Shady Side accommodation from AU$154

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Check hotel availability in Shady Side

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Top hotel deals in Shady Side

Crowne Plaza Annapolis, an IHG Hotel

Crowne Plaza Annapolis, an IHG Hotel

3.5 out of 5
173 Jennifer Rd, Annapolis, MD
The price is AU$208 per night
AU$208
includes taxes & fees
13 Jan - 14 Jan 2025
16.38 km from city centre
Crowne Plaza Annapolis, an IHG Hotel: Business-friendly hotel with free WiFi and free parking. Guests love the helpful staff!
Parking included
Free WiFi
Free cancellation
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

2.5 out of 5
55 Hampton Park Blvd, Capitol Heights, MD
The price is AU$154 per night
AU$154
includes taxes & fees
2 Jan - 3 Jan 2025
30 km from city centre
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway: Pet-friendly hotel with free breakfast and free WiFi. Located in the business district.
Pool
Breakfast included
Free cancellation
Reserve now, pay when you stay
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St, Annapolis, MD
The price is AU$236 per night
AU$236
includes taxes & fees
2 Jan - 3 Jan 2025
15.21 km from city centre
Graduate by Hilton Annapolis: Pet-friendly hotel with free WiFi and a bar/lounge. Located in the business district.
Pet-friendly
Free WiFi
Free cancellation
Reserve now, pay when you stay
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
The price is AU$334 per night
AU$334
includes taxes & fees
30 Dec - 31 Dec
15.39 km from city centre
Historic Inns of Annapolis: Pet-friendly hotel with free WiFi and a bar/lounge. Located in the business district.
Pet-friendly
Free WiFi
Free cancellation
Reserve now, pay when you stay
The Westin Annapolis

The Westin Annapolis

4 out of 5
100 Westgate Cir, Annapolis, MD
The price is AU$309 per night
AU$309
includes taxes & fees
5 Jan - 6 Jan 2025
15.01 km from city centre
The Westin Annapolis: Pet-friendly hotel with an indoor pool and a bar/lounge. Located in the historical district.
Pool
Spa
Free cancellation
Reserve now, pay when you stay
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr, Edgewater, MD
The price is AU$192 per night
AU$192
includes taxes & fees
31 Dec - 1 Jan 2025
15.05 km from city centre
Sonesta ES Suites Annapolis: Pet-friendly hotel with free breakfast and free WiFi. Located in the historical district.
Pool
Breakfast included
Free cancellation
Reserve now, pay when you stay
Comfort Inn Conference Center

Comfort Inn Conference Center

2.5 out of 5
4500 Crain Hwy, Bowie, MD
The price is AU$177 per night
AU$177
includes taxes & fees
29 Dec - 30 Dec
21.68 km from city centre
Comfort Inn Conference Center: Pet-friendly hotel with free breakfast and free WiFi. Located in a shopping district.
Pool
Breakfast included
Free cancellation
Reserve now, pay when you stay
SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

3 out of 5
189 Admiral Cochrane Drive, Annapolis, MD
The price is AU$208 per night
AU$208
includes taxes & fees
26 Dec - 27 Dec
14.91 km from city centre
SpringHill Suites by Marriott Annapolis: Business-friendly hotel with free breakfast and free WiFi. Located in the business district.
Pool
Hot tub
Free cancellation
Reserve now, pay when you stay
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St, Annapolis, MD
The price is AU$393 per night
AU$393
includes taxes & fees
12 Jan - 13 Jan 2025
15.08 km from city centre
Annapolis Waterfront Hotel, Autograph Collection: Pet-friendly hotel with free WiFi and a bar/lounge. Located in the city centre.
Pet-friendly
Free WiFi
Free cancellation
Reserve now, pay when you stay
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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.

Accommodation in Shady Side

Accommodations in Shady Side itself are a bit limited. Thankfully, Wotif lists some options within the wider area. Within driving distance, there are approximately 39 hotels.

Although it may be a bit of a hike, you should look into the Annapolis Waterfront Hotel, Autograph Collection and the Historic Kent Manor Inn. It's wise to also consider the Loews Annapolis Hotel and The Tilghman Island Inn.

If you don't mind spending a few nights 16 kilometres outside of the center of town, explore the suburb of Annapolis. It has 22 places to stay, such as The Westin Annapolis and O'Callaghan Annapolis Hotel.

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For more options, look at the Lazyjack Inn on Dogwood Harbor and the Lowes Wharf Marina Inn. They are located 20 kilometres and 18 kilometres respectively from the main center. If those two aren't what you're looking for, try the Hilton Garden Inn Kent Island or the Best Western Kent Narrows Inn.

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If you want to go to some nearby localities, try Prince Frederick and Lusby. Journey 35 kilometres to the south from Shady Side and you'll find Prince Frederick. That said, Lusby is 50 kilometres to the south. Hotels and apartments in Prince Frederick are the Holiday Inn Express Prince Frederick and Springhill Suites by Marriott Prince Frederick. Lusby choices include the Hilton Garden Inn Solomons and Holiday Inn Solomons-Conf Center & Marina.

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If you love sports and want to watch local games, you might like to make a trip to Navy-Marine Corps Memorial Stadium, which is to the north of Shady Side. Those wanting to find a bed near to the action can select from the SpringHill Suites by Marriott Annapolis and the DoubleTree by Hilton Hotel Annapolis.

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If you're flying into or out of Baltimore Washington International Thurgood Marshall Airport and looking to stay nearby, try the Residence Inn by Marriott Baltimore BWI Airport or the BWI Airport Marriott.

Shady Side hotels essential information

Accommodation
1,107 hotels
Lowest Price
AU$154
Highest Price
AU$393
Popular hotels
Crowne Plaza Annapolis, an IHG Hotel, La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway, Graduate by Hilton Annapolis, Historic Inns of Annapolis, The Westin Annapolis, Sonesta ES Suites Annapolis, Comfort Inn Conference Center, SpringHill Suites by Marriott Annapolis, Annapolis Waterfront Hotel, Autograph Collection

Frequently asked questions

How many days should I spend in Shady Side?
Well, dear traveller, you’ve got some decisions to make. Think about the purpose of your stay — are you going for relaxation, exploration or an event? Factor in your budget, preferred travel pace and what you want to do and see. When you’ve done all your homework, Wotif has a hotel in Shady Side with your name on it.
Where should a first-time tourist stay in Shady Side?
Make life easy and book a hotel in Shady Side somewhere central. You’ll be near things like major attractions and public transport options. Of course, the best place to stay for you depends on factors like your interests and budget, so do your research before you go.
How much does a Shady Side hotel cost?
Forget the charm offensive on the hotel manager — our filters are just the thing for tracking down AU$154 cheap accommodation in Shady Side. Simply enter your trip details and refine your search by things like amenities, property class and budget. Oh, and here’s another tip to save some cash: Book your Shady Side hotel outside the most popular months of May, June and July when rates are typically higher.
How do I get a cheap hotel in Shady Side?
To land cheap hotels in Shady Side, follow these tips:

  • Stay midweek: Room rates are often cheaper from Monday to Thursday.
  • Unlock your VIP pass: Set up a Wotif member account for exclusive access to our Mates Rates, including discounts of 10% or more.
  • Escape the hustle: And save a tonne of cash at the same time by booking your trip to Shady Side during the off-peak season. Pick up great rates in November, December and January.
  • Refine your search with our handy filter tool: Then, just sort by the lowest price to snag a great deal.

What is the best area to stay in Shady Side?
Beverly Beach and Cape Anne are two neighbourhoods that make Shady Side such a captivating destination. Another good choice for your accommodation in Shady Side is Deale Beach. But no matter where you want to be, Wotif has properties that’ll be right up your alley. To see all the different Shady Side hotel locations, click on “View map” at the top of the page.

New reviews! Best hotels in Shady Side

Historic Inns of Annapolis
Wotif Verified Review
5 / 5
Historic and gorgeous
A verified traveller stayed at Historic Inns of Annapolis
Posted 3 days ago
Historic Inns of Annapolis

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