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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
+1-888-389-4121
6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~1.15 miles south of Sherwood
  • Luxurious 5-star Oceanfront property
  • 3 floors in property
From$140
Average 3.0 /5 Review Score 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
  • Midscale Riverfront hotel
  • 2 floors in hotel
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Inn at Perry Cabin - St. Michael's
+1-800-716-8490
308 Watkins Lane, St. Michael's, MD 21663 ~6.30 miles northeast of Sherwood
  • Luxurious Five Star Resort property
  • Hotel has 78 rooms
From$150
Very Good 4.0 /5 Latest Reviews Call BookMore Details
St Michaels Inn
+1-800-805-5223
1228 South Talbot St., St. Michaels, MD 21663 ~6.53 miles east of Sherwood
  • 3-star Resort hotel
  • 93 rooms in property
From$70
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Robert Morris Inn - Oxford
+1-888-965-1860
314 North Morris St., Oxford, MD 21654 ~8.85 miles east of Sherwood
  • 3 star hotel
  • 16 sleeping rooms in hotel
From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Inn at Herrington Harbour
+1-888-788-5576
7161 Lake Shore Dr., Rose Haven, MD 20714 ~11.50 miles west of Sherwood
  • High-end Beach property
  • 34 sleeping rooms in hotel
From$48
Average 3.0 /5 Recent Reviews Call BookMore Details
Rod 'N' Reel Resort in Chesapeake Beach
+1-888-897-9207
4165 Mears Ave., Chesapeake Beach, MD 20732 ~11.53 miles west of Sherwood
  • 3 star Resort hotel
  • Hotel has 4 floors
From$79
Very Good 4.0 /5 Recent 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
  • Midscale hotel
  • Check in time: 3:00pm
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Easton : 8058 Ocean Gateway
+1-888-469-4795
8058 Ocean Gateway, Easton, MD 21601 ~14.53 miles east of Sherwood
  • Two-star Downtown property
  • Hotel has an eco-friendly policy Read more
From$119
Very Good 4.0 /5 Recent 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
  • 2-star hotel
  • Check-in time: 11:00
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn
+1-888-841-5292
8523 Ocean Gateway, Easton, MD 21601 ~14.76 miles east of Sherwood
  • Low Cost Rural hotel
  • 3 meeting rooms in hotel
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Easton
+1-888-455-5160
8561 Ocean Gateway, Easton, MD 21601 ~14.76 miles east of Sherwood
  • Three Star Rural hotel
  • Hotel has 73 rooms
From$115
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites in Easton
+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 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Easton : 8945 Sunflower Dr.
+1-888-906-6358
8945 Sunflower Dr., Easton, MD 21601 ~15.05 miles east of Sherwood
  • 3 star property
From$129
Very Good 4.5 /5 Review Score Call BookMore Details
Kent Island Resort
+1-888-749-6785
500 Kent Manor Dr., Stevensville, MD 21666 ~15.67 miles north of Sherwood
  • 4 star Riverfront property
  • 2 suites in property
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Hilton Tampa Downtown
+1-888-878-9982
548 Caspian Dr., Grasonville, MD 21638 ~16.25 miles northeast of Sherwood
  • High-end property
From$125
Average 3.0 /5 Review Score 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
  • High end property
From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Kent Island Marina : 3206 Main St.
+1-888-389-4121
3206 Main St., Grasonville, MD 21638 ~16.56 miles north of Sherwood
  • Mid-scale Riverfront hotel
  • Fitness / Gym is on-site
From$121
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Kent Narrows Inn in Grasonville
+1-888-675-2083
3101 Main St., Grasonville, MD 21638 ~16.62 miles north of Sherwood
  • 3-star Resort property
  • Hotel has 4 floors
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
The Inn at Chesapeake Bay Beach Club
+1-800-716-8490
180 Pier One Rd., Stevensville, MD 21666 ~16.66 miles north of Sherwood
  • 4-star Suburban property
  • 54 sleeping rooms in hotel
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.
+1-800-805-5223
1020 Kent Narrows Rd., Grasonville, MD 21638 ~16.68 miles north of Sherwood
  • Affordable Rural hotel
  • Free breakfast
From$180
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn
+1-888-965-1860
101 Vfw Ave., Grasonville, MD 21638 ~16.87 miles northeast of Sherwood
  • Low-priced Resort property
  • Check-in: 11:00
From$74
Very Good 4.0 /5 Review Score Call BookMore Details
Annapolis Waterfront Hotel Autograph Collection - Annapolis
+1-888-788-5576
80 Compromise St., Annapolis, MD 21401 ~18.50 miles northwest of Sherwood
  • Four star Downtown hotel
  • Fitness center on property
From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Historic Inns of Annapolis : 58 State Circle
+1-888-897-9207
58 State Circle, Annapolis, MD 21401 ~18.82 miles northwest of Sherwood
  • 3 star Downtown property
  • 18 meeting rooms in hotel
From$109
Very Good 4.0 /5 Read 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 meeting rooms in property
From$100
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown : 174 West St.
+1-888-469-4795
174 West St., Annapolis, MD 21401 ~18.97 miles northwest of Sherwood
  • Affordable Downtown hotel
  • 2 suites in hotel
From$139
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Westin Annapolis
+1-888-734-9421
100 Westgate Cir, Annapolis, MD 21401 Website ~19.04 miles northwest of Sherwood
  • 4 star Downtown property
  • Gym / Fitness Center Available
From$139
Very Good 4.0 /5 Recent 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 property
  • Check in: 15:00pm
From$112
Very Good 4.0 /5 Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay : 100 Heron Blvd.
+1-888-455-5160
100 Heron Blvd., Cambridge, MD 21613 ~19.32 miles southeast of Sherwood
  • 4-star property
  • Gym / Fitness Center Available
From$125
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Super 8 by Wyndham Prince Frederick - 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 Review Score 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
  • 3-star property
  • Hotel has 7 suites
From$76
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express
+1-888-749-6785
355 Merrimac Court, Prince Frederick, MD 20678 ~19.64 miles southwest of Sherwood
  • 3 star hotel
  • Hotel has 6 suites
From$89
Very Good 4.0 /5 Read 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
  • Economy Highway hotel
  • 2 floors in hotel
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
  • Midscale Suburban property
  • Comp. Breakfast
From$86
Very Good 4.0 /5 Recent 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
  • Comp. Breakfast
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 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis
+1-800-716-8490
189 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.17 miles northwest of Sherwood
  • 3-star Suburban hotel
  • Has environment-friendly policy See more
From$82
Average 3.0 /5 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
  • Expensive Suburban hotel
  • Gym is available on property
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Annapolis
+1-888-965-1860
124 Womack Dr., Annapolis, MD 21401 ~20.24 miles northwest of Sherwood
  • Three Star Suburban hotel
  • Free breakfast
From$70
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Cambridge in Cambridge
+1-888-788-5576
2936 Ocean Gateway, Cambridge, MD 21613 Website ~20.25 miles southeast of Sherwood
  • Low Cost Rural hotel
  • Gym is available on property
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Annapolis
+1-888-897-9207
305 Harry South Truman Pkwy., Annapolis, MD 21401 ~20.29 miles northwest of Sherwood
  • Mid-scale hotel
  • 4 suites in property
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
  • Mid-scale property
  • 3 floors in property
Hampton Inn & Suites : Hampton Inn 124
+1-888-469-4795
Hampton Inn 124, Annapolis, MD 21401 ~20.36 miles northwest of Sherwood
  • 3-star Highway property
  • Hotel has 30 suites
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Annapolis
+1-888-734-9421
2559 Riva Rd., Annapolis, MD 21401 ~20.44 miles northwest of Sherwood
  • Mid-scale Downtown hotel
  • Hotel has 149 rooms
From$79
Very Good 4.0 /5 Latest 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
  • 3 star Suburban hotel
  • Gym is available on property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Red Roof Inn Annapolis
+1-888-455-5160
2520 C Riva Rd., Annapolis, MD 21401 ~20.56 miles northwest of Sherwood
  • Cheap Suburban property
  • Check-in: 03:00
From$60
Average 3.0 /5 Review Score Call BookMore Details
Best Western Annapolis - Annapolis
+1-888-965-8297
2520 Riva Rd., Annapolis, MD 21401 ~20.59 miles northwest of Sherwood
  • Two star Suburban property
  • Fitness / Gym is on-site
From$84
Average 3.0 /5 Hotel Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel - Annapolis
+1-888-906-6358
173 Jennifer Rd., Annapolis, MD 21401 Website ~20.64 miles northwest of Sherwood
  • 3 star Suburban property
  • Hotel has 197 rooms
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Laurel Grove Inn on the South - Annapolis
+1-888-749-6785
2881 South Haven Road., Annapolis, MD 21401 ~20.75 miles northwest of Sherwood
  • 3 star Riverfront hotel
  • Hotel has an eco-friendly policy Read more
From$125
Very Good 4.0 /5 Reviews Call BookMore Details
Country Inn & Suites by Radisson Annapolis : 2600 Housley Rd.
+1-888-878-9982
2600 Housley Rd., Annapolis, MD 21401 ~21.11 miles northwest of Sherwood
  • Mid-scale Suburban hotel
  • 100 sleeping rooms in hotel
From$69
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 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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