very clean."
United States
Victoria
The price is S$142
includes taxes & fees
2 Feb - 3 Feb
Comfort Inn Conference Center
Hypo-allergenic bedding, down duvets, in-room safe, desk
Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1000)
"Clean room, fast and easy check in, made to order breakfast options. "
United States
Michael
The price is S$116
includes taxes & fees
1 Feb - 2 Feb
Hilton Garden Inn Annapolis
Hypo-allergenic bedding, desk, blackout curtains, iron/ironing board
Country Inn & Suites by Radisson, Annapolis, MD

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, (1006)
"Breakfast menu was great! Pool and hot tub were nice!"
United States
Terrence
The price is S$142
includes taxes & fees
8 Jan - 9 Jan
Country Inn & Suites by Radisson, Annapolis, MD
View from property
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1003)
"Pleasant staff. Good location to walk to restaurants, shops. "
United States
Beth
The price is S$215
includes taxes & fees
12 Jan - 13 Jan
Graduate by Hilton Annapolis
Terrace/patio
Historic Inns of Annapolis

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1908)
" Great place to stay!"
United States
Lewis
Historic Inns of Annapolis
Free daily buffet breakfast
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
Annapolis
8.2 out of 10, Very good, (1003)
"Clean room and friendly staff! "
United States
Silvia
The price is S$117
includes taxes & fees
10 Jan - 11 Jan
Holiday Inn Express & Suites Annapolis by IHG
Premium bedding, pillow-top beds, in-room safe, individually furnished
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very good, (1010)
"Appreciated that it was in a quiet area. Great hospitality! Will stay again when visiting Maryland."
United States
robin
The price is S$131
includes taxes & fees
11 Jan - 12 Jan
Hampton Inn & Suites Annapolis
In-room safe, individually decorated, individually furnished, desk
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1004)
"Nice place "
United States
Tucker T
The price is S$119
includes taxes & fees
11 Jan - 12 Jan
Best Western Kent Narrows Inn
In-room safe, iron/ironing board, free WiFi, bed sheets
Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (863)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is S$120
includes taxes & fees
19 Jan - 20 Jan
Quality Inn Grasonville near Kent Island
Terrace/patio
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (693)
"Good breakfast, great view, clean and well run, pleasant staff, great dining options nearby. "
United States
Kevin
The price is S$166
includes taxes & fees
19 Jan - 20 Jan
Hyatt Place Kent Narrows & Marina
Aerial view
Kent Island Resort

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (130)
"Beautiful and peaceful property!"
United States
Jerry
The price is S$228
includes taxes & fees
6 Jan - 7 Jan
Kent Island Resort
Exterior
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1004)
"We keep coming back to the hotel with every visit to Annapolis. "
United States
Catherine
The price is S$123
includes taxes & fees
25 Jan - 26 Jan
Courtyard by Marriott Annapolis
View from property
The Westin Annapolis

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1002)
"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"
United States
Robert
The price is S$204
includes taxes & fees
6 Jan - 7 Jan
The Westin Annapolis
Exterior
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Tilghman
9.4 out of 10, Exceptional, (364)
"nice clean room staff very nice would stay again "
United States
mario
The price is S$141
includes taxes & fees
6 Jan - 7 Jan
Knapps Narrows Marina & 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

Shadyside Park

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

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

Top Shady Side Hotel Reviews

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

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

10/10 Excellent
"Clean room, Awesome Breakfast!!! Breakfast staff excellent service! "
JA'NET 2-night trip
Posted 2 days ago
Holiday Inn Express I-95 Capitol Beltway-Largo by IHG

More cheap stays in Shady Side

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
The price is S$106 per night from 10 Jan to 11 Jan
S$106
10 Jan - 11 Jan
includes taxes & fees
7.6/10 Good! (1,003 reviews)

Frequently asked questions

What's the best place to stay in Shady Side?
DoubleTree by Hilton Hotel Annapolis, located 9.8 mi (15.8 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 Largo/Washington DC and Historic Inns of Annapolis. 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?
DoubleTree by Hilton Hotel Largo/Washington DC: Hotel located near Northwest Stadium. Offers free self parking, an indoor pool and a 24-hour fitness centre. Crowne Plaza Annapolis by IHG and La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway 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 14 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 Franklin Point State Park and Captain Avery Museum. 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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