Shady Side Hotels

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check Shady Side hotel prices

Tomorrow night
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Shady Side hotels

Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1695)
"Outstanding stay! Both buildings (had to move halfway through due to construction) were comfortable and well cared for. Staff were very pleasant and easy to work with. "
The price is P8,753
P11,920 total
includes taxes & fees
Nov 24 - Nov 25
Historic Inns of Annapolis
Crowne Plaza Annapolis, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1002)
"I had a relaxing and enjoyable stay. The breakfast was delicious."
The price is P6,697
P7,634 total
includes taxes & fees
Dec 4 - Dec 5
Crowne Plaza Annapolis, an IHG Hotel
Graduate by Hilton Annapolis
4.0 star property
9.4 out of 10, Exceptional, (1000)
"Very smooth checkin. The property is in a great location and is very clean. "
The price is P8,017
P9,139 total
includes taxes & fees
Nov 24 - Nov 25
Graduate by Hilton Annapolis
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1001)
"Great price. Clean and well appointed. Only downside was that it’s close to a highway which could be heard from our room through the night. "
The price is P6,012
P6,853 total
includes taxes & fees
Nov 25 - Nov 26
DoubleTree by Hilton Hotel Annapolis
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1004)
"staff friendly. nice area. "
The price is P5,404
P6,161 total
includes taxes & fees
Dec 1 - Dec 2
Country Inn & Suites by Radisson, Annapolis, MD
Staybridge Suites Washington DC East - Largo, an IHG Hotel
3.0 star property
8.8 out of 10, Excellent, (495)
"Great, heated pool!"
The price is P6,441
P7,278 total
includes taxes & fees
Dec 17 - Dec 18
Staybridge Suites Washington DC East - Largo, an IHG Hotel
Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
8.8 out of 10, Excellent, (901)
"The property was new and very clean. It was right next to an amazing shopping center with Wegmans, Starbucks, restaurants, and other stores. "
The price is P4,344
P4,952 total
includes taxes & fees
Nov 24 - Nov 25
Microtel Inn & Suites by Wyndham Gambrills
Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
9.2 out of 10, Wonderful, (59)
"•"
The price is P7,460
P8,505 total
includes taxes & fees
Nov 24 - Nov 25
Fairfield Inn & Suites By Marriott Annapolis
Sonesta ES Suites Annapolis
3.0 star property
8.8 out of 10, Excellent, (721)
"We originally had 2 rooms but then changed to this per Tia recommendation. We are so glad we did! It was so comfortable, quiet and clean . We had our own space yet could stay together. Tia was amazing and helpful. We will definitely stay in this suite again in the future when visiting my son. Loved it! Thanks !! "
The price is P5,580
P6,362 total
includes taxes & fees
Dec 8 - Dec 9
Sonesta ES Suites Annapolis
Hilton Garden Inn Annapolis Downtown
3.0 star property
8.6 out of 10, Excellent, (979)
"The staff was outstanding; couldn’t have been more helpful. Enjoyed the hotel restaurant several times. Tha room was large and well appointed. The bathroom was good size with a nice walk-in shower."
The price is P6,441
P7,343 total
includes taxes & fees
Nov 30 - Dec 1
Hilton Garden Inn Annapolis Downtown
Comfort Inn Conference Center
2.5 star property
9.2 out of 10, Wonderful, (1003)
"Friendly and attentive, clean and efficient price wise! A good choice! We would come back!"
The price is P5,757
P6,505 total
includes taxes & fees
Nov 24 - Nov 25
Comfort Inn Conference Center
Admiral Suites
2.5 star property
6.6 out of 10, (273)
"My stay was a great experience."
The price is P5,228
P5,960 total
includes taxes & fees
Nov 18 - Nov 19
Admiral Suites
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
8.8 out of 10, Excellent, (775)
"Although the restaurant was closed, the property was well located within walking distance to other restaurants and shops."
The price is P10,292
P11,732 total
includes taxes & fees
Nov 24 - Nov 25
Annapolis Waterfront Hotel, Autograph Collection
The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1000)
"Great experience overall!"
The price is P10,221
P11,652 total
includes taxes & fees
Nov 23 - Nov 24
The Westin Annapolis
Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, (937)
"The staff were personable and helpful. The room was clean the bed was superb. "
The price is P6,285
P7,165 total
includes taxes & fees
Nov 25 - Nov 26
Courtyard by Marriott Annapolis
Village Inn
2.0 star property
6.2 out of 10, (466)
"Clean and cozy"
The price is P4,876
P5,558 total
includes taxes & fees
Nov 18 - Nov 19
Village Inn
Best Western Annapolis
2.5 star property
7.8 out of 10, Good, (1002)
"Peaceful."
The price is P4,758
P5,424 total
includes taxes & fees
Nov 24 - Nov 25
Best Western Annapolis
Holiday Inn Express & Suites Annapolis, an IHG Hotel
2.5 star property
8.2 out of 10, Very Good, (1001)
"Clean and comfortable "
The price is P6,050
P6,897 total
includes taxes & fees
Nov 24 - Nov 25
Holiday Inn Express & Suites Annapolis, an IHG Hotel
Hilton Garden Inn Annapolis
3.0 star property
8.2 out of 10, Very Good, (1001)
"We’ll be back. "
The price is P5,942
P6,774 total
includes taxes & fees
Nov 24 - Nov 25
Hilton Garden Inn Annapolis
Candlewood Suites Annapolis, an IHG Hotel
2.5 star property
5.8 out of 10, (807)
"This property was immaculate even though they were renovating. Staff was super kind and friendly. Only complaint is that the room next to us was up all night long and still up when we left this morning at 6am."
The price is P6,755
P7,700 total
includes taxes & fees
Dec 17 - Dec 18
Candlewood Suites Annapolis, an IHG Hotel
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.
Don't see what you're looking for?
See all available properties in Shady Side
Save an average of 15% on thousands of hotels when you're signed in

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 La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway and Graduate Annapolis. 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 FedEx Field. Offers a snack bar/deli, a seasonal outdoor pool, and buffet. DoubleTree by Hilton Hotel Largo/Washington DC and Country Inn & Suites by Radisson, Annapolis, MD 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?

Favorite places to visit include Shadyside Park, Captain Avery Museum, and Franklin Point State Park. You'll also find London Town and Maryland Quiet Waters Park 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.