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

Find hotels in Shady Side, MD from Rp1.604.956

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Check prices for these dates

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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Our top choices for Shady Side hotels

1. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
Deale
United States
Beverly
Rp3.581.757
Rp4.083.163 total
includes taxes & fees
7 Oct - 8 Oct
Anchored Inn at Hidden Harbour Marina

2. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
United States
Michele
Rp1.734.496
Rp1.977.324 total
includes taxes & fees
4 Oct - 5 Oct
DoubleTree by Hilton Hotel Annapolis

3. The Westin Annapolis

The Westin Annapolis
Annapolis
United States
Bobbi
Rp3.577.622
Rp4.078.489 total
includes taxes & fees
25 Oct - 26 Oct
The Westin Annapolis

4. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
United States
Francine
Rp2.588.505
Rp3.469.411 total
includes taxes & fees
7 Oct - 8 Oct
Rod 'N' Reel Resort

5. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
Annapolis
United States
Cynthia
Rp1.969.330
Rp2.245.036 total
includes taxes & fees
4 Oct - 5 Oct
Crowne Plaza Annapolis by IHG

6. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
Annapolis
United States
Lisa
Rp2.319.162
Rp2.643.844 total
includes taxes & fees
30 Sept - 1 Oct
SpringHill Suites by Marriott Annapolis

7. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
Annapolis
United States
Wilma
Rp1.887.690
Rp2.151.966 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Express & Suites Annapolis by IHG

8. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
United States
princess
Rp2.638.811
Rp3.008.245 total
includes taxes & fees
26 Oct - 27 Oct
Graduate by Hilton Annapolis

9. Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District
United States
Ashley
Rp1.911.691
Rp2.794.175 total
includes taxes & fees
12 Oct - 13 Oct
Historic Inns of Annapolis

10. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
Historic District
United States
William
Rp4.874.735
Rp5.557.197 total
includes taxes & fees
25 Oct - 26 Oct
Annapolis Waterfront Hotel, Autograph Collection

11. Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
Annapolis
United States
Leslie
Rp1.711.506
Rp1.951.116 total
includes taxes & fees
20 Oct - 21 Oct
Country Inn & Suites by Radisson, Annapolis, MD

12. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
Annapolis
United Kingdom
petra
Rp2.343.972
Rp2.672.128 total
includes taxes & fees
25 Oct - 26 Oct
Hilton Garden Inn Annapolis Downtown

13. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
Edgewater
United States
Philip
Rp1.635.998
Rp1.865.038 total
includes taxes & fees
28 Oct - 29 Oct
Sonesta ES Suites Annapolis

14. Comfort Inn Conference Center

Comfort Inn Conference Center
Bowie
United States
Titus
Rp1.959.602
Rp2.214.350 total
includes taxes & fees
7 Oct - 8 Oct
Comfort Inn Conference Center

15. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
Annapolis
United States
Jim
Rp2.032.349
Rp2.316.878 total
includes taxes & fees
5 Oct - 6 Oct
Courtyard by Marriott Annapolis

16. The Inn at Tacaro Estate

The Inn at Tacaro Estate
Tracys Landing
United States
James
Rp7.130.614
Rp8.128.932 total
includes taxes & fees
6 Oct - 7 Oct
The Inn at Tacaro Estate

17. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
United States
scott
Rp3.438.292
Rp4.273.865 total
includes taxes & fees
19 Oct - 20 Oct
The Inn at Chesapeake Bay Beach Club

18. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
Annapolis
United States
Glenn
Rp1.754.293
Rp1.999.894 total
includes taxes & fees
12 Oct - 13 Oct
Hilton Garden Inn Annapolis

19. Courtyard by Marriott Bowie

Courtyard by Marriott Bowie
Bowie
United States
Halima
Rp2.410.850
Rp2.724.261 total
includes taxes & fees
12 Oct - 13 Oct
Courtyard by Marriott Bowie

20. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
United States
Courtney
Rp1.888.589
Rp2.152.991 total
includes taxes & fees
28 Oct - 29 Oct
Hampton Inn & Suites Annapolis
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Stay near popular Shady Side attractions

Shadyside Park

Explore the great outdoors at Shadyside Park, a lovely green space in Shady Side. Stroll along the area's waterfront or simply savour its top-notch restaurants.
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Captain Avery Museum

You can spend time exploring the galleries in Captain Avery Museum during your trip to Shady Side. Stroll along the area's waterfront or simply savour its top-notch restaurants.
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Learn more about Shady Side

Love dining, 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

Comfort Inn Largo-Washington DC East

Comfort Inn Largo-Washington DC East

10/10 Excellent
"Great stay, clean space, good wifi, breakfast a plus"
Alexander 10-night trip
Posted 1 hour ago
Comfort Inn Largo-Washington DC East
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"convenient"
Judith 3-night trip
Posted 3 hours ago
Crowne Plaza Annapolis by IHG
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Excellent location. Marriott has renovated the bar downstairs; one side is a Mexican restaurant and the other is Italian. Both have great food and service."
Tammy 2-night trip
Posted 4 hours ago
Annapolis Waterfront Hotel, Autograph Collection
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"This was a fabulous hotel. Staff was excellent very helpful. We used the shuttle to go to historic downtown. Very prompt picking us up. The drivers were so helpful and very kind. A perfect hotel to stay at especially having a shuttle not having to park in the busy historic area. The best staff we have seen at hotels."
Joyce 1-night trip
Posted 5 hours ago
DoubleTree by Hilton Hotel Annapolis
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"The staff were super friendly."
Jim 1-night trip
Posted 20 hours ago
Courtyard by Marriott Annapolis
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

8/10 Good
"Great AC Nice breakfast Clean room"
Nkemakonam 1-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"We stayed in the 2 bedroom and there was plenty of room. Loved that each bedroom had a bathroom. It felt more lime staying in an apartment having your own entrance. Not having to worry about breakfast was a plus, really liked that it was included. The staff was very helpful. We did use the exercise room that was small but good enough for a quick workout to start the day. We would most definitely stay again."
kelly 2-night trip
Posted 2 days ago
Sonesta ES Suites Annapolis
Microtel Inn & Suites by Wyndham Gambrills/Odenton

Microtel Inn & Suites by Wyndham Gambrills/Odenton

10/10 Excellent
"I stay here when I’m flying home because it’s close enough to the airport, friendly staff, clean rooms, quiet at night and lots of dining choices close by!"
Mark 1-night trip
Posted 3 days ago
Microtel Inn & Suites by Wyndham Gambrills/Odenton
Best Western Annapolis

Best Western Annapolis

10/10 Excellent
"The room was clean and well maintained. The lobby was pleasant, and the staff was friendly and attentive. The breakfast was excellent for this price point, with a wide selection of hot and cold items."
William 1-night trip
Posted 8 days ago
Best Western Annapolis

More cheap stays in Shady Side

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
Rp1.407.857
Rp1.604.956 total
4 Oct - 5 Oct
includes taxes & fees
7.8/10 Good! (1,003 reviews)
Best Western Annapolis
St Michaels Inn

St Michaels Inn

1228 S Talbot Street St. Michaels MD
Rp1.595.157
Rp1.754.672 total
5 Oct - 6 Oct
includes taxes & fees
St Michaels Inn
Microtel Inn & Suites by Wyndham Gambrills/Odenton

Microtel Inn & Suites by Wyndham Gambrills/Odenton

2525 Evergreen Rd. Gambrills MD
Rp1.696.224
Rp1.933.695 total
12 Oct - 13 Oct
includes taxes & fees
9.2/10 Wonderful! (1,159 reviews)
Microtel Inn & Suites by Wyndham Gambrills/Odenton
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD
Rp1.887.690
Rp2.151.966 total
4 Oct - 5 Oct
includes taxes & fees
Holiday Inn Express & Suites Annapolis by IHG
Comfort Inn Conference Center

Comfort Inn Conference Center

4500 Crain Hwy Bowie MD
Rp1.959.602
Rp2.214.350 total
7 Oct - 8 Oct
includes taxes & fees
Comfort Inn Conference Center
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD
Rp2.082.656
Rp2.311.747 total
5 Oct - 6 Oct
includes taxes & fees
Best Western Kent Narrows Inn

Hotels in Shady Side with star rating

Frequently asked questions

What's the best place to 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 traveller data. Two other choices for your visit to the area are Historic Inns of Annapolis and Crowne Plaza Annapolis by IHG. 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 room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Shady Side.
What are some accommodation options with pools in Shady Side?
Crowne Plaza Annapolis by IHG: Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool and complimentary wireless Internet access. Rod 'N' Reel Resort and Comfort Inn Largo-Washington DC East are two additional hotels that offer an on-site pool. View all hotels with pools in Shady Side.
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 15 hotels and other accommodation options 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 itinerary are Captain Avery Museum and Franklin Point State Park. Take a look at what more there is 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 temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Shady Side is 1307 mm.

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