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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 in Tilghman Island
+1-888-389-4121
6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~1.15 miles south of Sherwood
  • Luxury 5 star Oceanfront property
  • Hotel has 20 rooms
From$140
Average 3.0 /5 Read Reviews Call BookMore Details
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Wylder Hotel Tilghman Island
+1-888-675-2083
21551 Chesapeake House Dr., Tilghman, MD 21671 ~2.83 miles south of Sherwood
  • 3 star Riverfront property
  • Check-in: 4:00 PM
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Inn at Perry Cabin : 308 Watkins Lane
+1-800-716-8490
308 Watkins Lane, St. Michael's, MD 21663 ~6.30 miles northeast of Sherwood
  • Luxurious 5 Star Resort property
  • Hotel has 27 suites
From$150
Very Good 4.0 /5 Latest Reviews Call BookMore Details
St Michaels Inn in St. Michaels
+1-800-805-5223
1228 South Talbot St., St. Michaels, MD 21663 ~6.53 miles east of Sherwood
  • 3-star Resort property
  • 3 conference rooms in property
From$70
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Robert Morris Inn
+1-888-965-1860
314 North Morris St., Oxford, MD 21654 ~8.85 miles east of Sherwood
  • 3 star property
  • 3 floors in property
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Inn at Herrington Harbour in Rose Haven
+1-888-788-5576
7161 Lake Shore Dr., Rose Haven, MD 20714 ~11.50 miles west of Sherwood
  • 4-star Beach property
  • Check in: 3:00 pm
From$48
Average 3.0 /5 Guest Reviews Call BookMore Details
Rod 'N' Reel Resort
+1-888-897-9207
4165 Mears Ave., Chesapeake Beach, MD 20732 ~11.53 miles west of Sherwood
  • 3-star Resort hotel
  • Check in: 4:00PM
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Easton in Easton
+1-888-311-4278
7018 Ocean Gateway, Easton, MD 21601 ~13.90 miles east of Sherwood
  • Three Star property
  • Check-in time: 3:00pm
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Easton in Easton
+1-888-469-4795
8058 Ocean Gateway, Easton, MD 21601 ~14.53 miles east of Sherwood
  • Inexpensive Downtown property
  • Free comp. breakfast
From$119
Very Good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge Easton Route 50
+1-888-734-9421
8175 Ocean Gateway, Easton, MD 21601 ~14.63 miles east of Sherwood
  • Economy property
  • Check in: 11:00
From$60
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn in Easton
+1-888-841-5292
8523 Ocean Gateway, Easton, MD 21601 ~14.76 miles east of Sherwood
  • Low-priced Rural property
  • 82 sleeping rooms in hotel
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Easton - Easton
+1-888-455-5160
8561 Ocean Gateway, Easton, MD 21601 ~14.76 miles east of Sherwood
  • 3-star Rural hotel
  • Comp. Breakfast
From$115
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites : 8708 Alicia Dr.
+1-888-965-8297
8708 Alicia Dr., Easton, MD 21601 ~14.87 miles east of Sherwood
  • Midscale Rural property
  • Check-in: 03:00
From$88
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Easton - Easton
+1-888-906-6358
8945 Sunflower Dr., Easton, MD 21601 ~15.05 miles east of Sherwood
  • Affordable hotel
From$129
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Kent Island Resort - Stevensville
+1-888-749-6785
500 Kent Manor Dr., Stevensville, MD 21666 ~15.67 miles north of Sherwood
  • Expensive Riverfront hotel
  • Check-in: 4:00 pm
From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
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Hilton Tampa Downtown in Grasonville
+1-888-878-9982
548 Caspian Dr., Grasonville, MD 21638 ~16.25 miles northeast of Sherwood
  • Four star hotel
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Wye River a Dolce Conference Center
+1-888-389-4485
600 Aspen Dr., Queenstown, MD 21658 ~16.50 miles northeast of Sherwood
  • Four-star hotel
From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Kent Island Marina
+1-888-389-4121
3206 Main St., Grasonville, MD 21638 ~16.56 miles north of Sherwood
  • Mid-scale Riverfront hotel
  • Check in time: 03:00PM
From$121
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Kent Narrows Inn - Grasonville
+1-888-675-2083
3101 Main St., Grasonville, MD 21638 ~16.62 miles north of Sherwood
  • Affordable Resort hotel
  • Check in: 4:00 PM
From$80
Average 3.0 /5 Reviews Call BookMore Details
The Inn at Chesapeake Bay Beach Club - Stevensville
+1-800-716-8490
180 Pier One Rd., Stevensville, MD 21666 ~16.66 miles north of Sherwood
  • High end Suburban hotel
  • Check in time: 4:00 PM
From$162
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Annapolis East-Kent Island by IHG in Grasonville
+1-800-805-5223
1020 Kent Narrows Rd., Grasonville, MD 21638 ~16.68 miles north of Sherwood
  • Three Star Rural property
  • Check-in time: 3:00pm
From$180
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn : 101 Vfw Ave.
+1-888-965-1860
101 Vfw Ave., Grasonville, MD 21638 ~16.87 miles northeast of Sherwood
  • Two star Resort property
  • Check-in: 11:00
From$74
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Annapolis Waterfront Hotel Autograph Collection
+1-888-788-5576
80 Compromise St., Annapolis, MD 21401 ~18.50 miles northwest of Sherwood
  • 4-star Downtown property
  • Hotel has 6 floors
From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Historic Inns of Annapolis - Annapolis
+1-888-897-9207
58 State Circle, Annapolis, MD 21401 ~18.82 miles northwest of Sherwood
  • 3 star Downtown property
  • 124 sleeping rooms in hotel
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Graduate by Hilton Annapolis
+1-888-311-4278
126 West St., Annapolis, MD 21401 ~18.95 miles northwest of Sherwood
  • Four-star Downtown property
  • 14 conference rooms in property
From$100
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown in Annapolis
+1-888-469-4795
174 West St., Annapolis, MD 21401 ~18.97 miles northwest of Sherwood
  • Mid-scale Downtown hotel
  • 2 suites in hotel
From$139
Very Good 4.0 /5 Reviews Call BookMore Details
The Westin Annapolis in Annapolis
+1-888-734-9421
100 Westgate Cir, Annapolis, MD 21401 Website ~19.04 miles northwest of Sherwood
  • Expensive Downtown hotel
  • Fitness + Health Center
From$139
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Cambridge by IHG
+1-888-841-5292
2715 Ocean Gateway, Cambridge, MD 21613 ~19.09 miles southeast of Sherwood
  • Three Star Rural hotel
  • 3 meeting rooms in property
From$112
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay
+1-888-455-5160
100 Heron Blvd., Cambridge, MD 21613 ~19.32 miles southeast of Sherwood
  • 4-star property
  • 400 sleeping rooms in hotel
From$125
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Prince Frederick
+1-888-965-8297
40 Commerce Lane, Prince Frederick, MD 20678 ~19.41 miles southwest of Sherwood
  • Two star hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
SureStay by Best Western Prince Frederick
+1-888-906-6358
75 Main St., Prince Frederick, MD 20678 ~19.41 miles southwest of Sherwood
  • Mid-scale hotel
  • 57 rooms in hotel
From$76
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express - Prince Frederick
+1-888-749-6785
355 Merrimac Court, Prince Frederick, MD 20678 ~19.64 miles southwest of Sherwood
  • 3 star hotel
  • Access to gym on-site
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Cambridge Inn : 2831 Ocean Gateway
+1-888-878-9982
2831 Ocean Gateway, Cambridge, MD 21613 ~19.77 miles southeast of Sherwood
  • 2-star Highway property
  • Check-in: 2Pm
Springhill Suites by Marriott Prince Frederick in Prince Frederick
+1-888-389-4485
75 Sherry Lane, Prince Frederick, MD 20678 ~19.78 miles southwest of Sherwood
  • Mid-scale Suburban hotel
  • 87 rooms in hotel
From$86
Very Good 4.0 /5 Read Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge
+1-888-389-4121
2917 Ocean Gateway, Cambridge, MD 21613 ~20.05 miles southeast of Sherwood
  • Cheap Highway property
  • 2 suites in hotel
From$60
Average 3.5 /5 Reviews Call BookMore Details
Candlewood Suites Annapolis by IHG in Annapolis
+1-888-675-2083
1 Womack Dr., Annapolis, MD 21401 ~20.07 miles northwest of Sherwood
  • 3 star Suburban property
  • 3 floors in property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis - Annapolis
+1-800-716-8490
189 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.17 miles northwest of Sherwood
  • Midscale Suburban hotel
  • Hotel has 2 meeting rooms
From$82
Average 3.0 /5 Recent Reviews Call BookMore Details
Sonesta Es Suites Annapolis : 170 Admiral Cochrane Dr.
+1-800-805-5223
170 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.20 miles northwest of Sherwood
  • 4-star Suburban hotel
  • Gym / Fitness Center Available
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Annapolis - Annapolis
+1-888-965-1860
124 Womack Dr., Annapolis, MD 21401 ~20.24 miles northwest of Sherwood
  • Three Star Suburban hotel
  • Free comp. breakfast
From$70
Very Good 4.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Cambridge - Cambridge
+1-888-788-5576
2936 Ocean Gateway, Cambridge, MD 21613 Website ~20.25 miles southeast of Sherwood
  • 2 star Rural hotel
  • 65 rooms in hotel
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Annapolis in Annapolis
+1-888-897-9207
305 Harry South Truman Pkwy., Annapolis, MD 21401 ~20.29 miles northwest of Sherwood
  • Three Star hotel
  • Hotel has 4 suites
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Admiral Suites : 120 Admiral Cochrane Dr.
+1-888-311-4278
120 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.34 miles northwest of Sherwood
  • Midscale hotel
  • Hotel has 98 rooms
Hampton Inn & Suites
+1-888-469-4795
Hampton Inn 124, Annapolis, MD 21401 ~20.36 miles northwest of Sherwood
  • 3-star Highway property
  • Comp. Breakfast
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Annapolis
+1-888-734-9421
2559 Riva Rd., Annapolis, MD 21401 ~20.44 miles northwest of Sherwood
  • Three Star Downtown hotel
  • 3 floors in property
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Annapolis An Ihg Hotel
+1-888-841-5292
2451 Riva Rd., Annapolis, MD 21401 ~20.44 miles northwest of Sherwood
  • Affordable Suburban hotel
  • Complimentary breakfast is offered
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Red Roof Inn Annapolis in Annapolis
+1-888-455-5160
2520 C Riva Rd., Annapolis, MD 21401 ~20.56 miles northwest of Sherwood
  • Cheap Suburban property
  • 2 floors in hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Best Western Annapolis - Annapolis
+1-888-965-8297
2520 Riva Rd., Annapolis, MD 21401 ~20.59 miles northwest of Sherwood
  • Low-priced Suburban hotel
  • Hotel has 2 floors
From$84
Average 3.0 /5 Latest Reviews Call BookMore Details
Doubletree by Hilton Hotel Annapolis : 210 Holiday Court
+1-888-906-6358
210 Holiday Court, Annapolis, MD 21401 ~20.62 miles northwest of Sherwood
  • Three Star Suburban property
  • Check in time: 4:00 PM
From$149
Average 3.0 /5 Review Score Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel in Annapolis
+1-888-749-6785
173 Jennifer Rd., Annapolis, MD 21401 Website ~20.64 miles northwest of Sherwood
  • Affordable Suburban hotel
  • Hotel has 7 floors
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Laurel Grove Inn on the South
+1-888-878-9982
2881 South Haven Road., Annapolis, MD 21401 ~20.75 miles northwest of Sherwood
  • Mid-scale Riverfront property
  • 2 floors in hotel
From$125
Very Good 4.0 /5 Review Score 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).

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