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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
+1-888-389-4121
6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~1.15 miles south of Sherwood
  • Luxury Five Star Oceanfront hotel
  • 20 rooms in property
From$140
Average 3.0 /5 Review Score Call BookMore Details
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Wylder Hotel Tilghman Island : 21551 Chesapeake House Dr.
+1-888-675-2083
21551 Chesapeake House Dr., Tilghman, MD 21671 ~2.84 miles south of Sherwood
  • 3 star Riverfront hotel
  • 2 suites in property
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Inn at Perry Cabin : 308 Watkins Lane
+1-800-716-8490
308 Watkins Lane, St. Michael's, MD 21663 ~6.31 miles northeast of Sherwood
  • Luxurious Five Star Resort hotel
  • Fitness center on property
From$150
Very Good 4.0 /5 Recent 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
  • Free breakfast available
From$70
Very Good 4.0 /5 Reviews Call BookMore Details
Robert Morris Inn
+1-888-965-1860
314 North Morris St., Oxford, MD 21654 ~8.86 miles east of Sherwood
  • Affordable hotel
  • Check in time: 15:00
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
The Inn at Herrington Harbour - Rose Haven
+1-888-788-5576
7161 Lake Shore Dr., Rose Haven, MD 20714 ~11.52 miles west of Sherwood
  • 4-star Beach hotel
  • 2 meeting rooms in hotel
From$48
Average 3.0 /5 Hotel Reviews Call BookMore Details
Rod 'N' Reel Resort - Chesapeake Beach
+1-888-897-9207
4165 Mears Ave., Chesapeake Beach, MD 20732 ~11.55 miles west of Sherwood
  • 3 star Resort property
  • 6 conference rooms in property
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Easton - Easton
+1-888-311-4278
7018 Ocean Gateway, Easton, MD 21601 ~13.92 miles east of Sherwood
  • 3-star hotel
  • Check-in time: 3:00pm
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Easton
+1-888-469-4795
8058 Ocean Gateway, Easton, MD 21601 ~14.55 miles east of Sherwood
  • Low-priced Downtown property
  • Check-in: 3:00PM
From$119
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge Easton Route 50
+1-888-734-9421
8175 Ocean Gateway, Easton, MD 21601 ~14.65 miles east of Sherwood
  • Low Cost property
  • Check-in time: 11:00
From$60
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn - Easton
+1-888-841-5292
8523 Ocean Gateway, Easton, MD 21601 ~14.78 miles east of Sherwood
  • Inexpensive Rural property
  • 82 rooms in property
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Easton in Easton
+1-888-455-5160
8561 Ocean Gateway, Easton, MD 21601 ~14.78 miles east of Sherwood
  • 3 star Rural property
  • Hotel has a green policy See policy
From$115
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites - Easton
+1-888-965-8297
8708 Alicia Dr., Easton, MD 21601 ~14.89 miles east of Sherwood
  • 3-star Rural hotel
  • 41 suites in hotel
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 ~15.07 miles east of Sherwood
  • Mid-scale hotel
From$129
Very Good 4.5 /5 Reviews Call BookMore Details
Kent Island Resort
+1-888-749-6785
500 Kent Manor Dr., Stevensville, MD 21666 ~15.70 miles north of Sherwood
  • High end Riverfront hotel
  • Check in time: 4:00 pm
From$125
Average 3.0 /5 Reviews Call BookMore Details
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Hilton Tampa Downtown
+1-888-878-9982
548 Caspian Dr., Grasonville, MD 21638 ~16.27 miles northeast of Sherwood
  • Expensive hotel
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Wye River a Dolce Conference Center
+1-888-389-4485
600 Aspen Dr., Queenstown, MD 21658 ~16.51 miles northeast of Sherwood
  • 4 star property
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Kent Island Marina
+1-888-389-4121
3206 Main St., Grasonville, MD 21638 ~16.58 miles north of Sherwood
  • 3 star Riverfront hotel
  • Access to gym on-site
From$121
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Kent Narrows Inn
+1-888-675-2083
3101 Main St., Grasonville, MD 21638 ~16.64 miles north of Sherwood
  • Three Star Resort property
  • 97 rooms in property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
The Inn at Chesapeake Bay Beach Club
+1-800-716-8490
180 Pier One Rd., Stevensville, MD 21666 ~16.68 miles north of Sherwood
  • Expensive Suburban property
  • Fitness + Health Center
From$162
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel in Grasonville
+1-800-805-5223
1020 Kent Narrows Rd., Grasonville, MD 21638 ~16.70 miles north of Sherwood
  • Midscale Rural property
  • Check-in time: 3:00pm
From$180
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn : 101 Vfw Ave.
+1-888-965-1860
101 Vfw Ave., Grasonville, MD 21638 ~16.90 miles northeast of Sherwood
  • Two star Resort hotel
  • Check in: 11:00
From$74
Very Good 4.0 /5 Reviews Call BookMore Details
Annapolis Waterfront Hotel Autograph Collection - Annapolis
+1-888-788-5576
80 Compromise St., Annapolis, MD 21401 ~18.52 miles northwest of Sherwood
  • 4-star Downtown hotel
  • 150 rooms in hotel
From$75
Very Good 4.0 /5 Review Score Call BookMore Details
Historic Inns of Annapolis : 58 State Circle
+1-888-897-9207
58 State Circle, Annapolis, MD 21401 ~18.84 miles northwest of Sherwood
  • Midscale Downtown property
  • 9 suites in hotel
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Graduate by Hilton Annapolis in Annapolis
+1-888-311-4278
126 West St., Annapolis, MD 21401 ~18.96 miles northwest of Sherwood
  • 4-star Downtown property
  • Fitness + Health Center
From$85
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown
+1-888-469-4795
174 West St., Annapolis, MD 21401 ~18.99 miles northwest of Sherwood
  • Affordable Downtown property
  • Hotel has an eco-friendly policy See more
From$199
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Westin Annapolis
+1-888-734-9421
100 Westgate Cir, Annapolis, MD 21401 Website ~19.06 miles northwest of Sherwood
  • 4-star Downtown property
  • Hotel has 6 floors
From$139
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Cambridge, an IHG Hotel
+1-888-841-5292
2715 Ocean Gateway, Cambridge, MD 21613 ~19.13 miles southeast of Sherwood
  • Affordable Rural hotel
  • 3 meeting rooms in property
From$112
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt Regency Chesapeake Bay Golf Resort Spa & Marina
+1-888-455-5160
100 Heron Blvd., Cambridge, MD 21613 ~19.37 miles southeast of Sherwood
  • High-end property
  • 400 rooms in hotel
From$159
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Super 8 by Wyndham Prince Frederick
+1-888-965-8297
40 Commerce Lane, Prince Frederick, MD 20678 ~19.45 miles southwest of Sherwood
  • Inexpensive property
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
SureStay by Best Western Prince Frederick : 75 Main St.
+1-888-906-6358
75 Main St., Prince Frederick, MD 20678 ~19.46 miles southwest of Sherwood
  • Midscale hotel
  • Free breakfast available
From$74
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express - Prince Frederick
+1-888-749-6785
355 Merrimac Court, Prince Frederick, MD 20678 ~19.68 miles southwest of Sherwood
  • Three Star property
  • 70 rooms in hotel
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Cambridge Inn
+1-888-878-9982
2831 Ocean Gateway, Cambridge, MD 21613 ~19.82 miles southeast of Sherwood
  • Inexpensive Highway hotel
  • Check-in time: 2Pm
Springhill Suites by Marriott Prince Frederick - Prince Frederick
+1-888-389-4485
75 Sherry Lane, Prince Frederick, MD 20678 ~19.82 miles southwest of Sherwood
  • 3 star Suburban hotel
  • Fitness center on property
From$86
Very Good 4.0 /5 Read Reviews Call BookMore Details
Candlewood Suites Annapolis
+1-888-389-4121
1 Womack Dr., Annapolis, MD 21401 ~20.09 miles northwest of Sherwood
  • Mid-scale Suburban property
  • Check-in: 15:00
From$80
Average 3.0 /5 Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge - Cambridge
+1-888-675-2083
2917 Ocean Gateway, Cambridge, MD 21613 ~20.09 miles southeast of Sherwood
  • Two star Highway hotel
  • Gym / Fitness Center Available
From$60
Average 3.5 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis
+1-800-716-8490
189 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.19 miles northwest of Sherwood
  • Mid-scale Suburban property
  • Check in: 3:00pm
From$82
Average 3.0 /5 Reviews Call BookMore Details
Sonesta Es Suites Annapolis in Annapolis
+1-800-805-5223
170 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.21 miles northwest of Sherwood
  • 4-star Suburban property
  • Fitness + Health Center
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Annapolis in Annapolis
+1-888-965-1860
124 Womack Dr., Annapolis, MD 21401 ~20.26 miles northwest of Sherwood
  • 3-star Suburban hotel
  • Access to gym on-site
From$70
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Cambridge in Cambridge
+1-888-788-5576
2936 Ocean Gateway, Cambridge, MD 21613 Website ~20.30 miles southeast of Sherwood
  • Cheap Rural property
  • Gym / Fitness Center Available
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Annapolis : 305 Harry South Truman Pkwy.
+1-888-897-9207
305 Harry South Truman Pkwy., Annapolis, MD 21401 ~20.31 miles northwest of Sherwood
  • 3 star property
  • 3 meeting rooms in hotel
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Admiral Suites in Annapolis
+1-888-311-4278
120 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.36 miles northwest of Sherwood
  • Three Star hotel
  • Check in time: 3:00pm
Hampton Inn & Suites
+1-888-469-4795
Hampton Inn 124, Annapolis, MD 21401 ~20.38 miles northwest of Sherwood
  • Midscale Highway hotel
  • Check-in: 3:00 PM
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Annapolis - Annapolis
+1-888-734-9421
2559 Riva Rd., Annapolis, MD 21401 ~20.45 miles northwest of Sherwood
  • Midscale Downtown property
  • Check-in time: 3:00pm
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Annapolis, an IHG Hotel : 2451 Riva Rd.
+1-888-841-5292
2451 Riva Rd., Annapolis, MD 21401 ~20.46 miles northwest of Sherwood
  • 3-star Suburban property
  • Free breakfast
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Red Roof Inn Annapolis in Annapolis
+1-888-455-5160
2520 Riva Rd. Building C, Annapolis, MD 21401 ~20.58 miles northwest of Sherwood
  • Low priced Suburban property
  • Check in time: 03:00
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Annapolis
+1-888-965-8297
2520 Riva Rd., Annapolis, MD 21401 ~20.61 miles northwest of Sherwood
  • Low-priced Suburban hotel
  • Airport shuttle provided
From$84
Average 3.0 /5 Recent Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel
+1-888-906-6358
173 Jennifer Rd., Annapolis, MD 21401 ~20.66 miles northwest of Sherwood
  • Affordable Suburban property
  • 8 suites in hotel
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Laurel Grove Inn on the South in Annapolis
+1-888-749-6785
2881 South Haven Road., Annapolis, MD 21401 ~20.77 miles northwest of Sherwood
  • Midscale Riverfront property
  • 5 rooms in hotel
From$125
Very Good 4.0 /5 Read Reviews Call BookMore Details
Country Inn & Suites by Radisson Annapolis : 2600 Housley Rd.
+1-888-878-9982
2600 Housley Rd., Annapolis, MD 21401 ~21.13 miles northwest of Sherwood
  • 3-star Suburban hotel
  • 2 meeting rooms in hotel
From$69
Very Good 4.0 /5 Latest 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 - Kent Island, an IHG Hotel, Holiday Inn Express Cambridge, an IHG Hotel and Holiday Inn Express are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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