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Hotels in Shady Side

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Tonight Sep 27 - Sep 28This weekend Sep 27 - Sep 29

Choose from 1080 Shady Side Hotel Deals

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
  • 23 min drive from Shadyside Park
The price is $92 per night from Oct 7 to Oct 8
$92
includes taxes & fees
Oct 7 - Oct 8
Book a stay at this business-friendly hotel in Capitol Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
6.4/10 (1,374 reviews)
"Great"

Reviewed on Sep 24, 2024

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
  • 22 min drive from Shadyside Park
The price is $216 per night from Oct 27 to Oct 28
$216
includes taxes & fees
Oct 27 - Oct 28
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,661 reviews)
"Cool property that was within walking distance of pretty much everything. It's more a hotel that looks like an older house than an old house that was made into a hotel."

Reviewed on Sep 23, 2024

Historic Inns of Annapolis
Crowne Plaza Annapolis, an IHG Hotel
Crowne Plaza Annapolis, an IHG Hotel
3.5 out of 5
173 Jennifer Rd, Annapolis, MD
  • 24 min drive from Shadyside Park
The price is $115 per night from Sep 30 to Oct 1
$115
includes taxes & fees
Sep 30 - Oct 1
Stay at this 3.5-star business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,000 reviews)
"I used this hotel as our stay hotel for my boys who shipped to bootcamp. It is across from the Annapolis mall and has restaurants in walking distance. The rooms are beautiful and spacious."

Reviewed on Sep 20, 2024

Crowne Plaza Annapolis, an IHG Hotel
DoubleTree by Hilton Hotel Largo/Washington DC
DoubleTree by Hilton Hotel Largo/Washington DC
4 out of 5
9100 Basil Court, Upper Marlboro, MD
  • 24 min drive from Shadyside Park
The price is $143 per night from Oct 13 to Oct 14
$143
includes taxes & fees
Oct 13 - Oct 14
Stay at this 4-star business-friendly hotel in Upper Marlboro. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Popular attractions FedEx ...
7.8/10 Good! (1,000 reviews)
"Toilet wouldn’t flush. Had to call maintenance a few times."

Reviewed on Sep 17, 2024

DoubleTree by Hilton Hotel Largo/Washington DC
Graduate by Hilton Annapolis
Graduate by Hilton Annapolis
4 out of 5
126 West St, Annapolis, MD
  • 22 min drive from Shadyside Park
The price is $192 per night from Sep 30 to Oct 1
$192
includes taxes & fees
Sep 30 - Oct 1
Stay at this 4-star business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...
9.2/10 Wonderful! (1,000 reviews)
"Valet Jim H :) was awesome!! Every afternoon and evening he would be extra friendly when we were going out for dinner and when we came back for the night. Super guy!"

Reviewed on Sep 13, 2024

Graduate by Hilton Annapolis
Country Inn & Suites by Radisson, Washington, D.C. East - Capitol Heights, MD
Country Inn & Suites by Radisson, Washington, D.C. East - Capitol Heights, MD
2.5 out of 5
8850 Hampton Mall Drive North, Capitol Heights, MD
  • 23 min drive from Shadyside Park
The price is $86 per night from Oct 28 to Oct 29
$86
includes taxes & fees
Oct 28 - Oct 29
Book a stay at this business-friendly hotel in Capitol Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
6.6/10 (1,002 reviews)
"Elevator could be cleaner but other wise for the price it an ok over night spot"

Reviewed on Sep 20, 2024

Country Inn & Suites by Radisson, Washington, D.C. East - Capitol Heights, MD
The Westin Annapolis
The Westin Annapolis
4 out of 5
100 Westgate Cir, Annapolis, MD
  • 22 min drive from Shadyside Park
The price is $227 per night from Oct 27 to Oct 28
$227
includes taxes & fees
Oct 27 - Oct 28
Stay at this 4-star spa hotel in Annapolis. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (999 reviews)
"What a wonderful experience! Friendly staff…beautiful lobby…and that bed…I could have slept in it for days! The only downfall was the food at Azure. It was disappointing…flavorless…and served lukewarm. I do not recommend. Luckily, there are plenty of dining options around. I will definitely stay ..."

Reviewed on Sep 16, 2024

The Westin Annapolis
Comfort Inn Conference Center
Comfort Inn Conference Center
2.5 out of 5
4500 Crain Hwy, Bowie, MD
  • 21 min drive from Shadyside Park
The price is $134 per night from Oct 14 to Oct 15
$134
includes taxes & fees
Oct 14 - Oct 15
Book a stay at this business-friendly hotel in Bowie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,000 reviews)
Convenient to Annapolis
"Nice cheaper alternative to hotels in Annapolis. Great free breakfast."

Reviewed on Sep 23, 2024

Comfort Inn Conference Center
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
4 out of 5
210 Holiday Court, Annapolis, MD
  • 23 min drive from Shadyside Park
The price is $142 per night from Oct 6 to Oct 7
$142
includes taxes & fees
Oct 6 - Oct 7
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
8.4/10 Very Good! (1,000 reviews)
"Good location."

Reviewed on Sep 23, 2024

DoubleTree by Hilton Hotel Annapolis
Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown
3 out of 5
174 West Street, Annapolis, MD
  • 22 min drive from Shadyside Park
The price is $147 per night from Sep 29 to Sep 30
$147
includes taxes & fees
Sep 29 - Sep 30
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.6/10 Excellent! (953 reviews)
"It was convenient to all the shops in the area and kept up nicely. Thoroughly enjoyed."

Reviewed on Sep 23, 2024

Hilton Garden Inn Annapolis Downtown
St Michaels Inn
St Michaels Inn
2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
  • 26 min drive from Shadyside Park
The price is $105 per night from Oct 21 to Oct 22
$105
includes taxes & fees
Oct 21 - Oct 22
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,000 reviews)
"Great place to stay"

Reviewed on Sep 19, 2024

St Michaels Inn
Country Inn & Suites by Radisson, Annapolis, MD
Country Inn & Suites by Radisson, Annapolis, MD
3 out of 5
2600 Housley Road, Annapolis, MD
  • 23 min drive from Shadyside Park
The price is $109 per night from Oct 27 to Oct 28
$109
includes taxes & fees
Oct 27 - Oct 28
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,000 reviews)
"Staff were friendly. I had to do laundry. They had soap pods available and the washer & dryer worked great! Suites were roomy enough. Breakfast was adequate, not just all carbs."

Reviewed on Sep 24, 2024

Country Inn & Suites by Radisson, Annapolis, MD
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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Shady Side

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Shady Side hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Shady Side.

Choosing the right hotel in Maryland has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Shady Side’s 1,080 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $86. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Shady Side hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Shady Side. No matter your reason for visiting Shady Side, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Shady Side hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Shady Side for as low as $86.

How many hotels are there in Shady Side?

With over 1,080 hotels in Shady Side, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $86.

How to find cheap car rentals in Shady Side?

Finding a cheap car rental deal in Shady Side is as easy as scoring cheap hotels in Shady Side. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Shady Side now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Shady Side right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.