A river with boats, a marina, and a town with houses and buildings.

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Jul 31 - Aug 2
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Aug 7 - Aug 9

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Our top choices for Shady Side hotels

Free daily self-serve breakfast

1. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean, good breakfast, very helpful and friendly staff"
United States
Thomas
The price is ļæ„21,134
ļæ„24,093 total
includes taxes & fees
Aug 16 - Aug 17
SpringHill Suites by Marriott Annapolis
Lobby

2. Hampton Inn & Suites Glenarden/Washington DC

Hampton Inn & Suites Glenarden/Washington DC
2.5 star property
Lanham
9.2 out of 10, Wonderful, (1,003 reviews)
"Staff was very friendly"
United States
Whitney
The price is ļæ„17,330
ļæ„19,583 total
includes taxes & fees
Aug 16 - Aug 17
Hampton Inn & Suites Glenarden/Washington DC
Dinner served

3. Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,003 reviews)
"Enjoyable Stay Hidden Gem"
United States
Tavarsha
The price is ļæ„20,080
ļæ„22,691 total
includes taxes & fees
Aug 5 - Aug 6
Comfort Inn Conference Center
Property amenity

4. Courtyard by Marriott Bowie

Courtyard by Marriott Bowie
3.0 star property
Bowie
9.4 out of 10, Exceptional, (907 reviews)
"Excellent place"
United States
Rennison
The price is ļæ„21,970
ļæ„24,826 total
includes taxes & fees
Aug 16 - Aug 17
Courtyard by Marriott Bowie
Dining

5. Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,004 reviews)
"EXCELLENTE STAFF AND GREAT BREAKFAST..."
United States
Julian
The price is ļæ„13,565
ļæ„15,464 total
includes taxes & fees
Aug 11 - Aug 12
Best Western Annapolis
Reception

6. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,055 reviews)
"Beautiful hotel. Very clean and amazing staff."
United States
Lena
The price is ļæ„18,840
ļæ„21,478 total
includes taxes & fees
Aug 23 - Aug 24
DoubleTree by Hilton Hotel Annapolis
Lobby

7. 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, (1,050 reviews)
"Clean room, good breakfast, and nice staff."
United States
Jing
The price is ļæ„18,487
ļæ„21,074 total
includes taxes & fees
Jul 30 - Jul 31
Country Inn & Suites by Radisson, Annapolis, MD
Property amenity

8. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,002 reviews)
"Pretty standard marriott stay. Clean, quiet, helpful, pricy."
United States
Tyriek
The price is ļæ„21,134
ļæ„24,093 total
includes taxes & fees
Jul 27 - Jul 28
Courtyard by Marriott Annapolis
King Jacuzzi Room | Desk, iron/ironing board, WiFi (free)

9. Executive Inn And Suites

Executive Inn And Suites
2.0 star property
Upper Marlboro
7.4 out of 10, Good, (608 reviews)
"Shops nearby Excellent staff Clean room Easy safe parking"
United States
Will
The price is ļæ„13,934
ļæ„15,745 total
includes taxes & fees
Aug 6 - Aug 7
Executive Inn And Suites
Free daily buffet breakfast

10. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,005 reviews)
"Always a pleasant stay at this hotel."
United States
Daniela
The price is ļæ„16,074
ļæ„18,325 total
includes taxes & fees
Jul 26 - Jul 27
Sonesta ES Suites Annapolis
Lobby

11. The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,001 reviews)
"Clean room, great customer service and very nice people. The hotel is stunning"
United States
Jessica
The price is ļæ„32,602
ļæ„37,167 total
includes taxes & fees
Jul 27 - Jul 28
The Westin Annapolis
Indoor pool

12. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,008 reviews)
"Great place to stay for a short visit to Annapolis."
United States
Jeffrey
The price is ļæ„19,266
ļæ„21,963 total
includes taxes & fees
Aug 12 - Aug 13
Crowne Plaza Annapolis by IHG
Exterior

13. Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.2 out of 10, Wonderful, (1,116 reviews)
"Clean, well maintained, good continental breakfast+, friendly staff"
United States
Patrick
The price is ļæ„15,877
ļæ„18,101 total
includes taxes & fees
Aug 16 - Aug 17
Microtel Inn & Suites by Wyndham Gambrills
Room, 1 King Bed, Non Smoking (Whirlpool) | In-room safe, desk, laptop workspace, blackout drapes

14. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
Annapolis
8.2 out of 10, Very Good, (1,001 reviews)
"Very convenient to all areas I needed to be. Joe at the front desk was wonderful!"
United States
Randall
The price is ļæ„16,208
ļæ„18,476 total
includes taxes & fees
Aug 23 - Aug 24
Holiday Inn Express & Suites Annapolis by IHG
Lobby

15. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (286 reviews)
"Very nice room and lovely staff"
United States
Enzo
The price is ļæ„14,373
ļæ„17,194 total
includes taxes & fees
Aug 18 - Aug 19
Candlewood Suites Annapolis by IHG
Front of property

16. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (494 reviews)
"absolutely perfect for this traveler!"
United States
BENNY
The price is ļæ„38,341
ļæ„43,708 total
includes taxes & fees
Aug 3 - Aug 4
Anchored Inn at Hidden Harbour Marina
Meeting facility

17. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,900 reviews)
"In the heart of Annapolis with history and easy accessibility to many shops & restaurants!"
United States
Leesha
The price is ļæ„19,782
ļæ„28,154 total
includes taxes & fees
Aug 10 - Aug 11
Historic Inns of Annapolis
Front of property

18. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,006 reviews)
"Room was pleasant and clean and breakfast was great!"
United States
Karen
The price is ļæ„13,429
ļæ„14,771 total
includes taxes & fees
Aug 24 - Aug 25
St Michaels Inn
Lobby

19. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very Good, (1,001 reviews)
"we did not stay in the hotel much and did not use the extra amenities, but the rooms were clean. The staff helpful and friendly. The weekday made-to-order breakfast was great and the weekend buffet was mire than adequate. Both were reasonably priced."
United States
Susan
The price is ļæ„16,355
ļæ„18,644 total
includes taxes & fees
Aug 25 - Aug 26
Hilton Garden Inn Annapolis
Exterior

20. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very Good, (1,006 reviews)
"Clean room, comfortable bed and helpful, friendly staff."
United States
James
The price is ļæ„15,987
ļæ„18,225 total
includes taxes & fees
Aug 23 - Aug 24
Hampton Inn & Suites 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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Stay near popular Shady Side attractions

Captain Avery Museum

You can spend time exploring the galleries in Captain Avery Museum in Shady Side. Stroll along the area's waterfront, or simply savor its top-notch restaurants.
See properties

Learn more about Shady Side

Love dining out, parks, and museums? Get away to Shady Side!

See all hotels in Shady Side
A river with boats, a marina, and a town with houses and buildings.

Top Shady Side Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Beautiful area. Beautiful room. Small icebox. Good water pressure. Smelled great. Room didn't get cold enough for us but it was comfortable! The beds was decent. A little hard for us but still nice. Overall it was a great stay and we would stay again. šŸ˜Š"
willie 1-night trip
Posted 13 hours ago
DoubleTree by Hilton Hotel Annapolis

More cheap stays in Shady Side

WoodSpring Suites Washington DC East Arena Drive

WoodSpring Suites Washington DC East Arena Drive

1603 Brightseat Rd. Hyattsville MD
The price is ļæ„11,280 per night from Aug 16 to Aug 17
ļæ„11,280
ļæ„12,746 total
Aug 16 - Aug 17
includes taxes & fees
6/10 (1,003 reviews)

Frequently asked questions

Where is the best place for a stay in Shady Side?
DoubleTree by Hilton Hotel Annapolis, located 9.8 mi (15.8 km) from the heart of Shady Side, is a top choice for your stay based on our traveler data. Two other choices for your trip to the area are Historic Inns of Annapolis and La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway. See all available top hotels, or vacation rentals in Shady Side.
What are some of the best vacation rentals that Shady Side has to offer?
Cute, Cozy 2-bedroom house near Annapolis with water access: Visitors like this Shady Side vacation home rental. It offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the books in this rental home to help you unwind. See all vacation rentals in Shady Side.
If I need to cancel my hotel reservation in Shady Side, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Shady Side.
Where can I learn more about changing or cancelling my trip to Shady Side?
To find more details about updating your trip to Shady Side or cancelling it, click here.
Where is the best hotel to stay near Shadyside Park?
Anchored Inn at Hidden Harbour Marina is one of the top choices for your stay based on our traveler data, and this hotel offers an outdoor pool and free parking. It's located 4.8 mi (7.7 km) from Shadyside Park.
What about the best place to stay near Captain Avery Museum?
One of the top choices for your stay is Anchored Inn at Hidden Harbour Marina, located 5 mi (8.1 km) from Captain Avery Museum, and this hotel offers an outdoor pool and free parking.
What are some accommodations with pools in Shady Side?
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway: Hotel located near Northwest Stadium. Provides a snack bar/deli, a seasonal outdoor pool, and buffet. Comfort Inn Largo-Washington DC East and Crowne Plaza Annapolis by IHG are two additional hotels that offer an onsite pool. View all hotels with pools in Shady Side.
What's the best place to stay near Ronald Reagan Washington National Airport (DCA)?
Hyatt Regency Crystal City is a popular 4-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.6 mi (1 km) from Ronald Reagan Washington National Airport. Other options near the airport are Courtyard by Marriott Arlington Crystal City/Reagan National and Hilton Garden Inn Reagan National Airport.
What is staying in Shady Side like?
Visitors can enjoy all that Shady Side has to offer including the shopping, restaurants, and parks. Tourists can also enjoy so much more including its museums. In Shady Side, there are 16 hotels and other accommodations to choose from. Find out more about Shady Side.
What should I see while I'm in Shady Side?
Natural beauty is on display at Northern Chesapeake Bay, Chesapeake Bay, and Shadyside Park. A couple of additional sights to add to your agenda are Captain Avery Museum and Franklin Point State Park. Check out what more to see and do in Expedia's Shady Side guide.
What's the weather like in Shady Side?
The hottest months are usually July and August with an average temp of 75Ā°F, while the coldest months are January and February with an average of 40Ā°F. Average annual precipitation for Shady Side is 51 inches.

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