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Top 10 Shady Side hotels and places to stay

Comfort Inn Conference Center
American cuisine

Comfort Inn Conference Center

2.5 star property
9.0 out of 10, Wonderful, (1001)
"The staff was very pleasant, and it was great to stay somewhere that still has room service! Comfortable beds, good location."
The price is £83
includes taxes & fees
27 Aug - 28 Aug
Comfort Inn Conference Center
Holiday Inn Express & Suites Annapolis by IHG
Free daily buffet breakfast

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very good, (1000)
"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 £82
includes taxes & fees
26 Aug - 27 Aug
Holiday Inn Express & Suites Annapolis by IHG
Best Western Kent Narrows Inn
In-room safe, individually decorated, individually furnished, desk

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Excellent location"
The price is £89
includes taxes & fees
15 Sept - 16 Sept
Best Western Kent Narrows Inn
St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1002)
"Very nice stay"
The price is £81
includes taxes & fees
14 Sept - 15 Sept
St Michaels Inn
Quality Inn
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets

Quality Inn

2.5 star property
7.8 out of 10, Good, (813)
"Conveniently located with overall great value."
The price is £80
includes taxes & fees
14 Sept - 15 Sept
Quality Inn
Microtel Inn & Suites by Wyndham Gambrills
Exterior

Microtel Inn & Suites by Wyndham Gambrills

2.0 star property
9.0 out of 10, Wonderful, (1014)
"Great place to stay "
The price is £64
includes taxes & fees
1 Sept - 2 Sept
Microtel Inn & Suites by Wyndham Gambrills
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (890)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
The price is £108
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express Annapolis East-Kent Island by IHG
Best Western Annapolis
Exterior

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1000)
"Clean updated great location "
The price is £65
includes taxes & fees
25 Aug - 26 Aug
Best Western Annapolis
Rod 'N' Reel Resort
Superior Studio Suite | Balcony

Rod 'N' Reel Resort

4.0 star property
8.4 out of 10, Very good, (1002)
"Great place to stay."
The price is £122
includes taxes & fees
25 Aug - 26 Aug
Rod 'N' Reel Resort
Red Roof Inn Annapolis
Standard Room, 2 Double Beds, Non Smoking | 1 bedroom, desk, iron/ironing board, free WiFi

Red Roof Inn Annapolis

2.0 star property
7.2 out of 10, Good, (376)
"I liked the landscaping, the greeting of the lobby staff upon check in, and 2 staff members in the lobby when checking out. The room was very nice and quiet. I am very pleased with this hotel. Thank you for making my stay great."
The price is £64
includes taxes & fees
25 Aug - 26 Aug
Red Roof Inn Annapolis
SpringHill Suites by Marriott Annapolis
Free daily self-service breakfast

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Great place"
The price is £78
includes taxes & fees
25 Aug - 26 Aug
SpringHill Suites by Marriott Annapolis
Country Inn & Suites by Radisson, Annapolis, MD
1 bedroom, hypo-allergenic bedding, desk, blackout curtains

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Great visit "
The price is £82
includes taxes & fees
26 Aug - 27 Aug
Country Inn & Suites by Radisson, Annapolis, MD
Historic Inns of Annapolis
Terrace/patio

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1836)
"Great stay"
Historic Inns of Annapolis
Wylder Tilghman Island
Seasonal outdoor pool

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (61)
"Good service and good options to enjoy the stays. "
The price is £170
includes taxes & fees
18 Sept - 19 Sept
Wylder Tilghman Island
The Inn at Chesapeake Bay Beach Club
Front of property – evening/night

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (411)
"Great location and amenities"
The price is £204
includes taxes & fees
26 Aug - 27 Aug
The Inn at Chesapeake Bay Beach Club
Holiday Inn Express I-95 Capitol Beltway-Largo by IHG
Exterior

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

2.5 star property
8.2 out of 10, Very good, (1002)
"I enjoyed the location of the hotel. "
The price is £81
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express I-95 Capitol Beltway-Largo by IHG
TownePlace Suites by Marriott Annapolis
Exterior

TownePlace Suites by Marriott Annapolis

3.0 star property
8.8 out of 10, Excellent, (13)
"very clean, and quiet, we are very comfortable with our stay with TownePlace Suites by Marriott Annapolis. Staff were friendly and we have a great check in."
The price is £85
includes taxes & fees
26 Aug - 27 Aug
TownePlace Suites by Marriott Annapolis
Hampton Inn & Suites Glenarden/Washington DC
Lobby

Hampton Inn & Suites Glenarden/Washington DC

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Nice new hotel in great area "
The price is £92
includes taxes & fees
27 Aug - 28 Aug
Hampton Inn & Suites Glenarden/Washington DC
Hilton Garden Inn Annapolis Downtown
Suite, 1 Bedroom, Terrace | Living area | 42-inch LED TV with digital channels, TV

Hilton Garden Inn Annapolis Downtown

3.0 star property
8.6 out of 10, Excellent, (1002)
"Really nice place to stay and enjoy Annapolis "
The price is £85
includes taxes & fees
2 Sept - 3 Sept
Hilton Garden Inn Annapolis Downtown
Fairfield Inn & Suites By Marriott Annapolis
Property amenity

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (135)
"complimentry breakfast is good ,friendly staff,clean and quite "
The price is £107
includes taxes & fees
25 Aug - 26 Aug
Fairfield Inn & Suites By Marriott 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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Learn more about Shady Side

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Top Shady Side Hotel Reviews

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

10/10 Excellent
"The staff is always awesone and rooms are always well cleaned. "
Anonymous traveller 1-night trip
Posted 9 hours ago
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

Frequently asked questions

When is the best time to go to Shady Side?
The most popular time to visit Shady Side is during the summer months, particularly in July. This is when the community comes alive with vibrant outdoor events and activities. With average temperatures ranging from 22 to 28 Celsius, the weather is superb for enjoying the area's natural beauty, whether you're strolling along the waterfront or exploring the charming streets lined with local shops and cafes.

During the peak season, which spans from May to July, Shady Side is bustling with visitors. This lively atmosphere is complemented by a variety of festivals and events that showcase the local culture and community spirit. If you enjoy outdoor pursuits, this is a fantastic time to partake in kayaking, cycling, or simply basking in the sunshine at nearby parks.

For those seeking a calmer experience, consider visiting in early September. While the peak tourist activity begins to wane, you can still enjoy pleasant weather and the tail end of summer festivities. This month often offers lower accommodation rates, allowing you to explore the area without compromising on quality.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Shady Side hotel for you.
How can I save on a Shady Side hotel booking with Expedia?
Before booking your Shady Side hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia.
How much is the nightly rate at a Shady Side hotel?
Prices for hotels in Shady Side often vary, but you can find a great deal from £63 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.