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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/Motels & Accommodations

Knapp's Narrows Marina & Inn : 6176 Tilghman Island Rd. 6176 Tilghman Island Rd., Tilghman Island, MD 21671
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~1.15 miles south of Sherwood
  • Luxurious 5-star Oceanfront hotel
  • 3 floors in hotel
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From$168 total
Average 3.0 /5 Guest Reviews Call BookMore Details
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Wylder Hotel Tilghman Island : 21551 Chesapeake House Dr. 21551 Chesapeake House Dr., Tilghman, MD 21671
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~2.83 miles south of Sherwood
  • Midscale Riverfront property
  • 2 floors in property
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From$118 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Inn at Perry Cabin 308 Watkins Lane, St. Michael's, MD 21663
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~6.30 miles northeast of Sherwood
  • Luxurious Five Star Resort property
  • Gym is available on property
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From$180 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
St Michaels Inn 1228 South Talbot St., St. Michaels, MD 21663
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~6.53 miles east of Sherwood
  • Three Star Resort property
  • Hotel has 3 meeting rooms
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From$84 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Robert Morris Inn in Oxford 314 North Morris St., Oxford, MD 21654
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~8.85 miles east of Sherwood
  • Three Star hotel
  • Hotel has 16 rooms
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From$108 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Inn at Herrington Harbour 7161 Lake Shore Dr., Rose Haven, MD 20714
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~11.50 miles west of Sherwood
  • 4 star Beach property
  • 11 suites in hotel
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From$57 total
Average 3.0 /5 Read Reviews Call BookMore Details
Rod 'N' Reel Resort 4165 Mears Ave., Chesapeake Beach, MD 20732
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~11.53 miles west of Sherwood
  • Affordable Resort property
  • Check-in time: 4:00PM
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From$94 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Days Inn by Wyndham Easton 7018 Ocean Gateway, Easton, MD 21601
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~13.90 miles east of Sherwood
  • 3 star property
  • Check in: 3:00pm
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From$96 total
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Easton : 8058 Ocean Gateway 8058 Ocean Gateway, Easton, MD 21601
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~14.53 miles east of Sherwood
  • Two-star Downtown property
  • Hotel has a green policy See policy
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From$142 total
Very Good 4.0 /5 Review Score Call BookMore Details
Econo Lodge Easton Route 50 in Easton 8175 Ocean Gateway, Easton, MD 21601
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~14.63 miles east of Sherwood
  • Inexpensive hotel
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From$72 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn in Easton 8523 Ocean Gateway, Easton, MD 21601
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~14.76 miles east of Sherwood
  • Economy Rural property
  • Hotel has 3 meeting rooms
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From$94 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Easton in Easton 8561 Ocean Gateway, Easton, MD 21601
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~14.76 miles east of Sherwood
  • 3-star Rural property
  • Has environment-friendly policy See policy
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From$138 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites 8708 Alicia Dr., Easton, MD 21601
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~14.87 miles east of Sherwood
  • Three Star Rural property
  • 65 sleeping rooms in hotel
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From$105 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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Fairfield Inn & Suites by Marriott Easton : 8945 Sunflower Dr. 8945 Sunflower Dr., Easton, MD 21601
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~15.05 miles east of Sherwood
  • Affordable property
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From$154 total
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Kent Island Resort 500 Kent Manor Dr., Stevensville, MD 21666
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~15.67 miles north of Sherwood
  • High-end Riverfront hotel
  • Check-in time: 4:00 pm
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From$150 total
Average 3.0 /5 Review Score Call BookMore Details
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Hilton Tampa Downtown - Grasonville 548 Caspian Dr., Grasonville, MD 21638
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~16.25 miles northeast of Sherwood
  • Expensive property
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From$150 total
Average 3.0 /5 Review Score Call BookMore Details
Wye River a Dolce Conference Center : 600 Aspen Dr. 600 Aspen Dr., Queenstown, MD 21658
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~16.50 miles northeast of Sherwood
  • Expensive property
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From$90 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Kent Island Marina in Grasonville 3206 Main St., Grasonville, MD 21638
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~16.56 miles north of Sherwood
  • 3 star Riverfront property
  • 91 sleeping rooms in hotel
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From$145 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Kent Narrows Inn in Grasonville 3101 Main St., Grasonville, MD 21638
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~16.62 miles north of Sherwood
  • 3-star Resort property
  • Check in: 4:00 PM
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From$96 total
Average 3.0 /5 Read Reviews Call BookMore Details
The Inn at Chesapeake Bay Beach Club 180 Pier One Rd., Stevensville, MD 21666
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~16.66 miles north of Sherwood
  • High-end Suburban property
  • 54 sleeping rooms in hotel
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From$194 total
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Annapolis East-Kent Island by IHG - Grasonville 1020 Kent Narrows Rd., Grasonville, MD 21638
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~16.68 miles north of Sherwood
  • 3-star Rural property
  • 15 sleeping rooms in hotel
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From$216 total
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn Grasonville near Kent Island 101 Vfw Ave., Grasonville, MD 21638
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~16.87 miles northeast of Sherwood
  • 2 star Resort hotel
  • Complimentary breakfast is offered
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From$88 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Annapolis Waterfront Hotel, Autograph Collection : 80 Compromise St. 80 Compromise St., Annapolis, MD 21401
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~18.50 miles northwest of Sherwood
  • High-end Downtown hotel
  • 6 floors in property
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From$90 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Historic Inns of Annapolis in Annapolis 58 State Circle, Annapolis, MD 21401
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~18.82 miles northwest of Sherwood
  • Affordable Downtown property
  • Hotel has 18 meeting rooms
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From$130 total
Very Good 4.0 /5 Reviews Call BookMore Details
Graduate by Hilton Annapolis in Annapolis 126 West St., Annapolis, MD 21401
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~18.95 miles northwest of Sherwood
  • 4 star Downtown hotel
  • Hotel has 6 floors
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From$120 total
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Annapolis Downtown 174 West St., Annapolis, MD 21401
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~18.97 miles northwest of Sherwood
  • Midscale Downtown property
  • 4 meeting rooms in hotel
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From$166 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Westin Annapolis - Annapolis 100 Westgate Cir, Annapolis, MD 21401 Website
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~19.04 miles northwest of Sherwood
  • High-end Downtown property
  • Hotel has 25 meeting rooms
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From$166 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Cambridge by IHG : 2715 Ocean Gateway 2715 Ocean Gateway, Cambridge, MD 21613
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~19.09 miles southeast of Sherwood
  • Affordable Rural property
  • Free comp. breakfast
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From$134 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay - Cambridge 100 Heron Blvd., Cambridge, MD 21613
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~19.32 miles southeast of Sherwood
  • Four-star hotel
  • Hotel has 6 floors
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From$150 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Prince Frederick in Prince Frederick 40 Commerce Lane, Prince Frederick, MD 20678
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~19.41 miles southwest of Sherwood
  • Two star hotel
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From$72 total
Average 3.0 /5 Reviews Call BookMore Details
SureStay by Best Western Prince Frederick 75 Main St., Prince Frederick, MD 20678
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~19.41 miles southwest of Sherwood
  • 3 star hotel
  • 2 floors in hotel
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From$91 total
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express in Prince Frederick 355 Merrimac Court, Prince Frederick, MD 20678
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~19.64 miles southwest of Sherwood
  • Midscale property
  • Free comp. breakfast
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From$106 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Cambridge Inn 2831 Ocean Gateway, Cambridge, MD 21613
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~19.77 miles southeast of Sherwood
  • Inexpensive Highway hotel
  • Check in: 2Pm
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From$64 total
Poor 2.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Prince Frederick : 75 Sherry Lane 75 Sherry Lane, Prince Frederick, MD 20678
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~19.78 miles southwest of Sherwood
  • Three Star Suburban property
  • 87 suites in property
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From$103 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge in Cambridge 2917 Ocean Gateway, Cambridge, MD 21613
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~20.05 miles southeast of Sherwood
  • Cheap Highway property
  • Gym is available on property
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From$72 total
Average 3.5 /5 Reviews Call BookMore Details
Candlewood Suites Annapolis by IHG : 1 Womack Dr. 1 Womack Dr., Annapolis, MD 21401
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~20.07 miles northwest of Sherwood
  • Three Star Suburban property
  • Hotel has 101 rooms
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From$96 total
Average 3.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401
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~20.17 miles northwest of Sherwood
  • Mid-scale Suburban hotel
  • 2 meeting rooms in property
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From$98 total
Average 3.0 /5 Read Reviews Call BookMore Details
Sonesta Es Suites Annapolis 170 Admiral Cochrane Dr., Annapolis, MD 21401
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~20.20 miles northwest of Sherwood
  • Mid-scale Suburban hotel
  • 102 rooms in hotel
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From$118 total
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Annapolis - Annapolis 124 Womack Dr., Annapolis, MD 21401
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~20.24 miles northwest of Sherwood
  • Three Star Suburban hotel
  • 31 suites in hotel
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From$84 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites Cambridge 2936 Ocean Gateway, Cambridge, MD 21613 Website
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~20.25 miles southeast of Sherwood
  • Economy Rural hotel
  • 32 suites in hotel
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From$72 total
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Annapolis : 305 Harry South Truman Pkwy. 305 Harry South Truman Pkwy., Annapolis, MD 21401
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~20.29 miles northwest of Sherwood
  • Affordable hotel
  • Check-in time: 3:00pm
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From$96 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Admiral Suites - Annapolis 120 Admiral Cochrane Dr., Annapolis, MD 21401
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~20.34 miles northwest of Sherwood
  • Mid-scale hotel
  • 36 suites in hotel
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From$70 total
Poor 2.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Hampton Inn 124, Annapolis, MD 21401
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~20.36 miles northwest of Sherwood
  • Affordable Highway property
  • Hotel has 30 suites
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From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Annapolis in Annapolis 2559 Riva Rd., Annapolis, MD 21401
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~20.44 miles northwest of Sherwood
  • Midscale Downtown hotel
  • Fitness + Health Center
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From$94 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Annapolis An Ihg Hotel 2451 Riva Rd., Annapolis, MD 21401
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~20.44 miles northwest of Sherwood
  • Midscale Suburban hotel
  • Has environment-friendly policy Learn more
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From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Red Roof Inn Annapolis : 2520 C Riva Rd. 2520 C Riva Rd., Annapolis, MD 21401
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~20.56 miles northwest of Sherwood
  • 2-star Suburban property
  • 2 floors in property
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From$72 total
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Annapolis 2520 Riva Rd., Annapolis, MD 21401
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~20.59 miles northwest of Sherwood
  • Cheap Suburban hotel
  • Free breakfast
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From$100 total
Average 3.0 /5 Reviews Call BookMore Details
Doubletree by Hilton Hotel Annapolis 210 Holiday Court, Annapolis, MD 21401
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~20.62 miles northwest of Sherwood
  • 3-star Suburban property
  • Fitness + Health Center
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From$178 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel : 173 Jennifer Rd. 173 Jennifer Rd., Annapolis, MD 21401 Website
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~20.64 miles northwest of Sherwood
  • Three Star Suburban hotel
  • Check-in: 04:00 PM
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From$96 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Laurel Grove Inn on the South 2881 South Haven Road., Annapolis, MD 21401
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~20.75 miles northwest of Sherwood
  • 3-star Riverfront property
  • Check in time: 3pm
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From$150 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details

Next: See My Sherwood Hotels with Pricing

Graph: Next 20 Days of Sherwood Hotel Prices

Rates shown are nightly rates before taxes and do not necessarily reflect all Sherwood, MD discounts available. The chart reflects the cheapest Sherwood hotel for each day and each star rating category.

FAQs about hotels in Sherwood

What are the most favored hotels in Sherwood?

Fairfield Inn & Suites by Marriott Easton, The Inn at Chesapeake Bay Beach Club and Wylder Hotel Tilghman Island are the best rated hotels based on customer reviews in the last 365 days.

What are the most up-scale hotels in Sherwood?

Knapp's Narrows Marina & Inn, Inn at Perry Cabin and The Inn at Herrington Harbour are the top 3 luxury hotels near Sherwood city center.

What hotels are closest to the city center of Sherwood?

Knapp's Narrows Marina & Inn, Wylder Hotel Tilghman Island, and Inn at Perry Cabin are the properties closest to Sherwood city center.

What are the best independent hotels in Sherwood?

The Inn at Chesapeake Bay Beach Club, Wylder Hotel Tilghman Island and Inn at Perry Cabin are the best rated independent hotels (not part of a big brand).

What are the best Marriott hotels in Sherwood?

Fairfield Inn & Suites by Marriott Easton, The Westin Annapolis and Springhill Suites by Marriott Prince Frederick are the best rated Marriott/Starwood branded hotels (based on customer reviews score).

What are the best Choice Hotels branded hotels in Sherwood?

Quality Inn, Quality Inn Grasonville near Kent Island and Comfort Inn & Suites Cambridge are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the best Best Western hotels in Sherwood?

Best Western Plus Easton Inn & Suites, Best Western Annapolis and Best Western Kent Narrows Inn are the best rated Best Western branded hotels (based on user reviews score).

What are the most popular IHG hotels in Sherwood?

Holiday Inn Express Annapolis East-Kent Island by IHG, Holiday Inn Express Cambridge by IHG and Holiday Inn Express are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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