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

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Check prices for these dates

Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct
In one month
6 Nov - 8 Nov
In two months
4 Dec - 6 Dec
No exact matches found, but these alternatives could be just right

Recommended hotels in Shady Side

A deck with outdoor furniture, a red door, and a house with windows.

1. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
Shady Side
9.0 out of 10, Wonderful, (2 reviews)
"The location was spectacular, the host was communicative, and we had a great time! A beautiful and clean home with everything needed to make a trip a success. One small issue with some needed essentials meant a quick run to the store (TP!) but otherwise a great location, great stay, and would stay again!"
United States
David S.
The price is HK$720
HK$2,145 total
includes taxes & fees
11 Oct - 12 Oct
3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
A modern kitchen with a large window, a dishwasher, and a ceiling fan.

2. Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!
Shady Side
10.0 out of 10, Exceptional, (5 reviews)
"Our family enjoyed staying at the Sunset Cottage. It was clean, had everything we needed for a great trip and the communion was amazing."
United States
Michelle H.
The price is HK$1,774
HK$3,766 total
includes taxes & fees
10 Nov - 11 Nov
Sunset Cottage - West River Access and Views!
A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

3. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,243 reviews)
"My favorite place to stay in Annapolis"
United States
Michele
The price is HK$869
HK$990 total
includes taxes & fees
19 Oct - 20 Oct
DoubleTree by Hilton Hotel Annapolis
A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.

4. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (2,039 reviews)
"Would stay again"
United States
Ashley
The price is HK$729
HK$1,099 total
includes taxes & fees
30 Oct - 31 Oct
Historic Inns of Annapolis
A modern hotel kitchen with a central island, seating area, and various kitchen appliances.

5. Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,005 reviews)
"Friendly and respectful staff, clean premises, well stocked breakfast, rooms need better maintenance."
United States
Silvia
The price is HK$622
HK$709 total
includes taxes & fees
13 Oct - 14 Oct
Best Western Annapolis
An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.

6. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,005 reviews)
"Great location"
United States
Jose
The price is HK$824
HK$939 total
includes taxes & fees
25 Oct - 26 Oct
Crowne Plaza Annapolis by IHG
A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.

7. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,003 reviews)
"Room was big, staff was very nice, breakfast was good, would stay again."
United States
Philip
The price is HK$714
HK$814 total
includes taxes & fees
29 Oct - 30 Oct
Sonesta ES Suites Annapolis
A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.

8. 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, (1,043 reviews)
"Clean room, friendly staff, convenient location for our road trip!"
United States
Catherine
The price is HK$716
HK$816 total
includes taxes & fees
1 Nov - 2 Nov
Country Inn & Suites by Radisson, Annapolis, MD
A modern hotel room with a large bed, a separate bathroom with a bathtub, a desk, and a microwave.

9. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
Annapolis
8.4 out of 10, Very good, (1,001 reviews)
"We stayed for 3 nights and we had a good experience."
Canada
Omer
The price is HK$746
HK$850 total
includes taxes & fees
9 Nov - 10 Nov
Holiday Inn Express & Suites Annapolis by IHG
A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.

10. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,000 reviews)
"The breakfast had a nice variety of food"
United States
Lisa
The price is HK$934
HK$1,065 total
includes taxes & fees
1 Nov - 2 Nov
SpringHill Suites by Marriott Annapolis
A modern lobby with a seating area, a fireplace, and a bookshelf.

11. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,000 reviews)
"Loved everything about it but especially the staff was so friendly and accommodating!"
United Kingdom
petra
The price is HK$830
HK$946 total
includes taxes & fees
25 Oct - 26 Oct
Hilton Garden Inn Annapolis Downtown
An outdoor patio with tables, chairs, and a fire feature.

12. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
8.8 out of 10, Excellent, (244 reviews)
"Nice hotel"
United States
Imola
The price is HK$777
HK$886 total
includes taxes & fees
13 Oct - 14 Oct
Fairfield Inn & Suites By Marriott Annapolis
A hotel room with a flat-screen TV, a desk with a chair, a framed picture on the wall, a lamp, and an air conditioning unit.

13. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,000 reviews)
"Nice place to stay friendly service"
United States
Glenn
The price is HK$727
HK$829 total
includes taxes & fees
9 Nov - 10 Nov
Hilton Garden Inn Annapolis
A multi-story hotel with a central entrance, a landscaped garden with flowers, and a metal sculpture.

14. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (516 reviews)
"Was a great experience, the scenery was amazing. Can’t wait to go back when it’s not raining to enjoy it all! Staff were friendly and made sure we were aware of all that was available for us to enjoy!"
United States
Beverly
The price is HK$1,456
HK$1,659 total
includes taxes & fees
11 Oct - 12 Oct
Anchored Inn at Hidden Harbour Marina
A patio with a barbecue grill, outdoor seating, and a small garden area with yellow flowers.

15. TownePlace Suites Bowie Town Center

TownePlace Suites Bowie Town Center
3.0 star property
Bowie
9.2 out of 10, Wonderful, (667 reviews)
"nice clean room and grounds"
United States
Dominick
The price is HK$777
HK$878 total
includes taxes & fees
28 Oct - 29 Oct
TownePlace Suites Bowie Town Center
A marina with boats docked at wooden piers, surrounded by greenery.

16. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (398 reviews)
"We loved everything about the place"
United States
BARBARA
The price is HK$1,177
HK$1,295 total
includes taxes & fees
11 Oct - 12 Oct
Knapps Narrows Marina & Inn
A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.

17. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very good, (1,000 reviews)
"Friendly staff, clean room, great breakfast"
United States
Courtney
The price is HK$766
HK$873 total
includes taxes & fees
18 Oct - 19 Oct
Hampton Inn & Suites Annapolis
A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.

18. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,000 reviews)
"The staff were super friendly."
United States
Jim
The price is HK$787
HK$897 total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Annapolis
A bar area with multiple seating options, including bar stools and tables, and a variety of bottles and glasses on shelves.

19. Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,009 reviews)
"Clean room, great staff, good breakfast and enjoyable pool would stay here again."
United States
Gloria
The price is HK$855
HK$967 total
includes taxes & fees
12 Oct - 13 Oct
Comfort Inn Conference Center
A modern living room with a large window, a dining area, and a kitchen in the background.

20. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (320 reviews)
"The property was very clean and staff was friendly."
United States
Darren
The price is HK$730
HK$871 total
includes taxes & fees
25 Oct - 26 Oct
Candlewood Suites Annapolis by IHG
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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Top Shady Side Hotel Reviews

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

10/10 Excellent
"Had an amazing stay here. The room was spotlessly clean from top to bottom. The linens were fresh, the bathroom was pristine, and everything felt completely sanitized. It’s rare to find a property that pays such close attention to detail. Fantastic housekeeping service!"
Shannon 1-night trip
Posted 1 hour ago
The Inn at Chesapeake Bay Beach Club

Find out more about Shady Side

Shady Side Inns information

Number of reviews
6,204
Accommodation
1 Inns
Lowest Price
HK$709
Highest Price
HK$3,766

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