Shady Side Hotels

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Top 10 trending Shady Side hotels

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (887)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
The price is P7,477
P8,300 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express Annapolis East-Kent Island by IHG

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (609)
"Great place to stay. "
The price is P9,760
P10,834 total
includes taxes & fees
Sep 15 - Sep 16
Hyatt Place Kent Narrows & Marina

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (984)
"Great spot with beautiful views. "
The price is P8,991
P9,980 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Garden Inn Kent Island Marina

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1008)
"The Hotel was very clean and convenient to everything that we wanted to do!!!!"
The price is P9,075
P10,346 total
includes taxes & fees
Aug 24 - Aug 25
The Westin Annapolis

Hilton Garden Inn Annapolis

3.0 star property
8.2 out of 10, Very Good, (1005)
"Property is in a nice location, staff were courteous and nice."
The price is P5,977
P6,814 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Garden Inn Annapolis

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (1005)
"Great place and great staff "
The price is P5,993
P6,832 total
includes taxes & fees
Aug 25 - Aug 26
Courtyard by Marriott Annapolis

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (411)
"Great location and amenities"
The price is P12,842
P15,707 total
includes taxes & fees
Aug 25 - Aug 26
The Inn at Chesapeake Bay Beach Club

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (109)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
The price is P9,385
P12,505 total
includes taxes & fees
Sep 1 - Sep 2
Kent Island Resort

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (855)
" Very clean, spacious room, friendly staff"
The price is P13,536
P15,431 total
includes taxes & fees
Aug 24 - Aug 25
Annapolis Waterfront Hotel, Autograph Collection

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very Good, (1004)
"Great place to stay."
The price is P7,654
P9,638 total
includes taxes & fees
Aug 19 - Aug 20
Rod 'N' Reel Resort

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1009)
"Great visit "
The price is P5,531
P6,305 total
includes taxes & fees
Aug 25 - Aug 26
Country Inn & Suites by Radisson, Annapolis, MD

Hampton Inn & Suites Annapolis

2.5 star property
8.2 out of 10, Very Good, (1002)
"Very nice stay. Front desk staff was friendly and the pool is a great bonus."
The price is P5,560
P6,339 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn & Suites Annapolis

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1831)
"Great stay"
Historic Inns of Annapolis

Best Western Kent Narrows Inn

2.5 star property
8.0 out of 10, Very Good, (1004)
"Excellent location"
The price is P6,209
P6,892 total
includes taxes & fees
Aug 24 - Aug 25
Best Western Kent Narrows Inn

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very Good, (1002)
"Great staff….property a bit “tired” but a very friendly staff working hard to make it comfortable. A decent value for location and price!"
The price is P5,536
P6,312 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express & Suites Annapolis by IHG

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1007)
"Easy access, friendly staff, clean as well"
The price is P5,485
P6,252 total
includes taxes & fees
Aug 31 - Sep 1
DoubleTree by Hilton Hotel Annapolis

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1003)
"Good location"
The price is P5,936
P6,767 total
includes taxes & fees
Aug 28 - Aug 29
Crowne Plaza Annapolis by IHG

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (61)
"Good service and good options to enjoy the stays. "
The price is P9,760
P13,248 total
includes taxes & fees
Aug 25 - Aug 26
Wylder Tilghman Island

Sonesta ES Suites Annapolis

3.0 star property
8.8 out of 10, Excellent, (861)
"Great room for a great price... Very friendly staff, too."
The price is P5,365
P6,116 total
includes taxes & fees
Sep 9 - Sep 10
Sonesta ES Suites Annapolis

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1006)
"Great place"
The price is P5,773
P6,582 total
includes taxes & fees
Aug 24 - Aug 25
SpringHill Suites by Marriott 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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Learn more about Shady Side

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Top Shady Side Hotel Reviews

Frequently asked questions

Where is the best place for a stay in Shady Side?

Historic Inns of Annapolis, located 9.6 mi (15.4 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 Graduate by Hilton Annapolis and La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway. See all available top hotels, or 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. Offers a snack bar/deli, a seasonal outdoor pool, and buffet. Country Inn & Suites by Radisson, Annapolis, MD and Comfort Inn Largo-Washington DC East 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 13 hotels and other accommodations to choose from. Find out more about Shady Side.

What should I see while I'm in Shady Side?

Favorite places to visit include Shadyside Park, Captain Avery Museum, and Franklin Point State Park. You'll also find Smithsonian Environmental Research Center and London Town in the area. 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 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Shady Side is 51 inches.