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/Accommodations

Knapp's Narrows Marina & Inn 6176 Tilghman Island Rd., Tilghman Island, MD 21671
Call Us
~1.15 miles south of Sherwood
  • Luxurious Five Star Oceanfront hotel
  • 2 suites in property
More Photos hotel room
From$140
Average 3.0 /5 Guest Reviews 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 - Tilghman 21551 Chesapeake House Dr., Tilghman, MD 21671
Call Us
~2.83 miles south of Sherwood
  • 3 star Riverfront hotel
  • Check in: 4:00 PM
More Photos Exterior of Wylder Hotel Tilghman Island
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Inn at Perry Cabin - St. Michael's 308 Watkins Lane, St. Michael's, MD 21663
Call Us
~6.30 miles northeast of Sherwood
  • Luxury 5 star Resort property
  • Check-in time: 4:00pm
More Photos Exterior of Inn at Perry Cabin
From$150
Very Good 4.0 /5 Reviews Call BookMore Details
St. Michaels Inn in St. Michaels 1228 South Talbot St., St. Michaels, MD 21663
Call Us
~6.53 miles east of Sherwood
  • Mid-scale Resort hotel
  • Check in: 3:00 pm
More Photos Exterior of St. Michaels Inn
From$70
Very Good 4.0 /5 Guest 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 hotel
  • Hotel has 16 rooms
More Photos Exterior of Robert Morris Inn
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
The Inn at Herrington Harbour - Rose Haven 7161 Lake Shore Dr., Rose Haven, MD 20714
Call Us
~11.50 miles west of Sherwood
  • 4-star Beach hotel
  • 34 rooms in property
More Photos Exterior of The Inn at Herrington Harbour
From$48
Average 3.0 /5 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
  • 3 star Resort property
  • 70 sleeping rooms in hotel
More Photos Photo of Rod 'N' Reel Resort
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Easton in Easton 7018 Ocean Gateway, Easton, MD 21601
Call Us
~13.90 miles east of Sherwood
  • 3-star property
  • Check in time: 3:00pm
More Photos hotel room
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Easton 8058 Ocean Gateway, Easton, MD 21601
Call Us
~14.53 miles east of Sherwood
  • 2-star Downtown property
  • Fitness + Health Center
More Photos Exterior of Hampton Inn Easton
From$119
Very Good 4.0 /5 Recent 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 hotel
  • 48 rooms in property
More Photos Image of Econo Lodge Easton Route 50
From$60
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn - Easton 8523 Ocean Gateway, Easton, MD 21601
Call Us
~14.76 miles east of Sherwood
  • Low-priced Rural property
  • 3 meeting rooms in property
More Photos Image of Quality Inn
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Easton - Easton 8561 Ocean Gateway, Easton, MD 21601
Call Us
~14.76 miles east of Sherwood
  • Midscale Rural property
  • Free comp. breakfast
More Photos Photo of Holiday Inn Express Easton
From$115
Average 3.0 /5 Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites in Easton 8708 Alicia Dr., Easton, MD 21601
Call Us
~14.87 miles east of Sherwood
  • 3-star Rural hotel
  • Free complimentary breakfast
More Photos Image of Best Western Plus Easton Inn & Suites
From$88
Very Good 4.0 /5 Hotel 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 : 8945 Sunflower Dr. 8945 Sunflower Dr., Easton, MD 21601
Call Us
~15.05 miles east of Sherwood
  • Affordable property
More Photos Exterior of Fairfield Inn & Suites by Marriott Easton
From$129
Very Good 4.5 /5 Read Reviews Call BookMore Details
Kent Island Resort : 500 Kent Manor Dr. 500 Kent Manor Dr., Stevensville, MD 21666
Call Us
~15.67 miles north of Sherwood
  • High end Riverfront property
  • Hotel has 3 floors
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 in Grasonville 548 Caspian Dr., Grasonville, MD 21638
Call Us
~16.25 miles northeast of Sherwood
  • Expensive hotel
More Photos hotel room
From$125
Average 3.0 /5 Reviews Call BookMore Details
Wye River a Dolce Conference Center : 600 Aspen Dr. 600 Aspen Dr., Queenstown, MD 21658
Call Us
~16.50 miles northeast of Sherwood
  • High end property
More Photos hotel room
From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Kent Island Marina - Grasonville 3206 Main St., Grasonville, MD 21638
Call Us
~16.56 miles north of Sherwood
  • Mid-scale Riverfront property
  • 4 conference rooms in property
More Photos Exterior of Hilton Garden Inn Kent Island Marina
From$121
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Kent Narrows Inn 3101 Main St., Grasonville, MD 21638
Call Us
~16.62 miles north of Sherwood
  • 3-star Resort property
  • 4 floors in property
More Photos Exterior of Best Western Kent Narrows Inn
From$80
Average 3.0 /5 Read 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
  • 4 star Suburban hotel
  • Fitness + Health Center
More Photos Exterior of The Inn at Chesapeake Bay Beach Club
From$162
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Annapolis East Kent Island by IHG : 1020 Kent Narrows Rd. 1020 Kent Narrows Rd., Grasonville, MD 21638
Call Us
~16.68 miles north of Sherwood
  • Midscale Rural hotel
  • Hotel has 15 rooms
More Photos Photo of Holiday Inn Express Annapolis East Kent Island by IHG
From$180
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn Grasonville near Kent Island 101 Vfw Ave., Grasonville, MD 21638
Call Us
~16.87 miles northeast of Sherwood
  • Economical Resort property
  • 59 rooms in hotel
More Photos Photo of Quality Inn Grasonville near Kent Island
From$74
Very Good 4.0 /5 Guest 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
  • 150 rooms in property
More Photos Image of Annapolis Waterfront Hotel, Autograph Collection
From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
Historic Inns of Annapolis : 58 State Circle 58 State Circle, Annapolis, MD 21401
Call Us
~18.82 miles northwest of Sherwood
  • 3 star Downtown property
  • Check-in time: 4:00 PM
More Photos Exterior of Historic Inns of Annapolis
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Graduate by Hilton Annapolis in Annapolis 126 West St., Annapolis, MD 21401
Call Us
~18.95 miles northwest of Sherwood
  • High-end Downtown hotel
  • Hotel has 215 rooms
More Photos Exterior of Graduate by Hilton Annapolis
From$100
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown 174 West St., Annapolis, MD 21401
Call Us
~18.97 miles northwest of Sherwood
  • Three Star Downtown hotel
  • Access to gym on-site
More Photos Photo of Hilton Garden Inn Annapolis Downtown
From$139
Very Good 4.0 /5 Reviews Call BookMore Details
The Westin Annapolis : 100 Westgate Cir 100 Westgate Cir, Annapolis, MD 21401 Website
Call Us
~19.04 miles northwest of Sherwood
  • 4 star Downtown hotel
  • Hotel has 11 suites
More Photos Exterior of The Westin Annapolis
From$139
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Cambridge by IHG 2715 Ocean Gateway, Cambridge, MD 21613
Call Us
~19.09 miles southeast of Sherwood
  • Affordable Rural property
  • Comp. Breakfast
More Photos Exterior of Holiday Inn Express Cambridge by IHG
From$112
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay - Cambridge 100 Heron Blvd., Cambridge, MD 21613
Call Us
~19.32 miles southeast of Sherwood
  • High-end property
  • Fitness + Health Center
More Photos Image 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, Prince Frederick, MD 20678
Call Us
~19.41 miles southwest of Sherwood
  • 2 star property
More Photos Exterior of Super 8 by Wyndham Prince Frederick
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
SureStay by Best Western Prince Frederick 75 Main St., Prince Frederick, MD 20678
Call Us
~19.41 miles southwest of Sherwood
  • Midscale property
  • Check-in: 03:00
More Photos Image 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
  • Mid-scale hotel
  • Check in time: 3:00pm
More Photos Image of Holiday Inn Express
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Cambridge Inn - Cambridge 2831 Ocean Gateway, Cambridge, MD 21613
Call Us
~19.77 miles southeast of Sherwood
  • 2-star Highway property
  • 80 sleeping rooms in hotel
More Photos Image of Cambridge Inn
From$54
Poor 2.0 /5 Recent 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
  • Mid-scale Suburban property
  • 4 floors in property
More Photos Image of Springhill Suites by Marriott Prince Frederick
From$86
Very Good 4.0 /5 Review Score Call BookMore Details
Days Inn & Suites by Wyndham Cambridge 2917 Ocean Gateway, Cambridge, MD 21613
Call Us
~20.05 miles southeast of Sherwood
  • Low priced Highway hotel
  • Hotel has 2 floors
More Photos Image of Days Inn & Suites by Wyndham Cambridge
From$60
Average 3.5 /5 Read Reviews Call BookMore Details
Candlewood Suites Annapolis by IHG - Annapolis 1 Womack Dr., Annapolis, MD 21401
Call Us
~20.07 miles northwest of Sherwood
  • Three Star Suburban hotel
  • Check-in: 15:00
More Photos Image of Candlewood Suites Annapolis by IHG
From$80
Average 3.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401
Call Us
~20.17 miles northwest of Sherwood
  • Three Star Suburban property
  • Check in time: 3:00pm
More Photos Exterior of Springhill Suites by Marriott Annapolis
From$82
Average 3.0 /5 Reviews Call BookMore Details
Sonesta Es Suites Annapolis 170 Admiral Cochrane Dr., Annapolis, MD 21401
Call Us
~20.20 miles northwest of Sherwood
  • Three Star Suburban property
  • Gym is available on property
More Photos Image of Sonesta Es Suites Annapolis
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Annapolis in Annapolis 124 Womack Dr., Annapolis, MD 21401
Call Us
~20.24 miles northwest of Sherwood
  • 3 star Suburban property
  • Hotel has 31 suites
More Photos Photo of Hampton Inn & Suites Annapolis
From$70
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Cambridge in Cambridge 2936 Ocean Gateway, Cambridge, MD 21613 Website
Call Us
~20.25 miles southeast of Sherwood
  • Cheap Rural property
  • Comp. Breakfast
More Photos Image of Comfort Inn & Suites Cambridge
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Annapolis : 305 Harry South Truman Pkwy. 305 Harry South Truman Pkwy., Annapolis, MD 21401
Call Us
~20.29 miles northwest of Sherwood
  • 3-star property
  • Check in: 3:00pm
More Photos Photo of Hilton Garden Inn Annapolis
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Admiral Suites - Annapolis 120 Admiral Cochrane Dr., Annapolis, MD 21401
Call Us
~20.34 miles northwest of Sherwood
  • Affordable property
  • 98 rooms in property
More Photos Exterior of Admiral Suites
From$59
Poor 2.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites - Annapolis Hampton Inn 124, Annapolis, MD 21401
Call Us
~20.36 miles northwest of Sherwood
  • Affordable Highway property
  • 4 floors in property
More Photos Image of Hampton Inn & Suites
From$80
Average 3.0 /5 Read 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
  • 3 star Downtown hotel
  • Has environment-friendly policy Learn more
More Photos Exterior 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 2451 Riva Rd., Annapolis, MD 21401
Call Us
~20.44 miles northwest of Sherwood
  • Midscale Suburban hotel
  • Check-in: 03:00 PM
More Photos Image of Holiday Inn Express & Suites Annapolis An Ihg Hotel
From$80
Average 3.0 /5 Read 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
  • Inexpensive Suburban hotel
  • 48 sleeping rooms in hotel
More Photos Image of Red Roof Inn Annapolis
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Annapolis - Annapolis 2520 Riva Rd., Annapolis, MD 21401
Call Us
~20.59 miles northwest of Sherwood
  • Two star Suburban property
  • Hotel has 98 rooms
More Photos Exterior of Best Western Annapolis
From$84
Average 3.0 /5 Read Reviews Call BookMore Details
Doubletree by Hilton Hotel Annapolis - Annapolis 210 Holiday Court, Annapolis, MD 21401
Call Us
~20.62 miles northwest of Sherwood
  • 3 star Suburban property
  • 6 floors in property
More Photos Photo of Doubletree by Hilton Hotel Annapolis
From$149
Average 3.0 /5 Read Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel : 173 Jennifer Rd. 173 Jennifer Rd., Annapolis, MD 21401 Website
Call Us
~20.64 miles northwest of Sherwood
  • Three Star Suburban property
  • 7 floors in hotel
More Photos Exterior 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 2881 South Haven Road., Annapolis, MD 21401
Call Us
~20.75 miles northwest of Sherwood
  • Affordable Riverfront property
  • Hotel has a green policy See policy
More Photos Photo of Laurel Grove Inn on the South
From$125
Very Good 4.0 /5 Hotel 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).

Back to Top