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  1. World
  2. >North America
  3. >United States
  4. >Maryland
  5. >Anne Arundel
  6. >Shady Side

Small Hotels in Shady Side

96 HOTELS IN AND AROUND SHADY SIDERanking can be influenced by the commissions we receive.
20 hotels nearby!
Anchored Inn at Hidden Harbor main photo
Anchored Inn at Hidden Harbor
3.7 km from Shady Side
Hotel in Deale MDUS flag
9.2
Excellent
From $227
$
Small
This inn offers a hidden harbor setting, providing a charming and intimate experience. Its unique location and cozy atmosphere make it a great choice.
The Inn at Tacaro Estate main photo
The Inn at Tacaro Estate
5.1 km from Shady Side
Bed & Breakfast in Deale MDUS flag
8.4
Very Good
$
Small
This bed and breakfast offers a secluded and charming experience. The Inn at Tacaro Estate includes amenities such as a hot tub and a seasonal outdoor pool. A complimentary full breakfast is served daily.
Honeys Farmhouse Retreat main photo
Honeys Farmhouse Retreat
6.1 km from Shady Side
Bed & Breakfast in Lothian MDUS flag
0.0
$
Info
Categories
Small
Parking
Mini Suite main photo
Mini Suite
6.8 km from Shady Side
Bed & Breakfast in Edgewater MDUS flag
0.0
$
Info
Categories
Small
Riverview Retreat On Warehouse Creek main photo
Riverview Retreat On Warehouse Creek
8.4 km from Shady Side
Guest House in Edgewater MDUS flag
9.3
Excellent
$
Small
This guesthouse provides a waterfront setting, offering a serene and intimate experience. Its location on Warehouse Creek and cozy atmosphere make it a unique choice.
Inn at Horn Point main photo
Inn at Horn Point
9.9 km from Shady Side
Bed & Breakfast in Annapolis MDUS flag
0.0
$
Info
Categories
Small
Free Wi-Fi
Parking
Homestyle Studio Suites main photo
Homestyle Studio Suites
10.5 km from Shady Side
Hotel in Annapolis MDUS flag
6.8
Rated
From $87
$
Info
Categories
Small
Dog Friendly
Parking
Lowes Wharf Marina Inn main photo
Lowes Wharf Marina Inn
10.5 km from Shady Side
Inn in Sherwood MDUS flag
7.8
Good
$
Info
Categories
Small
Dog Friendly
Free Wi-Fi
1313 West Luxury Boutique Hotel main photo
1313 West Luxury Boutique Hotel
10.5 km from Shady Side
Hotel in Annapolis MDUS flag
9.3
Excellent
$
Small
This luxury boutique hotel offers an intimate and charming experience with its location on West Street. It provides a cozy atmosphere with high-end amenities and personalized service.
Lowes Wharf Marina Inn main photo
Lowes Wharf Marina Inn
10.5 km from Shady Side
Inn in Sherwood MDUS flag
7.9
Good
From $241
$
Info
Categories
Small
Dog Friendly
Parking
Annapolitan Bed & Breakfast main photo
Annapolitan Bed & Breakfast
10.5 km from Shady Side
Bed & Breakfast in Annapolis MDUS flag
8.4
Very Good
From $224
$
Info
Categories
Small
Inn on Main Annapolis main photo
Inn on Main Annapolis
10.6 km from Shady Side
Bed & Breakfast in Annapolis MDUS flag
8.3
Very Good
From $153
$
Small
Located on Main Street in Annapolis, this bed and breakfast provides a cozy and intimate experience. Its central location and personalized service contribute to a charming stay.
Reynolds Tavern main photo
Reynolds Tavern
10.6 km from Shady Side
Bed & Breakfast in Annapolis MDUS flag
0.0
$
Info
Categories
Small
Free Wi-Fi
3 Star
Capital Hotel Annapolis main photo
Capital Hotel Annapolis
10.6 km from Shady Side
Hotel in Annapolis MDUS flag
8.7
Very Good
$
Small
Located in State Circle, this hotel offers a central and convenient location. Its proximity to Annapolis attractions and cozy atmosphere make it a suitable choice.
Gibson's Inn at Gate One main photo
Gibson's Inn at Gate One
10.6 km from Shady Side
Inn in Annapolis MDUS flag
0.0
$
Info
Categories
Small
Dog Friendly
Free Wi-Fi
Academy Bed & Breakfast main photo
Academy Bed & Breakfast
10.7 km from Shady Side
Bed & Breakfast in Annapolis MDUS flag
9.1
Excellent
From $492
$
Info
Categories
Small
Boutique-Style
Nightlife
134 Prince - Luxury Boutique Hotel main photo
134 Prince - Luxury Boutique Hotel
10.7 km from Shady Side
Hotel in Annapolis MDUS flag
9.5
Excellent
From $492
$
Small
Located in downtown Annapolis, 134 Prince offers a luxury residential retreat with spacious common areas and elegant gardens. The suites are designed with different styles characteristic of Annapolis's rich history. It is praised for its pristine location, world-class interior design, and unmatched personal service.
Residence Inn by Marriott Annapolis main photo
Residence Inn by Marriott Annapolis
10.7 km from Shady Side
Hotel in Annapolis MDUS flag
8.6
Very Good
$
Info
Categories
Small
Business
Parking
EV charging stations
Fairfield by Marriott Inn & Suites Annapolis main photo
Fairfield by Marriott Inn & Suites Annapolis
10.7 km from Shady Side
Hotel in Annapolis MDUS flag
7.9
Good
$
Info
Categories
Small
Business
Parking
EV charging stations
Flag House Inn main photo
Flag House Inn
10.7 km from Shady Side
Inn in Annapolis MDUS flag
9.0
Excellent
From $265
$
Small
Located on Randall St, Flag House Inn is an inn that provides a cozy and intimate experience. Its location and personalized service contribute to a charming stay.
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 96 hotels in and around Shady Side
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Small Hotels, B&Bs, Inns, Guesthouses in Shady Side MD