Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

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
Call Us
~1.15 miles south of Sherwood
  • Luxurious 5 Star Oceanfront property
  • Hotel has 20 rooms
More Photos hotel room
From$140
Average 3.0 /5 Review Score Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Sherwood" Get Alexa Skill →
Wylder Hotel Tilghman Island in Tilghman 21551 Chesapeake House Dr., Tilghman, MD 21671
Call Us
~2.83 miles south of Sherwood
  • Midscale Riverfront property
  • 2 suites in hotel
More Photos Exterior of Wylder Hotel Tilghman Island
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Inn at Perry Cabin in St. Michael's 308 Watkins Lane, St. Michael's, MD 21663
Call Us
~6.30 miles northeast of Sherwood
  • Luxurious 5-star Resort property
  • 3 floors in property
More Photos Photo of Inn at Perry Cabin
From$150
Very Good 4.0 /5 Guest Reviews Call BookMore Details
St Michaels Inn : 1228 South Talbot St. 1228 South Talbot St., St. Michaels, MD 21663
Call Us
~6.53 miles east of Sherwood
  • Midscale Resort hotel
  • Hotel has 93 rooms
More Photos Exterior of St Michaels Inn
From$70
Very Good 4.0 /5 Reviews Call BookMore Details
Robert Morris Inn : 314 North Morris St. 314 North Morris St., Oxford, MD 21654
Call Us
~8.85 miles east of Sherwood
  • Mid-scale property
  • 3 floors in property
More Photos Image of Robert Morris Inn
From$90
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
Call Us
~11.50 miles west of Sherwood
  • High-end Beach property
  • 34 rooms in property
More Photos Photo of The Inn at Herrington Harbour
From$48
Average 3.0 /5 Recent Reviews Call BookMore Details
Rod 'N' Reel Resort - Chesapeake Beach 4165 Mears Ave., Chesapeake Beach, MD 20732
Call Us
~11.53 miles west of Sherwood
  • Three Star Resort property
  • Hotel has 12 suites
More Photos Exterior of Rod 'N' Reel Resort
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Easton : 7018 Ocean Gateway 7018 Ocean Gateway, Easton, MD 21601
Call Us
~13.90 miles east of Sherwood
  • Affordable property
  • Check-in time: 3:00pm
More Photos hotel room
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Easton 8058 Ocean Gateway, Easton, MD 21601
Call Us
~14.53 miles east of Sherwood
  • Cheap Downtown hotel
  • Hotel has 4 floors
More Photos Image of Hampton Inn Easton
From$119
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge Easton Route 50 : 8175 Ocean Gateway 8175 Ocean Gateway, Easton, MD 21601
Call Us
~14.63 miles east of Sherwood
  • Two star property
  • 48 sleeping rooms in hotel
More Photos Image of Econo Lodge Easton Route 50
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn - Easton 8523 Ocean Gateway, Easton, MD 21601
Call Us
~14.76 miles east of Sherwood
  • Inexpensive Rural hotel
  • 3 conference rooms in property
More Photos Exterior of Quality Inn
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Easton 8561 Ocean Gateway, Easton, MD 21601
Call Us
~14.76 miles east of Sherwood
  • Midscale Rural hotel
  • Check-in time: 4:00pm
More Photos Photo of Holiday Inn Express Easton
From$115
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites - Easton 8708 Alicia Dr., Easton, MD 21601
Call Us
~14.87 miles east of Sherwood
  • Three Star Rural property
  • 41 suites in property
More Photos Photo of Best Western Plus Easton Inn & Suites
From$88
Very Good 4.0 /5 Latest Reviews Call BookMore Details
More Homes & Apts at Booking.com

Book online or call +1-800-219-2797

Booking for Homes and Apartments
Go to BookingGo to Booking
Fairfield Inn & Suites by Marriott Easton in Easton 8945 Sunflower Dr., Easton, MD 21601
Call Us
~15.05 miles east of Sherwood
  • Affordable property
More Photos Image of Fairfield Inn & Suites by Marriott Easton
From$129
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Kent Island Resort 500 Kent Manor Dr., Stevensville, MD 21666
Call Us
~15.67 miles north of Sherwood
  • High-end Riverfront property
  • 2 suites in hotel
More Photos Exterior of Kent Island Resort
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Sherwood" Get Alexa Skill →
Hilton Tampa Downtown 548 Caspian Dr., Grasonville, MD 21638
Call Us
~16.25 miles northeast of Sherwood
  • 4-star hotel
More Photos hotel room
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Wye River a Dolce Conference Center 600 Aspen Dr., Queenstown, MD 21658
Call Us
~16.50 miles northeast of Sherwood
  • 4-star hotel
More Photos hotel room
From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Kent Island Marina in Grasonville 3206 Main St., Grasonville, MD 21638
Call Us
~16.56 miles north of Sherwood
  • Midscale Riverfront hotel
  • Hotel has 4 meeting rooms
More Photos Image of Hilton Garden Inn Kent Island Marina
From$121
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Kent Narrows Inn : 3101 Main St. 3101 Main St., Grasonville, MD 21638
Call Us
~16.62 miles north of Sherwood
  • Affordable Resort hotel
  • Free breakfast available
More Photos Image of Best Western Kent Narrows Inn
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
The Inn at Chesapeake Bay Beach Club 180 Pier One Rd., Stevensville, MD 21666
Call Us
~16.66 miles north of Sherwood
  • Four star Suburban hotel
  • 12 suites in property
More Photos Image of The Inn at Chesapeake Bay Beach Club
From$162
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
Call Us
~16.68 miles north of Sherwood
  • Midscale Rural property
  • Hotel has 3 floors
More Photos Photo of Holiday Inn Express Annapolis East Kent Island by IHG
From$180
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn in Grasonville 101 Vfw Ave., Grasonville, MD 21638
Call Us
~16.87 miles northeast of Sherwood
  • Low priced Resort hotel
  • Free complimentary breakfast
More Photos Photo of Quality Inn
From$74
Very Good 4.0 /5 Read Reviews Call BookMore Details
Annapolis Waterfront Hotel, Autograph Collection 80 Compromise St., Annapolis, MD 21401
Call Us
~18.50 miles northwest of Sherwood
  • Four-star Downtown hotel
  • Hotel has 6 floors
More Photos Image of Annapolis Waterfront Hotel, Autograph Collection
From$75
Very Good 4.0 /5 Review Score Call BookMore Details
Historic Inns of Annapolis in Annapolis 58 State Circle, Annapolis, MD 21401
Call Us
~18.82 miles northwest of Sherwood
  • 3-star Downtown hotel
  • Check-in: 4:00 PM
More Photos Image of Historic Inns of Annapolis
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Graduate by Hilton Annapolis : 126 West St. 126 West St., Annapolis, MD 21401
Call Us
~18.95 miles northwest of Sherwood
  • Expensive Downtown hotel
  • Gym is available on property
More Photos Image of Graduate by Hilton Annapolis
From$100
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown 174 West St., Annapolis, MD 21401
Call Us
~18.97 miles northwest of Sherwood
  • 3-star Downtown hotel
  • Hotel has 5 floors
More Photos Photo of Hilton Garden Inn Annapolis Downtown
From$139
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Westin Annapolis - Annapolis 100 Westgate Cir, Annapolis, MD 21401 Website
Call Us
~19.04 miles northwest of Sherwood
  • 4-star Downtown hotel
  • 11 suites in hotel
More Photos Image of The Westin Annapolis
From$139
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Cambridge by IHG 2715 Ocean Gateway, Cambridge, MD 21613
Call Us
~19.09 miles southeast of Sherwood
  • 3 star Rural property
  • Hotel has 3 meeting rooms
More Photos Photo of Holiday Inn Express Cambridge by IHG
From$112
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay in Cambridge 100 Heron Blvd., Cambridge, MD 21613
Call Us
~19.32 miles southeast of Sherwood
  • 4 star property
  • Hotel has 6 floors
More Photos Exterior of Hyatt Regency Chesapeake Bay
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
Call Us
~19.41 miles southwest of Sherwood
  • Low-priced property
More Photos Exterior of Super 8 by Wyndham Prince Frederick
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
SureStay by Best Western Prince Frederick - Prince Frederick 75 Main St., Prince Frederick, MD 20678
Call Us
~19.41 miles southwest of Sherwood
  • Midscale hotel
  • 57 rooms in hotel
More Photos Photo of SureStay by Best Western Prince Frederick
From$76
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express 355 Merrimac Court, Prince Frederick, MD 20678
Call Us
~19.64 miles southwest of Sherwood
  • 3 star hotel
  • Fitness center on property
More Photos Photo of Holiday Inn Express
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Cambridge Inn 2831 Ocean Gateway, Cambridge, MD 21613
Call Us
~19.77 miles southeast of Sherwood
  • Low Cost Highway hotel
  • 2 floors in hotel
More Photos Photo of Cambridge Inn
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
Call Us
~19.78 miles southwest of Sherwood
  • Midscale Suburban hotel
  • Hotel has 2 meeting rooms
More Photos Photo of Springhill Suites by Marriott Prince Frederick
From$86
Very Good 4.0 /5 Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge 2917 Ocean Gateway, Cambridge, MD 21613
Call Us
~20.05 miles southeast of Sherwood
  • Two star Highway hotel
  • Fitness / Gym is on-site
More Photos Image of Days Inn & Suites by Wyndham Cambridge
From$60
Average 3.5 /5 Review Score Call BookMore Details
Candlewood Suites Annapolis by IHG 1 Womack Dr., Annapolis, MD 21401
Call Us
~20.07 miles northwest of Sherwood
  • Three Star Suburban property
  • Hotel has 3 floors
More Photos Photo of Candlewood Suites Annapolis by IHG
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis - Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401
Call Us
~20.17 miles northwest of Sherwood
  • Midscale Suburban property
  • Comp. Breakfast
More Photos Photo of Springhill Suites by Marriott Annapolis
From$82
Average 3.0 /5 Hotel Reviews Call BookMore Details
Sonesta Es Suites Annapolis - Annapolis 170 Admiral Cochrane Dr., Annapolis, MD 21401
Call Us
~20.20 miles northwest of Sherwood
  • Three Star Suburban property
  • Check in: 3:00pm
More Photos Photo of Sonesta Es Suites Annapolis
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Annapolis : 124 Womack Dr. 124 Womack Dr., Annapolis, MD 21401
Call Us
~20.24 miles northwest of Sherwood
  • Affordable Suburban hotel
  • Access to gym on-site
More Photos Image of Hampton Inn & Suites Annapolis
From$70
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Cambridge 2936 Ocean Gateway, Cambridge, MD 21613 Website
Call Us
~20.25 miles southeast of Sherwood
  • Economical Rural hotel
  • Fitness center on property
More Photos Image of Comfort Inn & Suites Cambridge
From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Annapolis - Annapolis 305 Harry South Truman Pkwy., Annapolis, MD 21401
Call Us
~20.29 miles northwest of Sherwood
  • Mid-scale hotel
  • 126 sleeping rooms in hotel
More Photos Photo of Hilton Garden Inn Annapolis
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Admiral Suites : 120 Admiral Cochrane Dr. 120 Admiral Cochrane Dr., Annapolis, MD 21401
Call Us
~20.34 miles northwest of Sherwood
  • Mid-scale hotel
  • 36 suites in hotel
More Photos Image of Admiral Suites
From$59
Poor 2.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites - Annapolis Hampton Inn 124, Annapolis, MD 21401
Call Us
~20.36 miles northwest of Sherwood
  • 3-star Highway hotel
  • 117 rooms in hotel
More Photos Image of Hampton Inn & Suites
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Annapolis : 2559 Riva Rd. 2559 Riva Rd., Annapolis, MD 21401
Call Us
~20.44 miles northwest of Sherwood
  • Three Star Downtown hotel
  • Gym / Fitness Center Available
More Photos Image of Courtyard by Marriott Annapolis
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
Call Us
~20.44 miles northwest of Sherwood
  • Mid-scale Suburban hotel
  • Free complimentary breakfast
More Photos Exterior of Holiday Inn Express & Suites Annapolis An Ihg Hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Red Roof Inn Annapolis in Annapolis 2520 C Riva Rd., Annapolis, MD 21401
Call Us
~20.56 miles northwest of Sherwood
  • 2-star Suburban hotel
  • Check-in time: 03:00
More Photos Image of Red Roof Inn Annapolis
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Annapolis - Annapolis 2520 Riva Rd., Annapolis, MD 21401
Call Us
~20.59 miles northwest of Sherwood
  • Cheap Suburban hotel
  • 98 sleeping rooms in hotel
More Photos Exterior of Best Western Annapolis
From$84
Average 3.0 /5 Recent Reviews Call BookMore Details
Doubletree by Hilton Hotel Annapolis : 210 Holiday Court 210 Holiday Court, Annapolis, MD 21401
Call Us
~20.62 miles northwest of Sherwood
  • 3-star Suburban hotel
  • Check in time: 4:00 PM
More Photos Exterior of Doubletree by Hilton Hotel Annapolis
From$149
Average 3.0 /5 Latest Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel in Annapolis 173 Jennifer Rd., Annapolis, MD 21401 Website
Call Us
~20.64 miles northwest of Sherwood
  • Three Star Suburban property
  • Hotel has 197 rooms
More Photos Image of Crowne Plaza Annapolis An Ihg Hotel
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Laurel Grove Inn on the South in Annapolis 2881 South Haven Road., Annapolis, MD 21401
Call Us
~20.75 miles northwest of Sherwood
  • Affordable Riverfront property
  • 5 rooms in property
More Photos Image of Laurel Grove Inn on the South
From$125
Very Good 4.0 /5 Recent 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 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).

Back to Top