Hotels in Shady Side

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Check prices for these dates

Tonight
Jan 15 - Jan 16
Tomorrow
Jan 16 - Jan 17
This weekend
Jan 16 - Jan 18
Next weekend
Jan 23 - Jan 25

Where to stay in Shady Side?

Outdoor wedding area
Rod 'N' Reel Resort
Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1,000 reviews)
The price is $84
$113 total
includes taxes & fees
Jan 21 - Jan 22
Rod 'N' Reel Resort
Exterior
Knapps Narrows Marina & Inn
Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (366 reviews)
The price is $100
$110 total
includes taxes & fees
Jan 17 - Jan 18
Knapps Narrows Marina & Inn
Lobby
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, (1,001 reviews)
The price is $91
$104 total
includes taxes & fees
Feb 8 - Feb 9
Country Inn & Suites by Radisson, Annapolis, MD
Reception
Home2 Suites By Hilton Capitol Heights Washington Dc
Home2 Suites By Hilton Capitol Heights Washington Dc
3.0 star property
Capitol Heights
The price is $114
$129 total
includes taxes & fees
Jan 21 - Jan 22
Home2 Suites By Hilton Capitol Heights Washington Dc
Reception
Kent Island Resort
Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (130 reviews)
The price is $118
$166 total
includes taxes & fees
Jan 19 - Jan 20
Kent Island Resort
Lobby
Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,016 reviews)
The price is $89
$102 total
includes taxes & fees
Feb 2 - Feb 3
Hilton Garden Inn Annapolis Downtown
Property amenity
Courtyard by Marriott Annapolis
Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,000 reviews)
The price is $84
$96 total
includes taxes & fees
Feb 1 - Feb 2
Courtyard by Marriott Annapolis
Exterior
Wylder Tilghman Island
Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (91 reviews)
The price is $119
$175 total
includes taxes & fees
Jan 21 - Jan 22
Wylder Tilghman Island
Front of property
St Michaels Inn
St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,000 reviews)
The price is $101
$111 total
includes taxes & fees
Jan 18 - Jan 19
St Michaels Inn
Indoor pool
Best Western Kent Narrows Inn
Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,001 reviews)
The price is $83
$93 total
includes taxes & fees
Jan 21 - Jan 22
Best Western Kent Narrows Inn
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets
Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (867 reviews)
The price is $88
$98 total
includes taxes & fees
Jan 19 - Jan 20
Quality Inn Grasonville near Kent Island
Reception
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,000 reviews)
The price is $75
$86 total
includes taxes & fees
Feb 8 - Feb 9
DoubleTree by Hilton Hotel Annapolis
Terrace/patio
Fairfield Inn & Suites By Marriott Annapolis
Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (171 reviews)
The price is $101
$115 total
includes taxes & fees
Jan 19 - Jan 20
Fairfield Inn & Suites By Marriott Annapolis
Dinner served, American cuisine
Comfort Inn Conference Center
Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,001 reviews)
The price is $98
$111 total
includes taxes & fees
Feb 2 - Feb 3
Comfort Inn Conference Center
Front of property
Anchored Inn at Hidden Harbour Marina
Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (473 reviews)
The price is $149
$170 total
includes taxes & fees
Jan 18 - Jan 19
Anchored Inn at Hidden Harbour Marina
Lobby
Candlewood Suites Annapolis by IHG
Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (191 reviews)
The price is $84
$96 total
includes taxes & fees
Jan 17 - Jan 18
Candlewood Suites Annapolis by IHG
Lobby
Hilton Garden Inn Annapolis
Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very Good, (1,000 reviews)
The price is $81
$92 total
includes taxes & fees
Feb 1 - Feb 2
Hilton Garden Inn Annapolis
Exterior
Microtel Inn & Suites by Wyndham Gambrills
Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.0 out of 10, Wonderful, (1,000 reviews)
The price is $78
$89 total
includes taxes & fees
Jan 25 - Jan 26
Microtel Inn & Suites by Wyndham Gambrills
Front of property - evening/night
The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (433 reviews)
The price is $156
$199 total
includes taxes & fees
Feb 1 - Feb 2
The Inn at Chesapeake Bay Beach Club
Dining
Best Western Annapolis
Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,000 reviews)
The price is $68
$78 total
includes taxes & fees
Feb 8 - Feb 9
Best Western 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.
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Top landmarks in Shady Side

Shadyside Park

Shadyside Park is 0.4 mi (0.6 km) from central Shady Side, why not stop by during your stay. Our travelers also like this walkable area for its port and restaurants.If you like Shadyside Park, you'll love Maryland Quiet Waters Park and Ellen O. Moyer Nature Park at Back Creek, both just a short drive away.
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Captain Avery Museum

Captain Avery Museum is 0.5 mi (0.8 km) from central Shady Side, why not stop by during your stay. Why not take a stroll along the port and watch the sunset while you're here? If you want to experience more of the culture Shady Side has to offer, head to Shadyside Park, Franklin Point State Park, and Triton Beach.
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Check out reviews of Shady Side hotels guests love

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Clean room, staff was very friendly and kept in touch throughout stay, to see if I needed anything. Highly recommended staying here"
raymond 2-night trip
Posted 3 days ago
Historic Inns of Annapolis

Frequently asked questions

What hotels do travelers like in Shady Side?
Guests like DoubleTree by Hilton Hotel Annapolis, Graduate by Hilton Annapolis and Historic Inns of Annapolis.
Can I book a refundable hotel in Shady Side?
If you need the flexibility to change your plans to Shady Side, most properties provide refundable* bookable rates. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Shady Side if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, browse our selection of 10 vacation homes.
What will the weather in Shady Side be like during my vacation?
The warmest months in Shady Side are usually July and August with an average temp of 75°F. January and February are the chilliest months when the average temp is 40°F. The rainiest months are July and August.
Why should I book my Shady Side accommodation with Hotels.com?
There are plenty of reasons to book your Shady Side travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.