Search Inns in Shady Side from CA $94

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Shady Side

A modern kitchen with a large window, a dishwasher, and a ceiling fan.

1. Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!
Shady Side
9.8 out of 10, Exceptional, (6 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 CA $292
CA $610 total
includes taxes & fees
Dec 1 - Dec 2
Sunset Cottage - West River Access and Views!
A deck with outdoor furniture, a red door, and a house with windows.

2. 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 CA $239
CA $502 total
includes taxes & fees
Nov 9 - Nov 10
3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
A modern hotel room with a large bed, a separate bathroom with a bathtub, a desk, and a microwave.

3. 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)
"Great breakfast and hot tub"
United States
Marc
The price is CA $123
CA $140 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Express & Suites Annapolis by IHG
A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.

4. 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, (1,057 reviews)
"I have stayed here before. Very nice hotel cause it is in a great location."
United States
Michael
The price is CA $122
CA $139 total
includes taxes & fees
Nov 29 - Nov 30
Country Inn & Suites by Radisson, Annapolis, MD
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, (1,000 reviews)
"Clean comfy bed"
United States
Dawnmarie
The price is CA $95
CA $108 total
includes taxes & fees
Nov 23 - Nov 24
Best Western Annapolis
A modern hotel with a flat roof and a sign reading "SPRINGHILL SUITES BY MARRIOTT".

6. 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 hotel is close to lots of shopping and dining options."
United States
FRANK
The price is CA $141
CA $161 total
includes taxes & fees
Nov 29 - Nov 30
SpringHill Suites by Marriott Annapolis
A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

7. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,267 reviews)
"Excellent staff & service!"
United States
Michele
The price is CA $125
CA $142 total
includes taxes & fees
Nov 10 - Nov 11
DoubleTree by Hilton Hotel Annapolis
A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.

8. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,002 reviews)
"Very quiet great location."
United States
Panagiotis
The price is CA $115
CA $131 total
includes taxes & fees
Nov 29 - Nov 30
Sonesta ES Suites Annapolis
A multi-story hotel with a central entrance, a landscaped garden with flowers, and a metal sculpture.

9. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (522 reviews)
"Everything was great"
United States
sherman
The price is CA $225
CA $257 total
includes taxes & fees
Dec 1 - Dec 2
Anchored Inn at Hidden Harbour Marina
A swimming pool with a clear blue water, surrounded by lounge chairs and a glass wall.

10. 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 CA $141
CA $161 total
includes taxes & fees
Nov 26 - Nov 27
Crowne Plaza Annapolis by IHG
A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.

11. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (2,057 reviews)
"Great location, excellent stay"
United States
Christiaan
The price is CA $120
CA $184 total
includes taxes & fees
Nov 16 - Nov 17
Historic Inns of Annapolis
A marina with several boats docked, a building with multiple levels, and a calm water surface reflecting the structures.

12. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (402 reviews)
"We are boaters so love the atmosphere of staying in a marina with a boat yard. The sunsets were beautiful there. Make sure you get a room facing the bay."
United States
Joan
The price is CA $140
CA $154 total
includes taxes & fees
Nov 8 - Nov 9
Knapps Narrows Marina & Inn
A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.

13. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very good, (1,005 reviews)
"Great location, many shops, restaurants, the breakfast at this location is the best we experienced in many Hampton Inns. The lady that takes care of breakfast there is the best"
United States
Christopher
The price is CA $123
CA $140 total
includes taxes & fees
Nov 18 - Nov 19
Hampton Inn & Suites Annapolis
A modern lobby with a reception desk, seating area, and potted plants.

14. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,001 reviews)
"The room was clean, the staff were wonderful, we didn't do breakfast and we were charged $8.00 a day for parking."
United States
Walter
The price is CA $122
CA $139 total
includes taxes & fees
Nov 17 - Nov 18
Hilton Garden Inn Annapolis
A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.

15. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,001 reviews)
"We good stay"
United States
Mike
The price is CA $135
CA $154 total
includes taxes & fees
Nov 29 - Nov 30
Courtyard by Marriott Annapolis
A modern living room with a large window, a dining area, and a kitchen in the background.

16. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (329 reviews)
"Good choice for a quick trip"
United States
Jose
The price is CA $117
CA $141 total
includes taxes & fees
Nov 29 - Nov 30
Candlewood Suites Annapolis by IHG
Lobby

17. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,005 reviews)
"Great location, friendly staff."
United States
Joel
The price is CA $145
CA $165 total
includes taxes & fees
Dec 2 - Dec 3
Hilton Garden Inn Annapolis Downtown
A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.

18. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,007 reviews)
"Brunch was the best we had the whole trip! Excellent food and wonderful staff."
United States
REBECCA
The price is CA $182
CA $208 total
includes taxes & fees
Nov 29 - Nov 30
Graduate by Hilton Annapolis
Two Adirondack chairs facing a calm body of water with a clear sky above.

19. 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, (1,000 reviews)
"A wonderful stay! Already planning a trip for next year!"
United States
Michelle
The price is CA $127
CA $141 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express Annapolis East-Kent Island by IHG
A patio with a barbecue grill, outdoor seating, and a small garden area with yellow flowers.

20. TownePlace Suites Bowie Town Center

TownePlace Suites Bowie Town Center
3.0 star property
Bowie
9.2 out of 10, Wonderful, (671 reviews)
"Friendly staff!"
United States
Kara
The price is CA $138
CA $156 total
includes taxes & fees
Nov 29 - Nov 30
TownePlace Suites Bowie Town Center
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

Love dining out, parks, and museums? Get away to Shady Side!

See all hotels in Shady Side
A river with boats, a marina, and a town with houses and buildings.

Top reviews in Shady Side

A multi-story hotel with a central entrance, a landscaped garden with flowers, and a metal sculpture.
Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
Deale

10/10 Excellent

G
Canada
Valerie
Reviewed July 27, 2026
Anchored Inn at Hidden Harbour Marina

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