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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 6176 Tilghman Island Rd., Tilghman Island, MD 21671
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~1.15 miles south of Sherwood
  • Luxurious 5-star Oceanfront hotel
  • 2 suites in property
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From£105
Average 3.0 /5 Latest Reviews Call BookMore Details
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Wylder Hotel Tilghman Island 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£74
Very good 4.0 /5 Read Reviews Call BookMore Details
Inn at Perry Cabin : 308 Watkins Lane 308 Watkins Lane, St. Michael's, MD 21663
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~6.30 miles northeast of Sherwood
  • Luxurious Five Star Resort hotel
  • 78 rooms in property
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From£113
Very good 4.0 /5 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
  • Affordable Resort hotel
  • Comp. Breakfast
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From£52
Very good 4.0 /5 Read Reviews Call BookMore Details
Robert Morris Inn : 314 North Morris St. 314 North Morris St., Oxford, MD 21654
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~8.85 miles east of Sherwood
  • Mid-scale property
  • Check-in time: 15:00
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From£67
Very good 4.0 /5 Guest Reviews Call BookMore Details
The Inn at Herrington Harbour in Rose Haven 7161 Lake Shore Dr., Rose Haven, MD 20714
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~11.50 miles west of Sherwood
  • High-end Beach property
  • 2 floors in hotel
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From£36
Average 3.0 /5 Latest 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
  • Access to gym on-site
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From£59
Very good 4.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Easton - Easton 7018 Ocean Gateway, Easton, MD 21601
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~13.90 miles east of Sherwood
  • Affordable hotel
  • Check in time: 3:00pm
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From£60
Average 3.0 /5 Guest 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
  • Economy Downtown property
  • Hotel has a green policy See more
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From£89
Very good 4.0 /5 Review Score 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£45
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn 8523 Ocean Gateway, Easton, MD 21601
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~14.76 miles east of Sherwood
  • Economical Rural property
  • Check in time: 11:00
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From£59
Very good 4.0 /5 Recent 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 hotel
  • Hotel has 4 floors
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From£86
Average 3.0 /5 Review Score 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
  • 3 star Rural property
  • 3 floors in property
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From£66
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
  • 3-star property
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From£97
Very good 4.5 /5 Recent Reviews Call BookMore Details
Kent Island Resort - Stevensville 500 Kent Manor Dr., Stevensville, MD 21666
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~15.67 miles north of Sherwood
  • High end Riverfront property
  • 2 meeting rooms in property
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From£94
Average 3.0 /5 Guest Reviews Call BookMore Details
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Hilton Tampa Downtown : 548 Caspian Dr. 548 Caspian Dr., Grasonville, MD 21638
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~16.25 miles northeast of Sherwood
  • High end hotel
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From£94
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
  • Four star property
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From£56
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
  • Gym is available on property
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From£91
Very good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Kent Narrows Inn - Grasonville 3101 Main St., Grasonville, MD 21638
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~16.62 miles north of Sherwood
  • Three Star Resort hotel
  • 97 rooms in hotel
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From£60
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The Inn at Chesapeake Bay Beach Club 180 Pier One Rd., Stevensville, MD 21666
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~16.66 miles north of Sherwood
  • Four star Suburban property
  • Check-in time: 4:00 PM
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From£122
Very good 4.5 /5 Reviews Call BookMore Details
Holiday Inn Express Annapolis East Kent Island by IHG 1020 Kent Narrows Rd., Grasonville, MD 21638
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~16.68 miles north of Sherwood
  • 3 star Rural hotel
  • 3 floors in property
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From£135
Very good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Grasonville near Kent Island - Grasonville 101 Vfw Ave., Grasonville, MD 21638
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~16.87 miles northeast of Sherwood
  • Two star Resort property
  • Comp. Breakfast
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From£55
Very good 4.0 /5 Reviews Call BookMore Details
Annapolis Waterfront Hotel, Autograph Collection - Annapolis 80 Compromise St., Annapolis, MD 21401
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~18.50 miles northwest of Sherwood
  • High end Downtown hotel
  • Fitness center on property
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From£56
Very good 4.0 /5 Guest Reviews Call BookMore Details
Historic Inns of Annapolis 58 State Circle, Annapolis, MD 21401
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~18.82 miles northwest of Sherwood
  • 3-star Downtown property
  • Fitness / Gym is on-site
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From£82
Very good 4.0 /5 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
  • High-end Downtown hotel
  • 6 floors in property
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From£75
Very good 4.0 /5 Reviews Call BookMore Details
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
  • 121 sleeping rooms in hotel
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From£104
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Westin Annapolis : 100 Westgate Cir 100 Westgate Cir, Annapolis, MD 21401 Website
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~19.04 miles northwest of Sherwood
  • Four star Downtown property
  • 225 rooms in property
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From£104
Very good 4.0 /5 Read 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
  • 3 star Rural hotel
  • Gym / Fitness Center Available
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From£84
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay in Cambridge 100 Heron Blvd., Cambridge, MD 21613
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~19.32 miles southeast of Sherwood
  • High end property
  • Hotel has 400 rooms
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From£94
Very good 4.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Prince Frederick 40 Commerce Lane, Prince Frederick, MD 20678
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~19.41 miles southwest of Sherwood
  • Two star property
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From£45
Average 3.0 /5 Latest Reviews Call BookMore Details
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
  • 3-star hotel
  • 7 suites in property
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From£57
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express 355 Merrimac Court, Prince Frederick, MD 20678
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~19.64 miles southwest of Sherwood
  • Midscale property
  • Fitness + Health Center
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From£67
Very good 4.0 /5 Read 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 property
  • Check-in: 2Pm
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From£40
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
  • Three Star Suburban property
  • Hotel has 87 suites
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From£64
Very good 4.0 /5 Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge 2917 Ocean Gateway, Cambridge, MD 21613
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~20.05 miles southeast of Sherwood
  • Low priced Highway hotel
  • Complimentary breakfast is offered
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From£45
Average 3.5 /5 Review Score Call BookMore Details
Candlewood Suites Annapolis by IHG 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£60
Average 3.0 /5 Guest 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
  • Affordable Suburban property
  • Gym / Fitness Center Available
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From£61
Average 3.0 /5 Guest Reviews Call BookMore Details
Sonesta Es Suites Annapolis in Annapolis 170 Admiral Cochrane Dr., Annapolis, MD 21401
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~20.20 miles northwest of Sherwood
  • 3-star Suburban property
  • 3 floors in property
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From£74
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Annapolis 124 Womack Dr., Annapolis, MD 21401
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~20.24 miles northwest of Sherwood
  • 3-star Suburban hotel
  • Free complimentary breakfast
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From£52
Very good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Cambridge - Cambridge 2936 Ocean Gateway, Cambridge, MD 21613 Website
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~20.25 miles southeast of Sherwood
  • Cheap Rural property
  • Gym / Fitness Center Available
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From£45
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Annapolis 305 Harry South Truman Pkwy., Annapolis, MD 21401
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~20.29 miles northwest of Sherwood
  • Midscale hotel
  • 4 floors in property
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From£60
Very good 4.0 /5 Reviews Call BookMore Details
Admiral Suites 120 Admiral Cochrane Dr., Annapolis, MD 21401
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~20.34 miles northwest of Sherwood
  • Midscale hotel
  • 36 suites in property
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From£44
Poor 2.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites - Annapolis Hampton Inn 124, Annapolis, MD 21401
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~20.36 miles northwest of Sherwood
  • Three Star Highway hotel
  • 4 floors in hotel
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From£60
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Annapolis : 2559 Riva Rd. 2559 Riva Rd., Annapolis, MD 21401
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~20.44 miles northwest of Sherwood
  • Affordable Downtown hotel
  • Fitness / Gym is on-site
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From£59
Very good 4.0 /5 Review Score 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
  • Affordable Suburban hotel
  • Fitness + Health Center
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From£60
Average 3.0 /5 Recent 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
  • 2 star Suburban property
  • 2 floors in property
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From£45
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Annapolis - Annapolis 2520 Riva Rd., Annapolis, MD 21401
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~20.59 miles northwest of Sherwood
  • Economical Suburban property
  • Airport shuttle provided
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From£63
Average 3.0 /5 Guest Reviews Call BookMore Details
Doubletree by Hilton Hotel Annapolis - Annapolis 210 Holiday Court, Annapolis, MD 21401
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~20.62 miles northwest of Sherwood
  • Three Star Suburban property
  • Fitness center on property
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From£112
Average 3.0 /5 Recent Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel - Annapolis 173 Jennifer Rd., Annapolis, MD 21401 Website
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~20.64 miles northwest of Sherwood
  • 3 star Suburban hotel
  • Hotel has 8 suites
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From£60
Very good 4.0 /5 Latest 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
  • Three Star Riverfront hotel
  • 2 floors in hotel
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From£94
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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