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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 15 miles southeast of Oyster Olympics and 17 miles southeast of Barge House 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
  • Luxury 5 star Oceanfront hotel
  • 3 floors in property
From$140
Average 3.0 /5 Latest Reviews 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
  • Affordable Riverfront hotel
  • Hotel has 49 rooms
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Inn at Perry Cabin in St. Michael's
+1-800-716-8490
308 Watkins Lane, St. Michael's, MD 21663 ~6.31 miles northeast of Sherwood
  • Luxury Five Star Resort hotel
  • 5 conference rooms in property
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 property
  • Check-in: 3:00 pm
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 ~8.86 miles east of Sherwood
  • Mid-scale property
  • 3 floors in hotel
From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Inn at Herrington Harbour : 7161 Lake Shore Dr.
+1-888-788-5576
7161 Lake Shore Dr., Rose Haven, MD 20714 ~11.52 miles west of Sherwood
  • Expensive Beach property
  • Check in time: 3:00 pm
From$48
Average 3.0 /5 Guest Reviews Call BookMore Details
Rod 'N' Reel Resort in Chesapeake Beach
+1-888-897-9207
4165 Mears Ave., Chesapeake Beach, MD 20732 ~11.55 miles west of Sherwood
  • Mid-scale Resort hotel
  • 12 suites in property
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Days Inn by Wyndham Easton in Easton
+1-888-311-4278
7018 Ocean Gateway, Easton, MD 21601 ~13.92 miles east of Sherwood
  • 3-star property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Easton - Easton
+1-888-469-4795
8058 Ocean Gateway, Easton, MD 21601 ~14.55 miles east of Sherwood
  • Low priced Downtown hotel
  • Hotel has an eco-friendly policy Learn more
From$119
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge Easton Route 50 in Easton
+1-888-734-9421
8175 Ocean Gateway, Easton, MD 21601 ~14.65 miles east of Sherwood
  • Cheap hotel
  • 48 rooms in property
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn in Easton
+1-888-841-5292
8523 Ocean Gateway, Easton, MD 21601 ~14.78 miles east of Sherwood
  • Two-star Rural property
  • Hotel has 3 meeting rooms
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Easton
+1-888-455-5160
8561 Ocean Gateway, Easton, MD 21601 ~14.78 miles east of Sherwood
  • Mid-scale Rural property
  • Check in: 4:00pm
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 ~14.89 miles east of Sherwood
  • Three Star Rural hotel
  • Hotel has 3 floors
From$88
Very Good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Easton
+1-888-906-6358
8945 Sunflower Dr., Easton, MD 21601 ~15.07 miles east of Sherwood
  • Three Star property
From$129
Very Good 4.5 /5 Reviews Call BookMore Details
Kent Island Resort - Stevensville
+1-888-749-6785
500 Kent Manor Dr., Stevensville, MD 21666 ~15.70 miles north of Sherwood
  • Four-star Riverfront property
  • 2 suites in hotel
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
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Hilton Tampa Downtown : 548 Caspian Dr.
+1-888-878-9982
548 Caspian Dr., Grasonville, MD 21638 ~16.27 miles northeast of Sherwood
  • 4-star hotel
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Wye River a Dolce Conference Center in Queenstown
+1-888-389-4485
600 Aspen Dr., Queenstown, MD 21658 ~16.51 miles northeast of Sherwood
  • Four star hotel
From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Kent Island
+1-888-389-4121
3206 Main St., Grasonville, MD 21638 ~16.58 miles north of Sherwood
  • Affordable Riverfront hotel
  • 5 floors in property
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 ~16.64 miles north of Sherwood
  • Midscale Resort hotel
  • Access to gym on-site
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 ~16.68 miles north of Sherwood
  • Expensive Suburban property
  • Gym is available on property
From$162
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
+1-800-805-5223
1020 Kent Narrows Rd., Grasonville, MD 21638 ~16.70 miles north of Sherwood
  • 3-star Rural hotel
  • 15 sleeping rooms in hotel
From$180
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn
+1-888-965-1860
101 Vfw Ave., Grasonville, MD 21638 ~16.90 miles northeast of Sherwood
  • Low Cost Resort hotel
  • Complimentary breakfast is offered
From$74
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Annapolis Waterfront Hotel Autograph Collection : 80 Compromise St.
+1-888-788-5576
80 Compromise St., Annapolis, MD 21401 ~18.52 miles northwest of Sherwood
  • Four-star Downtown property
  • Check in time: 4:00 PM
From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Historic Inns of Annapolis
+1-888-897-9207
58 State Circle, Annapolis, MD 21401 ~18.84 miles northwest of Sherwood
  • Three Star Downtown property
  • 124 rooms in hotel
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Graduate Annapolis - Annapolis
+1-888-311-4278
126 West St., Annapolis, MD 21401 ~18.96 miles northwest of Sherwood
  • Four-star Downtown property
  • 14 conference rooms in property
From$85
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown : 174 West St.
+1-888-469-4795
174 West St., Annapolis, MD 21401 ~18.99 miles northwest of Sherwood
  • 3-star Downtown property
  • Fitness / Gym is on-site
From$199
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Westin Annapolis : 100 Westgate Cir
+1-888-734-9421
100 Westgate Cir, Annapolis, MD 21401 Website ~19.06 miles northwest of Sherwood
  • Expensive Downtown hotel
  • 11 suites in hotel
From$139
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Cambridge An Ihg Hotel in Cambridge
+1-888-841-5292
2715 Ocean Gateway, Cambridge, MD 21613 ~19.13 miles southeast of Sherwood
  • Midscale Rural property
  • 85 rooms in hotel
From$112
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay - Cambridge
+1-888-455-5160
100 Heron Blvd., Cambridge, MD 21613 ~19.37 miles southeast of Sherwood
  • Four-star property
  • Fitness / Gym is on-site
From$159
Very Good 4.0 /5 Recent 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 hotel
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express in Prince Frederick
+1-888-906-6358
355 Merrimac Court, Prince Frederick, MD 20678 ~19.68 miles southwest of Sherwood
  • 3 star property
  • Check in: 3:00pm
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Cambridge Inn : 2831 Ocean Gateway
+1-888-749-6785
2831 Ocean Gateway, Cambridge, MD 21613 ~19.82 miles southeast of Sherwood
  • 2 star Highway property
  • 2 floors in hotel
From$54
Poor 2.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Prince Frederick : 75 Sherry Lane
+1-888-878-9982
75 Sherry Lane, Prince Frederick, MD 20678 ~19.82 miles southwest of Sherwood
  • Affordable Suburban property
  • 87 rooms in hotel
From$86
Very Good 4.0 /5 Reviews Call BookMore Details
Homestyle Studio Suites - Annapolis
+1-888-389-4485
1 Womack Dr., Annapolis, MD 21401 ~20.09 miles northwest of Sherwood
  • 3-star Suburban hotel
  • Check in time: 15:00
From$80
Average 3.0 /5 Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge : 2917 Ocean Gateway
+1-888-389-4121
2917 Ocean Gateway, Cambridge, MD 21613 ~20.09 miles southeast of Sherwood
  • Cheap Highway hotel
  • Check-in time: 03:00pm
From$60
Average 3.5 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis
+1-888-675-2083
189 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.19 miles northwest of Sherwood
  • 3 star Suburban hotel
  • Hotel has 4 floors
From$82
Average 3.0 /5 Read Reviews Call BookMore Details
Sonesta Es Suites Annapolis : 170 Admiral Cochrane Dr.
+1-800-716-8490
170 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.21 miles northwest of Sherwood
  • Four star Suburban property
  • 102 rooms in hotel
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Annapolis in Annapolis
+1-800-805-5223
124 Womack Dr., Annapolis, MD 21401 ~20.26 miles northwest of Sherwood
  • Affordable Suburban property
  • Check-in: 3:00pm
From$70
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites Cambridge in Cambridge
+1-888-965-1860
2936 Ocean Gateway, Cambridge, MD 21613 Website ~20.30 miles southeast of Sherwood
  • Two-star Rural hotel
  • Check in: 3:00pm
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Annapolis
+1-888-788-5576
305 Harry South Truman Pkwy., Annapolis, MD 21401 ~20.31 miles northwest of Sherwood
  • 3 star property
  • 4 floors in property
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Extended Stay America Suites Annapolis Admiral Cochrane Dr
+1-888-897-9207
120 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.36 miles northwest of Sherwood
  • 3 star property
  • Access to gym on-site
Courtyard by Marriott Annapolis : 2559 Riva Rd.
+1-888-311-4278
2559 Riva Rd., Annapolis, MD 21401 ~20.45 miles northwest of Sherwood
  • 3 star Downtown hotel
  • Check in: 3:00pm
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Annapolis Md - Annapolis
+1-888-469-4795
2451 Riva Rd., Annapolis, MD 21401 ~20.46 miles northwest of Sherwood
  • Affordable Suburban hotel
  • 2 floors in property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn Annapolis : 2520c Riva Rd.
+1-888-734-9421
2520c Riva Rd., Annapolis, MD 21401 ~20.60 miles northwest of Sherwood
  • Low priced property
  • Hotel has 47 rooms
From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Annapolis
+1-888-841-5292
2520 Riva Rd., Annapolis, MD 21401 ~20.61 miles northwest of Sherwood
  • Low priced Suburban hotel
  • 98 rooms in property
From$84
Average 3.0 /5 Latest Reviews Call BookMore Details
Doubletree by Hilton Hotel Annapolis : 210 Holiday Court
+1-888-455-5160
210 Holiday Court, Annapolis, MD 21401 ~20.63 miles northwest of Sherwood
  • 3 star Suburban property
  • 219 rooms in hotel
From$149
Average 3.0 /5 Guest Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel
+1-888-965-8297
173 Jennifer Rd., Annapolis, MD 21401 Website ~20.66 miles northwest of Sherwood
  • Mid-scale Suburban property
  • Check-in time: 04:00 PM
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Laurel Grove Inn on the South
+1-888-906-6358
2881 South Haven Road., Annapolis, MD 21401 ~20.77 miles northwest of Sherwood
  • 3-star Riverfront hotel
  • Check-in: 3pm
From$125
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Country Inn & Suites by Radisson Annapolis in Annapolis
+1-888-749-6785
2600 Housley Rd., Annapolis, MD 21401 ~21.13 miles northwest of Sherwood
  • 3-star Suburban property
  • Free breakfast available
From$69
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Rodeway Inn
+1-888-878-9982
74 Old Mill Bottom Rd. North, Annapolis, MD 21409 ~21.26 miles north of Sherwood
  • Cheap hotel
  • Check-in: 11:00

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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