Sherwood Maryland Accommodations

Only hotels in Sherwood are listed below. Search for cheap and discounted hotel and motel rates in or near Sherwood, MD for your upcoming personal or group trip. Explore the most favored Sherwood Maryland hotel rooms. Review the Sherwood hotel list below to find the perfect lodging. We also have a map of the Sherwood hotels. Group booking? Search Sherwood Group Hotel Rates

The Sherwood center is approximately 18 miles southeast of Annapolis City Dock and 18 miles southeast of Chesapeake Children's Museum.

Sherwood Hotels & Accommodations

Knapp's Narrows Marina & Inn 6176 Tilghman Island Rd., Tilghman Island, MD 21671 Call ~1.15 miles south of Sherwood
  • Luxury Five Star Oceanfront property
  • 3 floors in property
More Photos
From$140
Average 3.0 /5 Guest Reviews Call BookMore Details
Wylder Hotel Tilghman Island : 21551 Chesapeake House Dr. 21551 Chesapeake House Dr., Tilghman, MD 21671 Call ~2.83 miles south of Sherwood
  • Affordable Riverfront property
  • 49 sleeping rooms in hotel
More Photos
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Inn at Perry Cabin 308 Watkins Lane, St. Michael's, MD 21663 Call ~6.30 miles northeast of Sherwood
  • Luxurious Five Star Resort hotel
  • Check-in time: 4:00pm
More Photos
From$150
Very Good 4.0 /5 Review Score Call BookMore Details
St Michaels Inn 1228 South Talbot St., St. Michaels, MD 21663 Call ~6.53 miles east of Sherwood
  • 3 star Resort hotel
  • Check in time: 3:00 pm
More Photos
From$70
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Robert Morris Inn in Oxford 314 North Morris St., Oxford, MD 21654 Call ~8.85 miles east of Sherwood
  • 3 star hotel
  • 16 rooms in property
More Photos
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
The Inn at Herrington Harbour 7161 Lake Shore Dr., Rose Haven, MD 20714 Call ~11.50 miles west of Sherwood
  • Expensive Beach hotel
  • 2 meeting rooms in hotel
More Photos
From$48
Average 3.0 /5 Reviews Call BookMore Details
Rod 'N' Reel Resort : 4165 Mears Ave. 4165 Mears Ave., Chesapeake Beach, MD 20732 Call ~11.53 miles west of Sherwood
  • Midscale Resort property
  • Check in time: 4:00PM
More Photos
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Days Inn by Wyndham Easton 7018 Ocean Gateway, Easton, MD 21601 Call ~13.90 miles east of Sherwood
  • Mid-scale property
More Photos
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Easton 8058 Ocean Gateway, Easton, MD 21601 Call ~14.53 miles east of Sherwood
  • Cheap Downtown hotel
  • Hotel has 74 rooms
More Photos
From$119
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge Easton Route 50 : 8175 Ocean Gateway 8175 Ocean Gateway, Easton, MD 21601 Call ~14.63 miles east of Sherwood
  • Inexpensive property
More Photos
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn in Easton 8523 Ocean Gateway, Easton, MD 21601 Call ~14.76 miles east of Sherwood
  • Low Cost Rural hotel
  • 3 conference rooms in property
More Photos
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Easton 8561 Ocean Gateway, Easton, MD 21601 Call ~14.76 miles east of Sherwood
  • Three Star Rural hotel
  • Check in: 4:00pm
More Photos
From$115
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites - Easton 8708 Alicia Dr., Easton, MD 21601 Call ~14.87 miles east of Sherwood
  • 3 star Rural hotel
  • Hotel has 41 suites
More Photos
From$88
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Easton - Easton 8945 Sunflower Dr., Easton, MD 21601 Call ~15.05 miles east of Sherwood
  • Affordable property
More Photos
From$129
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Kent Island Resort 500 Kent Manor Dr., Stevensville, MD 21666 Call ~15.67 miles north of Sherwood
  • Expensive Riverfront property
  • 24 sleeping rooms in hotel
More Photos
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Tampa Downtown 548 Caspian Dr., Grasonville, MD 21638 Call ~16.25 miles northeast of Sherwood
  • High end hotel
More Photos
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Wye River a Dolce Conference Center : 600 Aspen Dr. 600 Aspen Dr., Queenstown, MD 21658 Call ~16.50 miles northeast of Sherwood
  • 4 star property
More Photos
From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Kent Island Marina 3206 Main St., Grasonville, MD 21638 Call ~16.56 miles north of Sherwood
  • 3-star Riverfront property
  • 91 sleeping rooms in hotel
More Photos
From$121
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Kent Narrows Inn in Grasonville 3101 Main St., Grasonville, MD 21638 Call ~16.62 miles north of Sherwood
  • Affordable Resort hotel
  • 97 rooms in property
More Photos
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
The Inn at Chesapeake Bay Beach Club 180 Pier One Rd., Stevensville, MD 21666 Call ~16.66 miles north of Sherwood
  • Four star Suburban hotel
  • Gym / Fitness Center Available
More Photos
From$162
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Annapolis Kent Island An Ihg Hotel - Grasonville 1020 Kent Narrows Rd., Grasonville, MD 21638 Call ~16.75 miles north of Sherwood
  • Midscale Rural hotel
  • Check in: 3:00pm
More Photos
From$180
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn 101 Vfw Ave., Grasonville, MD 21638 Call ~16.87 miles northeast of Sherwood
  • Two star Resort hotel
  • Check-in time: 11:00
More Photos
From$74
Very Good 4.0 /5 Review Score Call BookMore Details
Annapolis Waterfront Hotel, Autograph Collection 80 Compromise St., Annapolis, MD 21401 Call ~18.50 miles northwest of Sherwood
  • 4 star Downtown property
  • Hotel has 5 meeting rooms
More Photos
From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Historic Inns of Annapolis : 58 State Circle 58 State Circle, Annapolis, MD 21401 Call ~18.82 miles northwest of Sherwood
  • Mid-scale Downtown hotel
  • 18 conference rooms in property
More Photos
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Graduate by Hilton Annapolis in Annapolis 126 West St., Annapolis, MD 21401 Call ~18.95 miles northwest of Sherwood
  • 4 star Downtown property
  • Check in: 4:00 PM
More Photos
From$100
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown 174 West St., Annapolis, MD 21401 Call ~18.97 miles northwest of Sherwood
  • Mid-scale Downtown hotel
  • Check-in time: 3:00pm
More Photos
From$139
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Westin Annapolis 100 Westgate Cir, Annapolis, MD 21401 Website Call ~19.04 miles northwest of Sherwood
  • 4-star Downtown hotel
  • 225 rooms in property
More Photos
From$139
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Cambridge by IHG 2715 Ocean Gateway, Cambridge, MD 21613 Call ~19.09 miles southeast of Sherwood
  • 3 star Rural hotel
  • Fitness center on property
More Photos
From$112
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt Regency Chesapeake Bay 100 Heron Blvd., Cambridge, MD 21613 Call ~19.32 miles southeast of Sherwood
  • Four-star property
  • Fitness center on property
More Photos
From$125
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Prince Frederick - Prince Frederick 40 Commerce Lane, Prince Frederick, MD 20678 Call ~19.41 miles southwest of Sherwood
  • Low priced hotel
More Photos
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
SureStay by Best Western Prince Frederick 75 Main St., Prince Frederick, MD 20678 Call ~19.41 miles southwest of Sherwood
  • Mid-scale property
  • Check in time: 03:00
More Photos
From$76
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express - Prince Frederick 355 Merrimac Court, Prince Frederick, MD 20678 Call ~19.64 miles southwest of Sherwood
  • Affordable hotel
  • 70 rooms in hotel
More Photos
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Cambridge Inn - Cambridge 2831 Ocean Gateway, Cambridge, MD 21613 Call ~19.77 miles southeast of Sherwood
  • Economical Highway property
  • Check-in time: 2Pm
More Photos
From$54
Poor 2.0 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Prince Frederick - Prince Frederick 75 Sherry Lane, Prince Frederick, MD 20678 Call ~19.78 miles southwest of Sherwood
  • 3-star Suburban property
  • 87 suites in hotel
More Photos
From$86
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge : 2917 Ocean Gateway 2917 Ocean Gateway, Cambridge, MD 21613 Call ~20.05 miles southeast of Sherwood
  • Two-star Highway property
  • Free comp. breakfast
More Photos
From$60
Average 3.5 /5 Recent Reviews Call BookMore Details
Candlewood Suites Annapolis by IHG 1 Womack Dr., Annapolis, MD 21401 Call ~20.07 miles northwest of Sherwood
  • 3 star Suburban property
  • Hotel has 101 rooms
More Photos
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401 Call ~20.17 miles northwest of Sherwood
  • Three Star Suburban property
  • Hotel has 4 floors
More Photos
From$82
Average 3.0 /5 Guest Reviews Call BookMore Details
Sonesta Es Suites Annapolis in Annapolis 170 Admiral Cochrane Dr., Annapolis, MD 21401 Call ~20.20 miles northwest of Sherwood
  • Mid-scale Suburban property
  • 3 floors in property
More Photos
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Annapolis in Annapolis 124 Womack Dr., Annapolis, MD 21401 Call ~20.24 miles northwest of Sherwood
  • Midscale Suburban hotel
  • Check in time: 3:00pm
More Photos
From$70
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites Cambridge : 2936 Ocean Gateway 2936 Ocean Gateway, Cambridge, MD 21613 Website Call ~20.25 miles southeast of Sherwood
  • Cheap Rural property
  • Hotel has 65 rooms
More Photos
From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Annapolis 305 Harry South Truman Pkwy., Annapolis, MD 21401 Call ~20.29 miles northwest of Sherwood
  • Three Star hotel
  • 4 floors in property
More Photos
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Admiral Suites - Annapolis 120 Admiral Cochrane Dr., Annapolis, MD 21401 Call ~20.34 miles northwest of Sherwood
  • Three Star property
  • Check-in: 3:00pm
More Photos
From$59
Poor 2.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites : Hampton Inn 124 Hampton Inn 124, Annapolis, MD 21401 Call ~20.36 miles northwest of Sherwood
  • Three Star Highway property
  • Check-in time: 3:00 PM
More Photos
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Annapolis : 2559 Riva Rd. 2559 Riva Rd., Annapolis, MD 21401 Call ~20.44 miles northwest of Sherwood
  • Affordable Downtown hotel
  • Hotel has a green policy See policy
More Photos
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Annapolis An Ihg Hotel - Annapolis 2451 Riva Rd., Annapolis, MD 21401 Call ~20.44 miles northwest of Sherwood
  • Affordable Suburban property
  • Free breakfast
More Photos
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Red Roof Inn Annapolis - Annapolis 2520 C Riva Rd., Annapolis, MD 21401 Call ~20.56 miles northwest of Sherwood
  • Low-priced Suburban property
More Photos
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Annapolis - Annapolis 2520 Riva Rd., Annapolis, MD 21401 Call ~20.59 miles northwest of Sherwood
  • Low-priced Suburban hotel
  • 2 floors in hotel
More Photos
From$84
Average 3.0 /5 Latest Reviews Call BookMore Details
Doubletree by Hilton Hotel Annapolis : 210 Holiday Court 210 Holiday Court, Annapolis, MD 21401 Call ~20.62 miles northwest of Sherwood
  • 3-star Suburban hotel
  • Check in: 4:00 PM
More Photos
From$149
Average 3.0 /5 Review Score Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel in Annapolis 173 Jennifer Rd., Annapolis, MD 21401 Website Call ~20.64 miles northwest of Sherwood
  • Midscale Suburban hotel
  • Hotel has 8 suites
More Photos
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Laurel Grove Inn on the South - Annapolis 2881 South Haven Road., Annapolis, MD 21401 Call ~20.75 miles northwest of Sherwood
  • 3 star Riverfront property
  • Check-in time: 3pm
More Photos
From$125
Very Good 4.0 /5 Reviews Call BookMore Details

Next: See My Sherwood Hotels with Pricing
Back to Top
Table of Contents Top: Check Rates Sherwood Hotels