Cheap Hotels in Shady Side

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Sep 21 - Sep 22
Tomorrow
Sep 22 - Sep 23
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Cheap Hotels in Shady Side

1. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
$83
$95 total
includes taxes & fees
Sep 27 - Sep 28
DoubleTree by Hilton Hotel Annapolis

2. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
Edgewater
$97
$110 total
includes taxes & fees
Sep 22 - Sep 23
Sonesta ES Suites Annapolis

3. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
Annapolis
$93
$107 total
includes taxes & fees
Sep 28 - Sep 29
Hilton Garden Inn Annapolis

4. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
$98
$111 total
includes taxes & fees
Sep 30 - Oct 1
Hampton Inn & Suites Annapolis

5. Best Western Annapolis

Best Western Annapolis
Annapolis
$75
$85 total
includes taxes & fees
Sep 27 - Sep 28
Best Western Annapolis

6. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
Annapolis
$100
$114 total
includes taxes & fees
Sep 28 - Sep 29
Courtyard by Marriott Annapolis

7. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
Deale
$229
$261 total
includes taxes & fees
Sep 22 - Sep 23
Anchored Inn at Hidden Harbour Marina

8. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
Annapolis
$110
$125 total
includes taxes & fees
Sep 27 - Sep 28
Crowne Plaza Annapolis by IHG

9. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
Annapolis
$101
$115 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Express & Suites Annapolis by IHG

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

Country Inn & Suites by Radisson, Annapolis, MD
Annapolis
$95
$109 total
includes taxes & fees
Oct 12 - Oct 13
Country Inn & Suites by Radisson, Annapolis, MD

11. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
Annapolis
$98
$117 total
includes taxes & fees
Oct 4 - Oct 5
Candlewood Suites Annapolis by IHG

12. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
$161
$212 total
includes taxes & fees
Oct 7 - Oct 8
Rod 'N' Reel Resort

13. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
Annapolis
$129
$147 total
includes taxes & fees
Sep 27 - Sep 28
SpringHill Suites by Marriott Annapolis

14. Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District
$110
$159 total
includes taxes & fees
Oct 12 - Oct 13
Historic Inns of Annapolis

15. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
Annapolis
$122
$139 total
includes taxes & fees
Sep 30 - Oct 1
Hilton Garden Inn Annapolis Downtown

16. Comfort Inn Conference Center

Comfort Inn Conference Center
Bowie
$109
$123 total
includes taxes & fees
Oct 7 - Oct 8
Comfort Inn Conference Center

17. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
$150
$165 total
includes taxes & fees
Sep 22 - Sep 23
Knapps Narrows Marina & Inn

18. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
Annapolis
$135
$154 total
includes taxes & fees
Sep 27 - Sep 28
Fairfield Inn & Suites By Marriott Annapolis

19. St Michaels Inn

St Michaels Inn
St. Michaels
$105
$116 total
includes taxes & fees
Sep 23 - Sep 24
St Michaels Inn

20. Village Inn Annapolis MD

Village Inn Annapolis MD
Annapolis
$83
$95 total
includes taxes & fees
Sep 22 - Sep 23
Village Inn Annapolis MD
See more properties

Top landmarks in Shady Side

Shadyside Park

Shadyside Park is 0.4 mi (0.6 km) from central Shady Side, why not stop by during your stay. Our travelers also like this walkable area for its port and restaurants.If you like Shadyside Park, you'll love Maryland Quiet Waters Park and Ellen O. Moyer Nature Park at Back Creek, both just a short drive away.
See properties

Captain Avery Museum

Captain Avery Museum is 0.5 mi (0.8 km) from central Shady Side, why not stop by during your stay. Why not take a stroll along the port and watch the sunset while you're here? If you want to experience more of the culture Shady Side has to offer, head to Shadyside Park, Galesville Heritage Museum, and Triton Beach.
See properties

Frequently asked questions

What are the best cheap things to do in Shady Side?
Sightseeing doesn't mean you have to blow the budget. For some things to do in Shady Side, enjoy the outdoors at Chesapeake Bay or Northern Chesapeake Bay. Be certain to include a visit to Shadyside Park.