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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 lakeside cabin with a dock leading to a small boat, surrounded by trees and a stone wall.

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 $293
CA $582 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 10 - Nov 11
3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
A hotel with a covered entrance, large columns, and a brick facade.

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 $141 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Express & Suites Annapolis by IHG
A Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.

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, (1,058 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 30 - Dec 1
Country Inn & Suites by Radisson, Annapolis, MD
A modern hotel with a flat roof and a sign reading "SPRINGHILL SUITES BY MARRIOTT".

5. 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 $142
CA $162 total
includes taxes & fees
Nov 29 - Nov 30
SpringHill Suites by Marriott Annapolis
A Best Western hotel with a modern facade, entrance with glass doors, and a parking area.

6. Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,001 reviews)
"Clean comfy bed"
United States
Dawnmarie
The price is CA $111
CA $126 total
includes taxes & fees
Nov 22 - Nov 23
Best Western Annapolis
A patio area with a stone fire pit, outdoor furniture, and a covered seating area.

7. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,004 reviews)
"Very quiet great location."
United States
Panagiotis
The price is CA $116
CA $133 total
includes taxes & fees
Nov 29 - Nov 30
Sonesta ES Suites Annapolis
A DoubleTree by Hilton hotel entrance with a brick facade, a gated driveway, and a clear sky.

8. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,270 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 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
Nov 29 - Nov 30
Anchored Inn at Hidden Harbour Marina
A multi-story hotel with a brick facade, large windows, and an American flag.

10. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,008 reviews)
"Great location"
United States
Jose
The price is CA $141
CA $161 total
includes taxes & fees
Nov 10 - Nov 11
Crowne Plaza Annapolis by IHG
A historic brick building with a red roof, multiple windows, and a central staircase.

11. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (2,059 reviews)
"Great location, excellent stay"
United States
Christiaan
The price is CA $102
CA $164 total
includes taxes & fees
Dec 6 - Dec 7
Historic Inns of Annapolis
A marina with boats docked at wooden piers, surrounded by greenery.

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 17 - Nov 18
Hampton Inn & Suites Annapolis
A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.

14. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,002 reviews)
"We good stay"
United States
Mike
The price is CA $135
CA $154 total
includes taxes & fees
Nov 22 - Nov 23
Courtyard by Marriott Annapolis
An outdoor patio with tables and chairs, a brick floor, and a building with a green roof in the background.

15. 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 22 - Nov 23
Hilton Garden Inn Annapolis
A circular fire pit surrounded by outdoor seating with a brick wall and a multi-story building in the background.

16. TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (143 reviews)
"It was AMAZING to stay there !!!"
United States
Nkusu Lauren
The price is CA $141
CA $161 total
includes taxes & fees
Nov 22 - Nov 23
TownePlace Suites by Marriott Annapolis
A hotel room with a flat-screen TV, a sofa, a chair, a small table, and a balcony with outdoor furniture.

17. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,006 reviews)
"Great location, friendly staff."
United States
Joel
The price is CA $148
CA $168 total
includes taxes & fees
Dec 2 - Dec 3
Hilton Garden Inn Annapolis Downtown
An outdoor patio with a covered seating area, grill stations, and planters.

18. 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 22 - Nov 23
Candlewood Suites Annapolis by IHG
A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.

19. 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 $183
CA $208 total
includes taxes & fees
Nov 29 - Nov 30
Graduate by Hilton Annapolis
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 30 - Dec 1
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 historic brick building with a red roof, multiple windows, and a central staircase.
Historic Inns of Annapolis

Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District

10/10 Excellent

Great hotel great location. Friendly staff
Canada
Kelly
Reviewed April 29, 2026
Historic Inns of Annapolis

Frequently Asked Questions

What are some of the best RV parks around Shady Side?

Dock, Dine, & Unwind: The Ultimate Waterfront Glamp Spot is a favorite choice for your stay near Shady Side, featuring onsite parking. If you've fallen in love with the idea of a home on wheels, you might enjoy the barbecue grills available at this campground.

What makes RV parks in Shady Side special?

If you're planning an RV adventure to Shady Side, staying in an RV park is an excellent way to see the area. Travelers like this area for both its shopping and its restaurants. After you've settled in at the RV park in Shady Side, get out into nature and make it a memorable trip.

What should I see when I'm in Shady Side?

If you'd like to find some ways to explore Shady Side while making good use of your travel budget, this destination has lots to offer. Spots where you'll find the natural beauty on display include Northern Chesapeake Bay, Chesapeake Bay, and Shadyside Park. Other places not to be missed include Captain Avery Museum and Franklin Point State Park.

What's it like staying in an RV park in Shady Side?

Booking a spot in an RV park is a fun and convenient alternative for your trip to Shady Side. This type of accommodation offers you spacious grounds to park your RV and stay overnight where you're close to nature. Relax with your fellow travelers and enjoy the extras provided by many RV parks, such as laundry areas, Wi-Fi, and barbecue areas.

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