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

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Check prices for these dates

Tonight
8 Oct - 9 Oct
Tomorrow
9 Oct - 10 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct
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Top Shady Side Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

8/10 Good
"Overall lovely experience in a very nice setting. We were pleasantly surprised to get a room with a balcony."
John and Linda 1-night trip
Posted 4 hours ago
Historic Inns of Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Everything was great. Staff was very helpful"
Chanta 1-night trip
Posted 13 hours ago
DoubleTree by Hilton Hotel Annapolis
Microtel Inn & Suites by Wyndham Gambrills/Odenton

Microtel Inn & Suites by Wyndham Gambrills/Odenton

10/10 Excellent
"Elijah is a rock star!"
robert 5-night trip
Posted 14 hours ago
Microtel Inn & Suites by Wyndham Gambrills/Odenton
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"Great local getaway on the water."
Andre 2-night trip
Posted 19 hours ago
Rod 'N' Reel Resort
Comfort Inn Largo-Washington DC East

Comfort Inn Largo-Washington DC East

10/10 Excellent
"Room very clean, quiet and comfortable. Wonderful to have breakfast, the service was great. The staff was very helpful, dining are was clean and quiet."
Dorothy 3-night trip
Posted 20 hours ago
Comfort Inn Largo-Washington DC East
DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

10/10 Excellent
"my cozy room pet friendly staff"
victoria 3-night trip
Posted 3 days ago
DoubleTree by Hilton Hotel Largo/Washington DC
St Michaels Inn

St Michaels Inn

10/10 Excellent
"Late night manager was extremely helpful!"
Rodney 1-night trip
Posted 7 days ago
St Michaels Inn
Lovely bay views with kayaks, bikes, fire pit, crabbing & more

Lovely bay views with kayaks, bikes, fire pit, crabbing & more

10/10 Excellent
"We recently stayed at Shady Side and had a great experience start to end. Communication was 10/10 and the property was as described. You could tell the hosts thought about the little details. The rental was ideal for two families with a dedicated upstairs with two bedrooms and a bathroom and the a primary bedroom downstairs with a bathroom. As a pet parent, I particularly appreciated the fenced in yard and lots of areas in the community for walking. Would definitely recommend!"
Cassandra T. 2-night trip
Posted 2 weeks ago
Lovely bay views with kayaks, bikes, fire pit, crabbing & more

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