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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 - Tilghman Island 6176 Tilghman Island Rd., Tilghman Island, MD 21671
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~1.15 miles south of Sherwood
  • Luxurious Five Star Oceanfront property
  • 2 suites in property
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From$140
Average 3.0 /5 Latest 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 hotel
  • 2 floors in hotel
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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
  • Luxury 5 star Resort hotel
  • Check-in time: 4:00pm
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From$150
Very Good 4.0 /5 Recent Reviews Call BookMore Details
St. Michaels Inn - St. Michaels 1228 South Talbot St., St. Michaels, MD 21663
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~6.53 miles east of Sherwood
  • 3 star Resort hotel
  • Check in: 3:00 pm
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From$70
Very Good 4.0 /5 Read Reviews Call BookMore Details
Robert Morris Inn 314 North Morris St., Oxford, MD 21654
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~8.85 miles east of Sherwood
  • Midscale hotel
  • Hotel has 3 floors
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From$90
Very Good 4.0 /5 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
  • Four-star Beach property
  • Fitness center on property
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From$48
Average 3.0 /5 Recent 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
  • 3-star Resort hotel
  • Hotel has 70 rooms
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From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Days Inn by Wyndham Easton in 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$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Easton in Easton 8058 Ocean Gateway, Easton, MD 21601
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~14.53 miles east of Sherwood
  • Low priced Downtown hotel
  • Check-in time: 3:00PM
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From$119
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Easton Route 50 - Easton 8175 Ocean Gateway, Easton, MD 21601
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~14.63 miles east of Sherwood
  • 2 star hotel
  • Hotel has 48 rooms
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From$60
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn 8523 Ocean Gateway, Easton, MD 21601
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~14.76 miles east of Sherwood
  • Economical Rural hotel
  • Check-in time: 11:00
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From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Easton - Easton 8561 Ocean Gateway, Easton, MD 21601
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~14.76 miles east of Sherwood
  • 3 star Rural property
  • Hotel has a green policy Learn more
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From$115
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites in Easton 8708 Alicia Dr., Easton, MD 21601
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~14.87 miles east of Sherwood
  • 3-star Rural hotel
  • Hotel has 41 suites
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From$88
Very Good 4.0 /5 Reviews Call BookMore Details
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Fairfield Inn & Suites by Marriott Easton - Easton 8945 Sunflower Dr., Easton, MD 21601
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~15.05 miles east of Sherwood
  • 3 star hotel
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From$129
Very Good 4.5 /5 Review Score Call BookMore Details
Kent Island Resort in Stevensville 500 Kent Manor Dr., Stevensville, MD 21666
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~15.67 miles north of Sherwood
  • High-end Riverfront hotel
  • Hotel has 3 floors
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From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
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Hilton Tampa Downtown in Grasonville 548 Caspian Dr., Grasonville, MD 21638
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~16.25 miles northeast of Sherwood
  • 4 star hotel
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From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Wye River a Dolce Conference Center 600 Aspen Dr., Queenstown, MD 21658
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~16.50 miles northeast of Sherwood
  • High-end hotel
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From$75
Very Good 4.0 /5 Recent 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
  • Midscale Riverfront hotel
  • 5 floors in hotel
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From$121
Very Good 4.0 /5 Hotel 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$80
Average 3.0 /5 Guest Reviews Call BookMore Details
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
  • High end Suburban hotel
  • Hotel has 4 floors
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From$162
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Annapolis East Kent Island by IHG in Grasonville 1020 Kent Narrows Rd., Grasonville, MD 21638
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~16.68 miles north of Sherwood
  • Midscale Rural hotel
  • Check-in: 3:00pm
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From$180
Very Good 4.0 /5 Reviews 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
  • Cheap Resort hotel
  • Hotel has 59 rooms
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From$74
Very Good 4.0 /5 Reviews Call BookMore Details
Annapolis Waterfront Hotel, Autograph Collection in Annapolis 80 Compromise St., Annapolis, MD 21401
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~18.50 miles northwest of Sherwood
  • Four star Downtown hotel
  • Hotel has 5 meeting rooms
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From$75
Very Good 4.0 /5 Recent 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
  • 3-star Downtown property
  • 124 rooms in property
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From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Graduate by Hilton Annapolis - Annapolis 126 West St., Annapolis, MD 21401
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~18.95 miles northwest of Sherwood
  • Four star Downtown hotel
  • Check-in time: 4:00 PM
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From$100
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown : 174 West St. 174 West St., Annapolis, MD 21401
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~18.97 miles northwest of Sherwood
  • Mid-scale Downtown hotel
  • 4 conference rooms in property
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From$139
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Westin Annapolis in Annapolis 100 Westgate Cir, Annapolis, MD 21401 Website
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~19.04 miles northwest of Sherwood
  • Four-star Downtown hotel
  • Fitness + Health Center
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From$139
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Cambridge by IHG 2715 Ocean Gateway, Cambridge, MD 21613
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~19.09 miles southeast of Sherwood
  • Three Star Rural property
  • Fitness + Health Center
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From$112
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay 100 Heron Blvd., Cambridge, MD 21613
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~19.32 miles southeast of Sherwood
  • High end hotel
  • Hotel has 6 floors
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From$125
Very Good 4.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Prince Frederick : 40 Commerce Lane 40 Commerce Lane, Prince Frederick, MD 20678
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~19.41 miles southwest of Sherwood
  • Economy hotel
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From$60
Average 3.0 /5 Recent 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
  • Free comp. breakfast
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From$76
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express 355 Merrimac Court, Prince Frederick, MD 20678
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~19.64 miles southwest of Sherwood
  • 3 star property
  • Free breakfast available
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From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Cambridge Inn 2831 Ocean Gateway, Cambridge, MD 21613
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~19.77 miles southeast of Sherwood
  • Two star Highway property
  • Hotel has 80 rooms
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From$54
Poor 2.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Prince Frederick in Prince Frederick 75 Sherry Lane, Prince Frederick, MD 20678
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~19.78 miles southwest of Sherwood
  • Midscale Suburban property
  • Check in time: 3:00pm
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From$86
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge - Cambridge 2917 Ocean Gateway, Cambridge, MD 21613
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~20.05 miles southeast of Sherwood
  • Low priced Highway hotel
  • 2 suites in hotel
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From$60
Average 3.5 /5 Hotel Reviews Call BookMore Details
Candlewood Suites Annapolis by IHG in Annapolis 1 Womack Dr., Annapolis, MD 21401
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~20.07 miles northwest of Sherwood
  • Mid-scale Suburban hotel
  • 101 rooms in hotel
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis in Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401
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~20.17 miles northwest of Sherwood
  • Midscale Suburban property
  • Hotel has an eco-friendly policy Read more
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From$82
Average 3.0 /5 Latest Reviews Call BookMore Details
Sonesta Es Suites Annapolis : 170 Admiral Cochrane Dr. 170 Admiral Cochrane Dr., Annapolis, MD 21401
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~20.20 miles northwest of Sherwood
  • Midscale Suburban property
  • Check in: 3:00pm
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From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Annapolis : 124 Womack Dr. 124 Womack Dr., Annapolis, MD 21401
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~20.24 miles northwest of Sherwood
  • Three Star Suburban hotel
  • Hotel has 4 meeting rooms
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From$70
Very Good 4.0 /5 Guest 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
  • Low priced Rural hotel
  • 65 rooms in property
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From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Annapolis in Annapolis 305 Harry South Truman Pkwy., Annapolis, MD 21401
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~20.29 miles northwest of Sherwood
  • Mid-scale property
  • 3 meeting rooms in property
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From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Admiral Suites in Annapolis 120 Admiral Cochrane Dr., Annapolis, MD 21401
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~20.34 miles northwest of Sherwood
  • Affordable property
  • 36 suites in hotel
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From$59
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
  • Mid-scale Highway property
  • Fitness / Gym is on-site
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Annapolis 2559 Riva Rd., Annapolis, MD 21401
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~20.44 miles northwest of Sherwood
  • 3-star Downtown property
  • Hotel has an eco-friendly policy Read more
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From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Annapolis An Ihg Hotel in Annapolis 2451 Riva Rd., Annapolis, MD 21401
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~20.44 miles northwest of Sherwood
  • 3-star Suburban hotel
  • Fitness center on property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Red Roof Inn Annapolis 2520 C Riva Rd., Annapolis, MD 21401
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~20.56 miles northwest of Sherwood
  • Inexpensive Suburban hotel
  • 2 floors in property
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From$60
Average 3.0 /5 Review Score Call BookMore Details
Best Western Annapolis in Annapolis 2520 Riva Rd., Annapolis, MD 21401
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~20.59 miles northwest of Sherwood
  • 2-star Suburban property
  • Check-in time: 03:00
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From$84
Average 3.0 /5 Recent 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
  • Midscale Suburban hotel
  • 6 suites in hotel
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From$149
Average 3.0 /5 Latest Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel 173 Jennifer Rd., Annapolis, MD 21401 Website
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~20.64 miles northwest of Sherwood
  • 3 star Suburban property
  • 7 floors in hotel
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From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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
  • Midscale Riverfront hotel
  • Check-in: 3pm
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From$125
Very Good 4.0 /5 Read 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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