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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

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~1.15 miles south of Sherwood
  • Luxury 5 star Oceanfront hotel
  • Free comp. breakfast
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From$140
Average 3.0 /5 Read Reviews Call BookMore Details
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Wylder Hotel Tilghman Island
+1-888-675-2083

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21551 Chesapeake House Dr., Tilghman, MD 21671 ~2.84 miles south of Sherwood
  • Midscale Riverfront hotel
  • 2 floors in hotel
More Photos Exterior of Wylder Hotel Tilghman Island
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Inn at Perry Cabin : 308 Watkins Lane
+1-800-716-8490

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308 Watkins Lane, St. Michael's, MD 21663 ~6.31 miles northeast of Sherwood
  • Luxury Five Star Resort property
  • 27 suites in hotel
More Photos Exterior of Inn at Perry Cabin
From$150
Very Good 4.0 /5 Review Score Call BookMore Details
St Michaels Inn
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1228 South Talbot St., St. Michaels, MD 21663 ~6.53 miles east of Sherwood
  • Midscale Resort hotel
  • Complimentary breakfast is offered
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From$70
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Robert Morris Inn - Oxford
+1-888-965-1860

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314 North Morris St., Oxford, MD 21654 ~8.86 miles east of Sherwood
  • Mid-scale hotel
  • 3 floors in property
More Photos Photo of Robert Morris Inn
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Inn at Herrington Harbour
+1-888-788-5576

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7161 Lake Shore Dr., Rose Haven, MD 20714 ~11.52 miles west of Sherwood
  • Four-star Beach property
  • 34 sleeping rooms in hotel
More Photos Exterior of The Inn at Herrington Harbour
From$48
Average 3.0 /5 Review Score Call BookMore Details
Rod 'N' Reel Resort
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
4165 Mears Ave., Chesapeake Beach, MD 20732 ~11.55 miles west of Sherwood
  • 3 star Resort hotel
  • 6 meeting rooms in hotel
More Photos Exterior of Rod 'N' Reel Resort
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Days Inn by Wyndham Easton : 7018 Ocean Gateway
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
7018 Ocean Gateway, Easton, MD 21601 ~13.92 miles east of Sherwood
  • Affordable hotel
  • Check-in: 3:00pm
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Easton
+1-888-469-4795

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8058 Ocean Gateway, Easton, MD 21601 ~14.55 miles east of Sherwood
  • Low-priced Downtown property
  • Fitness / Gym is on-site
More Photos Exterior of Hampton Inn Easton
From$119
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge Easton Route 50
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
8175 Ocean Gateway, Easton, MD 21601 ~14.65 miles east of Sherwood
  • Economical hotel
  • 48 rooms in property
More Photos Exterior of Econo Lodge Easton Route 50
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn : 8523 Ocean Gateway
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
8523 Ocean Gateway, Easton, MD 21601 ~14.78 miles east of Sherwood
  • Cheap Rural hotel
  • Check-in: 11:00
More Photos Exterior of Quality Inn
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Easton - Easton
+1-888-455-5160

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8561 Ocean Gateway, Easton, MD 21601 ~14.78 miles east of Sherwood
  • Mid-scale Rural property
  • Fitness + Health Center
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From$115
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites
+1-888-965-8297

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8708 Alicia Dr., Easton, MD 21601 ~14.89 miles east of Sherwood
  • Three Star Rural hotel
  • 65 rooms in hotel
More Photos Exterior of Best Western Plus Easton Inn & Suites
From$88
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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Fairfield Inn & Suites by Marriott Easton - Easton
+1-888-906-6358

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8945 Sunflower Dr., Easton, MD 21601 ~15.07 miles east of Sherwood
  • Mid-scale hotel
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
+1-888-749-6785

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500 Kent Manor Dr., Stevensville, MD 21666 ~15.70 miles north of Sherwood
  • Four-star Riverfront property
  • 3 floors in property
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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

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548 Caspian Dr., Grasonville, MD 21638 ~16.27 miles northeast of Sherwood
  • Four-star property
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From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Wye River a Dolce Conference Center - Queenstown
+1-888-389-4485

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600 Aspen Dr., Queenstown, MD 21658 ~16.51 miles northeast of Sherwood
  • 4 star hotel
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From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Kent Island - Grasonville
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
3206 Main St., Grasonville, MD 21638 ~16.58 miles north of Sherwood
  • 3 star Riverfront hotel
  • Fitness center on property
More Photos Exterior of Hilton Garden Inn Kent Island
From$121
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Kent Narrows Inn : 3101 Main St.
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
3101 Main St., Grasonville, MD 21638 ~16.64 miles north of Sherwood
  • Mid-scale Resort hotel
  • Comp. Breakfast
More Photos Photo of Best Western Kent Narrows Inn
From$80
Average 3.0 /5 Review Score Call BookMore Details
The Inn at Chesapeake Bay Beach Club in Stevensville
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
180 Pier One Rd., Stevensville, MD 21666 ~16.68 miles north of Sherwood
  • Four-star Suburban property
  • Access to gym on-site
More Photos Exterior of The Inn at Chesapeake Bay Beach Club
From$162
Very Good 4.5 /5 Review Score Call BookMore Details
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel : 1020 Kent Narrows Rd.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1020 Kent Narrows Rd., Grasonville, MD 21638 ~16.70 miles north of Sherwood
  • Midscale Rural hotel
  • Comp. Breakfast
More Photos Image of Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
From$180
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn - Grasonville
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
101 Vfw Ave., Grasonville, MD 21638 ~16.90 miles northeast of Sherwood
  • Two-star Resort hotel
  • 59 rooms in hotel
More Photos Exterior of Quality Inn
From$74
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Annapolis Waterfront Hotel Autograph Collection : 80 Compromise St.
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
80 Compromise St., Annapolis, MD 21401 ~18.52 miles northwest of Sherwood
  • Expensive Downtown property
  • Fitness center on property
More Photos Photo of Annapolis Waterfront Hotel Autograph Collection
From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Historic Inns of Annapolis in Annapolis
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
58 State Circle, Annapolis, MD 21401 ~18.84 miles northwest of Sherwood
  • Midscale Downtown hotel
  • Check in time: 4:00 PM
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From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Graduate by Hilton Annapolis
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
126 West St., Annapolis, MD 21401 ~18.96 miles northwest of Sherwood
  • 4 star Downtown property
  • 215 rooms in property
More Photos Image of Graduate by Hilton Annapolis
From$85
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown in Annapolis
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
174 West St., Annapolis, MD 21401 ~18.99 miles northwest of Sherwood
  • Mid-scale Downtown property
  • Hotel has 120 rooms
More Photos Exterior of Hilton Garden Inn Annapolis Downtown
From$199
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Westin Annapolis in Annapolis
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
100 Westgate Cir, Annapolis, MD 21401 Website ~19.06 miles northwest of Sherwood
  • High-end Downtown property
  • 225 sleeping rooms in hotel
More Photos Image of The Westin Annapolis
From$139
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Cambridge, an IHG Hotel in Cambridge
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
2715 Ocean Gateway, Cambridge, MD 21613 ~19.13 miles southeast of Sherwood
  • Affordable Rural property
  • 3 conference rooms in property
More Photos Exterior of Holiday Inn Express Cambridge, an IHG Hotel
From$112
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay - Cambridge
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
100 Heron Blvd., Cambridge, MD 21613 ~19.37 miles southeast of Sherwood
  • High-end hotel
  • 400 rooms in hotel
More Photos Exterior of Hyatt Regency Chesapeake Bay
From$159
Very Good 4.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Prince Frederick in Prince Frederick
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
40 Commerce Lane, Prince Frederick, MD 20678 ~19.45 miles southwest of Sherwood
  • Economical hotel
More Photos Image of Super 8 by Wyndham Prince Frederick
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
SureStay by Best Western Prince Frederick in Prince Frederick
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
75 Main St., Prince Frederick, MD 20678 ~19.46 miles southwest of Sherwood
  • 3 star property
  • Hotel has 2 floors
More Photos Image of SureStay by Best Western Prince Frederick
From$73
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
355 Merrimac Court, Prince Frederick, MD 20678 ~19.68 miles southwest of Sherwood
  • 3-star property
  • Access to gym on-site
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From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Cambridge Inn
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2831 Ocean Gateway, Cambridge, MD 21613 ~19.82 miles southeast of Sherwood
  • Low priced Highway hotel
  • 2 floors in property
More Photos Exterior of Cambridge Inn
From$54
Poor 2.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Prince Frederick in Prince Frederick
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
75 Sherry Lane, Prince Frederick, MD 20678 ~19.82 miles southwest of Sherwood
  • Three Star Suburban property
  • Fitness / Gym is on-site
More Photos Exterior of Springhill Suites by Marriott Prince Frederick
From$86
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Homestyle Studio Suites - Annapolis
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1 Womack Dr., Annapolis, MD 21401 ~20.09 miles northwest of Sherwood
  • Mid-scale Suburban property
  • Check-in: 15:00
More Photos Exterior of Homestyle Studio Suites
From$80
Average 3.0 /5 Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge : 2917 Ocean Gateway
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
2917 Ocean Gateway, Cambridge, MD 21613 ~20.09 miles southeast of Sherwood
  • 2 star Highway hotel
  • Check-in time: 03:00pm
More Photos Exterior of Days Inn & Suites by Wyndham Cambridge
From$60
Average 3.5 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis : 189 Admiral Cochrane Dr.
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
189 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.19 miles northwest of Sherwood
  • Three Star Suburban property
  • Check in time: 3:00pm
More Photos Photo of Springhill Suites by Marriott Annapolis
From$82
Average 3.0 /5 Review Score Call BookMore Details
Sonesta Es Suites Annapolis in Annapolis
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
170 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.21 miles northwest of Sherwood
  • Four star Suburban property
  • Hotel has 102 suites
More Photos Image of Sonesta Es Suites Annapolis
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Annapolis
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
124 Womack Dr., Annapolis, MD 21401 ~20.26 miles northwest of Sherwood
  • 3-star Suburban hotel
  • Gym / Fitness Center Available
More Photos Image of Hampton Inn & Suites Annapolis
From$70
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Cambridge
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
2936 Ocean Gateway, Cambridge, MD 21613 Website ~20.30 miles southeast of Sherwood
  • Low Cost Rural hotel
  • Access to gym on-site
More Photos Exterior of Comfort Inn & Suites Cambridge
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Annapolis - Annapolis
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
305 Harry South Truman Pkwy., Annapolis, MD 21401 ~20.31 miles northwest of Sherwood
  • 3 star property
  • Access to gym on-site
More Photos Image of Hilton Garden Inn Annapolis
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Admiral Suites
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
120 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.36 miles northwest of Sherwood
  • Affordable hotel
  • 98 rooms in hotel
More Photos Photo of Admiral Suites
From$59
Poor 2.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
Hampton Inn 124, Annapolis, MD 21401 ~20.38 miles northwest of Sherwood
  • 3 star Highway property
  • 30 suites in hotel
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Annapolis - Annapolis
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
2559 Riva Rd., Annapolis, MD 21401 ~20.45 miles northwest of Sherwood
  • 3-star Downtown property
  • 12 suites in hotel
More Photos Photo of Courtyard by Marriott Annapolis
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Annapolis Md in Annapolis
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
2451 Riva Rd., Annapolis, MD 21401 ~20.46 miles northwest of Sherwood
  • Three Star Suburban hotel
  • Hotel has 79 rooms
More Photos Image of Holiday Inn Express & Suites Annapolis Md
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Red Roof Inn Annapolis
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
2520 Riva Rd. Building C, Annapolis, MD 21401 ~20.58 miles northwest of Sherwood
  • 2 star Suburban hotel
  • 2 floors in property
More Photos Exterior of Red Roof Inn Annapolis
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Annapolis in Annapolis
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
2520 Riva Rd., Annapolis, MD 21401 ~20.61 miles northwest of Sherwood
  • Economical Suburban hotel
  • Complimentary breakfast is offered
More Photos Photo of Best Western Annapolis
From$84
Average 3.0 /5 Read Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
173 Jennifer Rd., Annapolis, MD 21401 Website ~20.66 miles northwest of Sherwood
  • Three Star Suburban property
  • Hotel has 197 rooms
More Photos Exterior of Crowne Plaza Annapolis An Ihg Hotel
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Laurel Grove Inn on the South in Annapolis
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
2881 South Haven Road., Annapolis, MD 21401 ~20.77 miles northwest of Sherwood
  • Three Star Riverfront hotel
  • 3 suites in hotel
More Photos Image of Laurel Grove Inn on the South
From$125
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Country Inn & Suites by Radisson Annapolis - Annapolis
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2600 Housley Rd., Annapolis, MD 21401 ~21.13 miles northwest of Sherwood
  • Midscale Suburban hotel
  • Hotel has an eco-friendly policy See more
More Photos Image of Country Inn & Suites by Radisson Annapolis
From$69
Very Good 4.0 /5 Read 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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