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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 & Accommodations

Knapp's Narrows Marina & Inn - Tilghman Island 6176 Tilghman Island Rd., Tilghman Island, MD 21671
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~1.15 miles south of Sherwood
  • Luxury 5 star Oceanfront property
  • Hotel has 2 meeting rooms
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From$140
Average 3.0 /5 Read Reviews Call BookMore Details
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Wylder Hotel Tilghman Island - Tilghman 21551 Chesapeake House Dr., Tilghman, MD 21671
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~2.83 miles south of Sherwood
  • Three Star Riverfront property
  • Hotel has 49 rooms
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From$99
Very Good 4.0 /5 Review Score 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 hotel
  • Hotel has 5 meeting rooms
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From$150
Very Good 4.0 /5 Latest Reviews Call BookMore Details
St. Michaels Inn in St. Michaels 1228 South Talbot St., St. Michaels, MD 21663
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~6.53 miles east of Sherwood
  • Affordable Resort hotel
  • 2 floors in property
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From$70
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Robert Morris Inn in Oxford 314 North Morris St., Oxford, MD 21654
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~8.85 miles east of Sherwood
  • Three Star property
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From$90
Very Good 4.0 /5 Review Score 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
  • High-end Beach hotel
  • Fitness / Gym is on-site
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From$48
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Rod 'N' Reel Resort : 4165 Mears Ave. 4165 Mears Ave., Chesapeake Beach, MD 20732
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~11.53 miles west of Sherwood
  • Three Star Resort hotel
  • Gym is available on property
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From$79
Very Good 4.0 /5 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 hotel
  • Hotel has a green policy See policy
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From$80
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Hampton Inn Easton 8058 Ocean Gateway, Easton, MD 21601
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~14.53 miles east of Sherwood
  • Inexpensive Downtown property
  • Free breakfast
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From$119
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge Easton Route 50 8175 Ocean Gateway, Easton, MD 21601
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~14.63 miles east of Sherwood
  • Two-star property
  • Check in: 11:00
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From$60
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn : 8523 Ocean Gateway 8523 Ocean Gateway, Easton, MD 21601
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~14.76 miles east of Sherwood
  • Two star Rural property
  • 82 rooms in property
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From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Easton : 8561 Ocean Gateway 8561 Ocean Gateway, Easton, MD 21601
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~14.76 miles east of Sherwood
  • Three Star Rural hotel
  • 4 floors in property
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From$115
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Best Western Plus Easton Inn & Suites 8708 Alicia Dr., Easton, MD 21601
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~14.87 miles east of Sherwood
  • Mid-scale Rural hotel
  • Check-in time: 03:00
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From$88
Very Good 4.0 /5 Review Score Call BookMore Details
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Fairfield Inn & Suites by Marriott Easton 8945 Sunflower Dr., Easton, MD 21601
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~15.05 miles east of Sherwood
  • Mid-scale hotel
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From$129
Very Good 4.5 /5 Hotel 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 property
  • 3 floors in property
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From$125
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Hilton Tampa Downtown 548 Caspian Dr., Grasonville, MD 21638
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~16.25 miles northeast of Sherwood
  • Four star hotel
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From$125
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Wye River a Dolce Conference Center - Queenstown 600 Aspen Dr., Queenstown, MD 21658
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~16.50 miles northeast of Sherwood
  • Expensive property
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From$75
Very Good 4.0 /5 Guest 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 hotel
  • 4 meeting rooms in property
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From$121
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Best Western Kent Narrows Inn 3101 Main St., Grasonville, MD 21638
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~16.62 miles north of Sherwood
  • Mid-scale Resort property
  • 4 floors in property
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From$80
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The Inn at Chesapeake Bay Beach Club in Stevensville 180 Pier One Rd., Stevensville, MD 21666
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~16.66 miles north of Sherwood
  • 4-star Suburban hotel
  • 4 floors in hotel
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From$162
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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
  • Three Star Rural property
  • 3 floors in hotel
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From$180
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Grasonville near Kent Island in Grasonville 101 Vfw Ave., Grasonville, MD 21638
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~16.87 miles northeast of Sherwood
  • Low priced Resort hotel
  • Free complimentary breakfast
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From$74
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Annapolis Waterfront Hotel, Autograph Collection 80 Compromise St., Annapolis, MD 21401
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~18.50 miles northwest of Sherwood
  • 4 star Downtown property
  • Fitness / Gym is on-site
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From$75
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Historic Inns of Annapolis 58 State Circle, Annapolis, MD 21401
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~18.82 miles northwest of Sherwood
  • Midscale Downtown hotel
  • 124 rooms in hotel
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From$109
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Graduate by Hilton Annapolis in Annapolis 126 West St., Annapolis, MD 21401
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~18.95 miles northwest of Sherwood
  • Expensive Downtown hotel
  • Hotel has 14 meeting rooms
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From$100
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Hilton Garden Inn Annapolis Downtown - Annapolis 174 West St., Annapolis, MD 21401
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~18.97 miles northwest of Sherwood
  • Mid-scale Downtown property
  • Fitness center on property
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From$139
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Westin Annapolis 100 Westgate Cir, Annapolis, MD 21401 Website
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~19.04 miles northwest of Sherwood
  • 4 star Downtown property
  • 25 conference rooms in property
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From$139
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Cambridge by IHG - Cambridge 2715 Ocean Gateway, Cambridge, MD 21613
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~19.09 miles southeast of Sherwood
  • Midscale Rural hotel
  • Check-in time: 15:00pm
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From$112
Very Good 4.0 /5 Latest 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
  • 400 rooms in hotel
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From$125
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Super 8 by Wyndham Prince Frederick - Prince Frederick 40 Commerce Lane, Prince Frederick, MD 20678
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~19.41 miles southwest of Sherwood
  • Inexpensive property
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From$60
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SureStay by Best Western Prince Frederick - Prince Frederick 75 Main St., Prince Frederick, MD 20678
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~19.41 miles southwest of Sherwood
  • Midscale hotel
  • Free complimentary breakfast
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From$76
Average 3.0 /5 Review Score 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
  • Three Star property
  • Check-in: 3:00pm
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From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Cambridge Inn - Cambridge 2831 Ocean Gateway, Cambridge, MD 21613
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~19.77 miles southeast of Sherwood
  • Two star Highway hotel
  • 2 floors in hotel
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From$54
Poor 2.0 /5 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
  • 3-star Suburban property
  • Complimentary breakfast is offered
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From$86
Very Good 4.0 /5 Review Score Call BookMore Details
Days Inn & Suites by Wyndham Cambridge : 2917 Ocean Gateway 2917 Ocean Gateway, Cambridge, MD 21613
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~20.05 miles southeast of Sherwood
  • 2 star Highway property
  • Check-in: 03:00pm
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From$60
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Candlewood Suites Annapolis by IHG : 1 Womack Dr. 1 Womack Dr., Annapolis, MD 21401
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~20.07 miles northwest of Sherwood
  • Midscale Suburban property
  • Check-in time: 15:00
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From$80
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Springhill Suites by Marriott Annapolis - Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401
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~20.17 miles northwest of Sherwood
  • 3 star Suburban property
  • Hotel has an eco-friendly policy See more
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From$82
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Sonesta Es Suites Annapolis in Annapolis 170 Admiral Cochrane Dr., Annapolis, MD 21401
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~20.20 miles northwest of Sherwood
  • Affordable Suburban hotel
  • 102 rooms in property
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From$99
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Hampton Inn & Suites Annapolis : 124 Womack Dr. 124 Womack Dr., Annapolis, MD 21401
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~20.24 miles northwest of Sherwood
  • 3-star Suburban property
  • 5 floors in property
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From$70
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Comfort Inn & Suites Cambridge - Cambridge 2936 Ocean Gateway, Cambridge, MD 21613 Website
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~20.25 miles southeast of Sherwood
  • Cheap Rural hotel
  • 32 suites in property
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From$60
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Hilton Garden Inn Annapolis - Annapolis 305 Harry South Truman Pkwy., Annapolis, MD 21401
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~20.29 miles northwest of Sherwood
  • Three Star property
  • 126 rooms in property
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From$80
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Admiral Suites in Annapolis 120 Admiral Cochrane Dr., Annapolis, MD 21401
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~20.34 miles northwest of Sherwood
  • Three Star property
  • 36 suites in hotel
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From$59
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Hampton Inn & Suites : Hampton Inn 124 Hampton Inn 124, Annapolis, MD 21401
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~20.36 miles northwest of Sherwood
  • Midscale Highway property
  • Hotel has 117 rooms
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From$80
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Courtyard by Marriott Annapolis 2559 Riva Rd., Annapolis, MD 21401
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~20.44 miles northwest of Sherwood
  • Midscale Downtown property
  • 149 rooms in property
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From$79
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Holiday Inn Express & Suites Annapolis An Ihg Hotel : 2451 Riva Rd. 2451 Riva Rd., Annapolis, MD 21401
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~20.44 miles northwest of Sherwood
  • 3 star Suburban hotel
  • Hotel has 20 suites
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From$80
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Red Roof Inn Annapolis 2520 C Riva Rd., Annapolis, MD 21401
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~20.56 miles northwest of Sherwood
  • 2-star Suburban hotel
  • 2 floors in hotel
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From$60
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Best Western Annapolis : 2520 Riva Rd. 2520 Riva Rd., Annapolis, MD 21401
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~20.59 miles northwest of Sherwood
  • Low Cost Suburban hotel
  • 98 sleeping rooms in hotel
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From$84
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Doubletree by Hilton Hotel Annapolis 210 Holiday Court, Annapolis, MD 21401
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~20.62 miles northwest of Sherwood
  • 3-star Suburban hotel
  • Check-in: 4:00 PM
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From$149
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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
  • 3 star Suburban property
  • 8 suites in hotel
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From$80
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Laurel Grove Inn on the South : 2881 South Haven Road. 2881 South Haven Road., Annapolis, MD 21401
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~20.75 miles northwest of Sherwood
  • Three Star Riverfront property
  • 2 floors in property
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From$125
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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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