Star rating
Hotel name
Price range (GBP) to
Amenities
+ more

21665 Hotels/Accommodations

Knapp's Narrows Marina & Inn : 6176 Tilghman Island Rd. 6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~1.69 miles south of 21665
  • Luxury Five Star Oceanfront hotel
  • 20 sleeping rooms in hotel
From$140
Average 3.0 /5 Read Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in 21665" Get Alexa Skill →
Wylder Hotel Tilghman Island - Tilghman 21551 Chesapeake House Dr., Tilghman, MD 21671 ~3.39 miles south of 21665
  • Three Star Riverfront property
  • 2 floors in hotel
From$99
Very good 4.0 /5 Guest Reviews Call BookMore Details
Inn at Perry Cabin - St. Michael's 308 Watkins Lane, St. Michael's, MD 21663 ~6.04 miles east of 21665
  • Luxurious Five Star Resort property
  • Check in: 4:00pm
From$150
Very good 4.0 /5 Latest Reviews Call BookMore Details
St. Michaels Inn : 1228 South Talbot St. 1228 South Talbot St., St. Michaels, MD 21663 ~6.31 miles east of 21665
  • 3 star Resort property
  • 3 meeting rooms in property
From$70
Very good 4.0 /5 Read Reviews Call BookMore Details
Robert Morris Inn 314 North Morris St., Oxford, MD 21654 ~9.06 miles east of 21665
  • Affordable property
  • 16 sleeping rooms in hotel
From$90
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Inn at Herrington Harbour 7161 Lake Shore Dr., Rose Haven, MD 20714 ~11.55 miles west of 21665
  • High-end Beach property
  • 11 suites in property
From$48
Average 3.0 /5 Latest Reviews Call BookMore Details
Rod 'N' Reel Resort in Chesapeake Beach 4165 Mears Ave., Chesapeake Beach, MD 20732 ~11.69 miles west of 21665
  • Three Star Resort hotel
  • Check in: 4:00PM
From$79
Very good 4.0 /5 Reviews Call BookMore Details
Days Inn by Wyndham Easton - Easton 7018 Ocean Gateway, Easton, MD 21601 ~13.90 miles east of 21665
  • Midscale hotel
  • Has environment-friendly policy Read more
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Easton : 8058 Ocean Gateway 8058 Ocean Gateway, Easton, MD 21601 ~14.46 miles east of 21665
  • Low-priced Downtown property
  • Hotel has a green policy Read more
From$119
Very good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge Easton Route 50 - Easton 8175 Ocean Gateway, Easton, MD 21601 ~14.55 miles east of 21665
  • Economical hotel
  • Hotel has 48 rooms
From$60
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Easton - Easton 8561 Ocean Gateway, Easton, MD 21601 ~14.65 miles east of 21665
  • Three Star Rural hotel
  • Fitness + Health Center
From$115
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn : 8523 Ocean Gateway 8523 Ocean Gateway, Easton, MD 21601 ~14.65 miles east of 21665
  • Cheap Rural hotel
  • 82 sleeping rooms in hotel
From$79
Very good 4.0 /5 Read Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites in Easton 8708 Alicia Dr., Easton, MD 21601 ~14.75 miles east of 21665
  • Mid-scale Rural hotel
  • Free comp. breakfast
From$88
Very good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Easton - Easton 8945 Sunflower Dr., Easton, MD 21601 ~14.91 miles east of 21665
  • Mid-scale property
From$129
Very good 4.5 /5 Reviews Call BookMore Details
Kent Island Resort in Stevensville 500 Kent Manor Dr., Stevensville, MD 21666 ~15.12 miles north of 21665
  • Four-star Riverfront hotel
  • 2 suites in hotel
From$125
Average 3.0 /5 Review Score Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in 21665" Get Alexa Skill →
Hilton Tampa Downtown 548 Caspian Dr., Grasonville, MD 21638 ~15.75 miles northeast of 21665
  • High end property
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Kent Island Marina 3206 Main St., Grasonville, MD 21638 ~16.02 miles north of 21665
  • 3-star Riverfront property
  • 5 floors in property
From$121
Very good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Kent Narrows Inn 3101 Main St., Grasonville, MD 21638 ~16.09 miles north of 21665
  • 3-star Resort property
  • 97 sleeping rooms in hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
The Inn at Chesapeake Bay Beach Club : 180 Pier One Rd. 180 Pier One Rd., Stevensville, MD 21666 ~16.10 miles north of 21665
  • 4 star Suburban hotel
  • Check-in time: 4:00 PM
From$162
Very good 4.5 /5 Review Score Call BookMore Details
Wye River a Dolce Conference Center - Queenstown 600 Aspen Dr., Queenstown, MD 21658 ~16.10 miles northeast of 21665
  • 4 star property
From$75
Very good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Annapolis East Kent Island by IHG : 1020 Kent Narrows Rd. 1020 Kent Narrows Rd., Grasonville, MD 21638 ~16.15 miles north of 21665
  • Three Star Rural hotel
  • 4 meeting rooms in property
From$180
Very good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Grasonville near Kent Island in Grasonville 101 Vfw Ave., Grasonville, MD 21638 ~16.36 miles northeast of 21665
  • Cheap Resort hotel
  • Check in: 11:00
From$74
Very good 4.0 /5 Recent Reviews Call BookMore Details
Annapolis Waterfront Hotel, Autograph Collection 80 Compromise St., Annapolis, MD 21401 ~18.01 miles northwest of 21665
  • Four star Downtown property
  • 6 floors in hotel
From$75
Very good 4.0 /5 Read Reviews Call BookMore Details
Historic Inns of Annapolis 58 State Circle, Annapolis, MD 21401 ~18.32 miles northwest of 21665
  • Three Star Downtown hotel
  • Gym is available on property
From$109
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Graduate by Hilton Annapolis in Annapolis 126 West St., Annapolis, MD 21401 ~18.46 miles northwest of 21665
  • High end Downtown hotel
  • Check in time: 4:00 PM
From$100
Very good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown in Annapolis 174 West St., Annapolis, MD 21401 ~18.49 miles northwest of 21665
  • Midscale Downtown hotel
  • 4 meeting rooms in property
From$139
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Westin Annapolis - Annapolis 100 Westgate Cir, Annapolis, MD 21401 ~18.55 miles northwest of 21665
  • Expensive Downtown property
  • 225 rooms in hotel
From$139
Very good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Cambridge by IHG 2715 Ocean Gateway, Cambridge, MD 21613 ~19.46 miles southeast of 21665
  • 3 star Rural property
  • 3 suites in property
From$112
Very good 4.0 /5 Guest Reviews Call BookMore Details
Candlewood Suites Annapolis by IHG 1 Womack Dr., Annapolis, MD 21401 ~19.62 miles northwest of 21665
  • Mid-scale Suburban hotel
  • 101 rooms in hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hyatt Regency Chesapeake Bay - Cambridge 100 Heron Blvd., Cambridge, MD 21613 ~19.68 miles southeast of 21665
  • High-end hotel
  • Hotel has 400 rooms
From$125
Very good 4.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~19.72 miles northwest of 21665
  • Midscale Suburban property
  • Free complimentary breakfast
From$82
Average 3.0 /5 Recent Reviews Call BookMore Details
Sonesta Es Suites Annapolis 170 Admiral Cochrane Dr., Annapolis, MD 21401 ~19.75 miles northwest of 21665
  • Mid-scale Suburban property
  • 3 floors in property
From$99
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Annapolis : 124 Womack Dr. 124 Womack Dr., Annapolis, MD 21401 ~19.79 miles northwest of 21665
  • Midscale Suburban property
  • 4 meeting rooms in property
From$70
Very good 4.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Prince Frederick 40 Commerce Lane, Prince Frederick, MD 20678 ~19.80 miles southwest of 21665
  • Cheap hotel
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
SureStay by Best Western Prince Frederick : 75 Main St. 75 Main St., Prince Frederick, MD 20678 ~19.80 miles southwest of 21665
  • Mid-scale property
  • 2 floors in hotel
From$77
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Annapolis in Annapolis 305 Harry South Truman Pkwy., Annapolis, MD 21401 ~19.84 miles northwest of 21665
  • Affordable property
  • 3 meeting rooms in hotel
From$80
Very good 4.0 /5 Read Reviews Call BookMore Details
Admiral Suites - Annapolis 120 Admiral Cochrane Dr., Annapolis, MD 21401 ~19.89 miles northwest of 21665
  • Midscale hotel
  • 3 floors in property
Hampton Inn & Suites Hampton Inn 124, Annapolis, MD 21401 ~19.89 miles northwest of 21665
  • Mid-scale Highway property
  • Free breakfast
From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Annapolis An Ihg Hotel 2451 Riva Rd., Annapolis, MD 21401 ~19.98 miles northwest of 21665
  • Mid-scale Suburban property
  • Free complimentary breakfast
From$80
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Annapolis : 2559 Riva Rd. 2559 Riva Rd., Annapolis, MD 21401 ~19.99 miles northwest of 21665
  • Three Star Downtown property
  • Check in: 3:00pm
From$79
Very good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express - Prince Frederick 355 Merrimac Court, Prince Frederick, MD 20678 ~20.03 miles southwest of 21665
  • 3-star property
  • Access to gym on-site
From$89
Very good 4.0 /5 Read Reviews Call BookMore Details
Red Roof Inn Annapolis 2520 C Riva Rd., Annapolis, MD 21401 ~20.10 miles northwest of 21665
  • Economy Suburban property
  • Check-in: 03:00
From$60
Average 3.0 /5 Review Score Call BookMore Details
Best Western Annapolis - Annapolis 2520 Riva Rd., Annapolis, MD 21401 ~20.14 miles northwest of 21665
  • Low Cost Suburban property
  • Complimentary breakfast is offered
From$84
Average 3.0 /5 Latest Reviews Call BookMore Details
Cambridge Inn in Cambridge 2831 Ocean Gateway, Cambridge, MD 21613 ~20.14 miles southeast of 21665
  • Economical Highway hotel
  • Check-in time: 2Pm
Doubletree by Hilton Hotel Annapolis - Annapolis 210 Holiday Court, Annapolis, MD 21401 ~20.16 miles northwest of 21665
  • Midscale Suburban hotel
  • 219 sleeping rooms in hotel
From$149
Average 3.0 /5 Review Score Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel in Annapolis 173 Jennifer Rd., Annapolis, MD 21401 ~20.17 miles northwest of 21665
  • Three Star Suburban property
  • 7 floors in hotel
From$80
Very good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Prince Frederick 75 Sherry Lane, Prince Frederick, MD 20678 ~20.18 miles southwest of 21665
  • 3 star Suburban hotel
  • Check-in: 3:00pm
From$86
Very good 4.0 /5 Review Score Call BookMore Details
Laurel Grove Inn on the South - Annapolis 2881 South Haven Road., Annapolis, MD 21401 ~20.34 miles northwest of 21665
  • Affordable Riverfront hotel
  • Has environment-friendly policy Learn more
From$125
Very good 4.0 /5 Read Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge in Cambridge 2917 Ocean Gateway, Cambridge, MD 21613 ~20.41 miles southeast of 21665
  • Inexpensive Highway property
  • 50 rooms in hotel
From$60
Average 3.5 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites Cambridge - Cambridge 2936 Ocean Gateway, Cambridge, MD 21613 ~20.61 miles southeast of 21665
  • Two star Rural property
  • Free breakfast
From$60
Very good 4.0 /5 Hotel Reviews Call BookMore Details

Next: Show All Available 21665 Hotels with Pricing

Bar Chart: Upcoming 20 Days of 21665 Hotel Rates

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 near 21665

What are the most favored hotels near 21665?

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 near 21665?

Knapp's Narrows Marina & Inn, Inn at Perry Cabin and The Inn at Herrington Harbour are the top 3 luxury hotels near 21665.

What hotels are closest to the area of 21665?

Knapp's Narrows Marina & Inn, Wylder Hotel Tilghman Island, and Inn at Perry Cabin are the properties closest to 21665.

What are the best independent hotels near 21665?

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 near 21665?

Fairfield Inn & Suites by Marriott Easton, The Westin Annapolis and Courtyard by Marriott Annapolis are the best rated Marriott/Starwood branded hotels (based on customer reviews score).

What are the best Choice Hotels branded hotels near 21665?

Quality Inn, Quality Inn Grasonville near Kent Island 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 near 21665?

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 near 21665?

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).

Back to Top