Shady Side Travel Guide

Tourist Guide

A river with boats, a marina, and a town with houses and buildings.
An aerial view of a beach with clear water, a sandy shore, and visible footprints.
Lovely bay views with kayaks, bikes, fire pit, crabbing & more

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

Shady Side MD
Stay at this family-friendly holiday home in Shady Side. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Shadyside Park and Captain Avery ...
9.6/10 Exceptional! (44 reviews)
"Family members used this property for a home base so we could take day trips to Annapolis, DC and other small towns. Nice home with comfortable beds, nice linens and a fully stocked kitchen in a quiet neighborhood. The wood floors & fenced back yard were great for our dog, also appreciated the off-street ..."

Reviewed on 17 Oct 2026

Lovely bay views with kayaks, bikes, fire pit, crabbing & more
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

3 out of 5
55 Hampton Park Blvd Capitol Heights MD
The price is AU$137 per night from 10 Nov to 11 Nov
AU$137
10 Nov - 11 Nov
includes taxes & fees
Stay at this business-friendly hotel in Capitol Heights. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the clean rooms in their reviews. ...
6.2/10 (2,000 reviews)
"Hotel is very outdated. Breakfast is standard continental nothing spectacular. The price was good for the proximity to the commanders stadium. Didn’t enjoy anything else about the stay."

Reviewed on 4 Nov 2026

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
The price is AU$188 per night from 15 Nov to 16 Nov
AU$188
15 Nov - 16 Nov
includes taxes & fees
Stay at this historic hotel in Annapolis. Enjoy free Wi-Fi, room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...
Historic Inns of Annapolis
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.
Lovely bay views with kayaks, bikes, fire pit, crabbing & more

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

Shady Side MD
Stay at this family-friendly holiday home in Shady Side. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Shadyside Park and Captain Avery ...
9.6/10 Exceptional! (44 reviews)
"Family members used this property for a home base so we could take day trips to Annapolis, DC and other small towns. Nice home with comfortable beds, nice linens and a fully stocked kitchen in a quiet neighborhood. The wood floors & fenced back yard were great for our dog, also appreciated the off-street ..."

Reviewed on 17 Oct 2026

Lovely bay views with kayaks, bikes, fire pit, crabbing & more
Waterfront Estate Renting 4BR Guest Cottage w/waterviews of Magothy River

Waterfront Estate Renting 4BR Guest Cottage w/waterviews of Magothy River

Arnold MD
Stay at this cottage in Arnold. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Annapolis City Dock and Bay Hills Golf Club are located ...
10/10 Exceptional! (5 reviews)
"Great location, excellent quality accommodations. Host communication was quick and helpful."

Reviewed on 27 Oct 2026

Waterfront Estate Renting 4BR Guest Cottage w/waterviews of Magothy River
Cute, Cozy 2-bedroom house near Annapolis with water access

Cute, Cozy 2-bedroom house near Annapolis with water access

Crownsville MD
Stay at this holiday home in Crownsville. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Joyces Marina and B&A Trail are located ...
9.8/10 Exceptional! (31 reviews)
"Very nice place, clean and updated! We enjoyed our time there"

Reviewed on 1 Nov 2026

Cute, Cozy 2-bedroom house near Annapolis with water access
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.

Stay near popular Shady Side attractions