Hotels in Shady Side

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Check prices for these dates

Tonight
Mar 28 - Mar 29
Tomorrow
Mar 29 - Mar 30
Next weekend
Apr 3 - Apr 5
In two weeks
Apr 10 - Apr 12

Where to stay in Shady Side?

View from property
Knapps Narrows Marina & Inn
Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (375 reviews)
  • cleanliness
    Enjoy Chesapeake Bay marina views with kayaking and seasonal outdoor pool.
The price is $100
$110 total
includes taxes & fees
Mar 29 - Mar 30
Knapps Narrows Marina & Inn
Reception
Kent Island Resort
Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (134 reviews)
The price is $119
$162 total
includes taxes & fees
Mar 29 - Mar 30
Kent Island Resort
Lobby
Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (885 reviews)
  • cleanliness
    A peaceful stay near Chesapeake Bay with free breakfast and outdoor pool.
The price is $97
$107 total
includes taxes & fees
Mar 29 - Mar 30
Quality Inn Grasonville near Kent Island
Outdoor wedding area
Rod 'N' Reel Resort
Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1,004 reviews)
The price is $119
$152 total
includes taxes & fees
Mar 29 - Mar 30
Rod 'N' Reel Resort
Bar (on property)
Anchored Inn at Hidden Harbour Marina
Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (478 reviews)
The price is $169
$193 total
includes taxes & fees
Mar 29 - Mar 30
Anchored Inn at Hidden Harbour Marina
Exterior
George Brooks House B&B
George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (70 reviews)
  • cleanliness
    Victorian charm just steps from St. Michaels attractions with outdoor pool.
The price is $160
$176 total
includes taxes & fees
Mar 30 - Mar 31
George Brooks House B&B
Exterior
Wylder Tilghman Island
Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (93 reviews)
The price is $128
$185 total
includes taxes & fees
Apr 6 - Apr 7
Wylder Tilghman Island
House (3 Bedrooms) | Interior
Waterfront Annapolis Home: Fire Pit & Fishing Pier
Waterfront Annapolis Home: Fire Pit & Fishing Pier
3.0 star property
Annapolis
Waterfront Annapolis Home: Fire Pit & Fishing Pier
Basic Single Room | Desk, laptop workspace, blackout drapes, free WiFi
Rips Country Inn
Rips Country Inn
2.5 star property
Bowie
6.6 out of 10, (63 reviews)
  • cleanliness
    Gateway to Fort Meade with homestyle dining and cozy accommodations nearby.
The price is $81
$92 total
includes taxes & fees
Mar 30 - Mar 31
Rips Country Inn
Exterior
Microtel Inn & Suites by Wyndham Gambrills
Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.0 out of 10, Wonderful, (1,051 reviews)
  • cleanliness
    Modern lodgings with convenient free parking near Regal Waugh Chapel.
The price is $81
$92 total
includes taxes & fees
Apr 12 - Apr 13
Microtel Inn & Suites by Wyndham Gambrills
Reception
St Michaels Inn
St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Relax in a peaceful inn near St. Michaels Village with a seasonal outdoor pool.
The price is $112
$123 total
includes taxes & fees
Mar 31 - Apr 1
St Michaels Inn
Lobby
Candlewood Suites Annapolis by IHG
Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (221 reviews)
  • cleanliness
    Boutique lodging near Annapolis Harbor with peaceful environment and hiking trails.
The price is $88
$105 total
includes taxes & fees
Apr 2 - Apr 3
Candlewood Suites Annapolis by IHG
Indoor pool
Best Western Kent Narrows Inn
Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,002 reviews)
  • cleanliness
    Waterfront hotel with stunning sunset views and indoor pool near hiking trails.
The price is $101
$112 total
includes taxes & fees
Apr 5 - Apr 6
Best Western Kent Narrows Inn
Free daily buffet breakfast
Sonesta ES Suites Annapolis
Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Wake to spacious comfort and easy access to Naval Academy 10 minutes away.
The price is $89
$102 total
includes taxes & fees
Mar 29 - Mar 30
Sonesta ES Suites Annapolis
Seasonal outdoor pool, pool umbrellas, sun loungers
The Inn at Tacaro Estate
The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.4 out of 10, Exceptional, (12 reviews)
  • cleanliness
    Vineyard retreat with seasonal pool and hot tub in tranquil Tracys Landing.
The price is $286
$326 total
includes taxes & fees
Mar 29 - Mar 30
The Inn at Tacaro Estate
Porch
Parsonage Inn
Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (131 reviews)
  • cleanliness
    Stay in a charming B&B in St. Michaels, with free breakfast and nearby trails.
The price is $149
$164 total
includes taxes & fees
Mar 30 - Mar 31
Parsonage Inn
Outdoor banquet area
The Tilghman Island Inn
The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (125 reviews)
  • cleanliness
    Immerse in serenity along Chesapeake Bay with stunning water views and island charm.
The price is $225
$248 total
includes taxes & fees
Mar 29 - Mar 30
The Tilghman Island Inn
Terrace/patio
Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Waterfront hotel with an indoor pool, where stunning bay views greet you every day.
The price is $139
$154 total
includes taxes & fees
Apr 2 - Apr 3
Hilton Garden Inn Kent Island Marina
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, (1,006 reviews)
  • cleanliness
    Country Inn and Suites provides peaceful stays near Annapolis attractions.
The price is $93
$106 total
includes taxes & fees
Apr 5 - Apr 6
Country Inn & Suites by Radisson, Annapolis, MD
Dinner served, American cuisine
Comfort Inn Conference Center
Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Convenient Bowie hotel with seasonal pool and cozy dining near Allen Pond Park.
The price is $99
$112 total
includes taxes & fees
Apr 6 - Apr 7
Comfort Inn Conference 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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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 Triton Beach, Shadyside Park, and Galesville Heritage Museum.
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Check out reviews of Shady Side hotels guests love

Comfort Inn Largo-Washington DC East

Comfort Inn Largo-Washington DC East

10/10 Excellent
"Great"
Jukell 2-night trip
Posted 1 hour ago
Comfort Inn Largo-Washington DC East

Frequently asked questions

What hotels do travelers like in Shady Side?
Guests like Graduate by Hilton Annapolis, Historic Inns of Annapolis and Hilton Garden Inn Annapolis Downtown.
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 11 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.