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

21665 Hotels, Motels & Accommodations

Knapp's Narrows Marina & Inn in Tilghman Island
+1-888-389-4121
6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~1.69 miles south of 21665
  • Luxury Five Star Oceanfront hotel
  • Free comp. breakfast
From$140
Average 3.0 /5 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 : 21551 Chesapeake House Dr.
+1-888-675-2083
21551 Chesapeake House Dr., Tilghman, MD 21671 ~3.39 miles south of 21665
  • Mid-scale Riverfront hotel
  • Hotel has 2 floors
From$99
Very good 4.0 /5 Latest Reviews Call BookMore Details
Inn at Perry Cabin - St. Michael's
+1-800-716-8490
308 Watkins Lane, St. Michael's, MD 21663 ~6.04 miles east of 21665
  • Luxurious Five Star Resort property
  • Gym / Fitness Center Available
From$150
Very good 4.0 /5 Read Reviews Call BookMore Details
St Michaels Inn
+1-800-805-5223
1228 South Talbot St., St. Michaels, MD 21663 ~6.31 miles east of 21665
  • Affordable Resort hotel
  • Free comp. breakfast
From$70
Very good 4.0 /5 Review Score Call BookMore Details
Robert Morris Inn
+1-888-965-1860
314 North Morris St., Oxford, MD 21654 ~9.06 miles east of 21665
  • Three Star property
  • Check in time: 15:00
From$90
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Inn at Herrington Harbour in Rose Haven
+1-888-788-5576
7161 Lake Shore Dr., Rose Haven, MD 20714 ~11.55 miles west of 21665
  • 4 star Beach hotel
  • Hotel has 34 rooms
From$48
Average 3.0 /5 Latest Reviews Call BookMore Details
Rod 'N' Reel Resort in Chesapeake Beach
+1-888-897-9207
4165 Mears Ave., Chesapeake Beach, MD 20732 ~11.69 miles west of 21665
  • 3 star Resort property
  • 70 rooms in hotel
From$79
Very good 4.0 /5 Read 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 21665
  • Three Star hotel
  • Hotel has a green policy Learn more
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Easton
+1-888-469-4795
8058 Ocean Gateway, Easton, MD 21601 ~14.46 miles east of 21665
  • Inexpensive Downtown property
  • 74 sleeping rooms in hotel
From$119
Very good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge Easton Route 50 - Easton
+1-888-734-9421
8175 Ocean Gateway, Easton, MD 21601 ~14.55 miles east of 21665
  • Two-star property
  • Check in: 11:00
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Easton in Easton
+1-888-841-5292
8561 Ocean Gateway, Easton, MD 21601 ~14.65 miles east of 21665
  • 3 star Rural property
  • Check in time: 4:00pm
From$115
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn
+1-888-455-5160
8523 Ocean Gateway, Easton, MD 21601 ~14.65 miles east of 21665
  • Economical Rural hotel
  • Check in time: 11:00
From$79
Very good 4.0 /5 Review Score Call BookMore Details
Best Western Plus Easton Inn & Suites in Easton
+1-888-965-8297
8708 Alicia Dr., Easton, MD 21601 ~14.75 miles east of 21665
  • Midscale Rural hotel
  • 41 suites in property
From$88
Very good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Easton
+1-888-906-6358
8945 Sunflower Dr., Easton, MD 21601 ~14.91 miles east of 21665
  • 3-star hotel
From$129
Very good 4.5 /5 Review Score Call BookMore Details
Kent Island Resort in Stevensville
+1-888-749-6785
500 Kent Manor Dr., Stevensville, MD 21666 ~15.12 miles north of 21665
  • Four star Riverfront property
  • Check in time: 4:00 pm
From$125
Average 3.0 /5 Hotel Reviews 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
+1-888-878-9982
548 Caspian Dr., Grasonville, MD 21638 ~15.75 miles northeast of 21665
  • High-end property
From$125
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Kent Island Marina : 3206 Main St.
+1-888-389-4485
3206 Main St., Grasonville, MD 21638 ~16.02 miles north of 21665
  • Affordable Riverfront property
  • 5 floors in property
From$121
Very good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Kent Narrows Inn in Grasonville
+1-888-389-4121
3101 Main St., Grasonville, MD 21638 ~16.09 miles north of 21665
  • 3-star Resort property
  • Check-in time: 4:00 PM
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Inn at Chesapeake Bay Beach Club
+1-888-675-2083
180 Pier One Rd., Stevensville, MD 21666 ~16.10 miles north of 21665
  • 4 star Suburban property
  • Hotel has 12 suites
From$162
Very good 4.5 /5 Reviews Call BookMore Details
Wye River a Dolce Conference Center
+1-800-716-8490
600 Aspen Dr., Queenstown, MD 21658 ~16.10 miles northeast of 21665
  • 4 star property
From$75
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Annapolis East-Kent Island by IHG
+1-800-805-5223
1020 Kent Narrows Rd., Grasonville, MD 21638 ~16.15 miles north of 21665
  • Affordable Rural hotel
  • 3 floors in hotel
From$180
Very good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn
+1-888-965-1860
101 Vfw Ave., Grasonville, MD 21638 ~16.36 miles northeast of 21665
  • 2-star Resort hotel
  • 59 sleeping rooms in hotel
From$74
Very good 4.0 /5 Latest Reviews Call BookMore Details
Annapolis Waterfront Hotel Autograph Collection
+1-888-788-5576
80 Compromise St., Annapolis, MD 21401 ~18.01 miles northwest of 21665
  • 4 star Downtown property
  • 150 sleeping rooms in hotel
From$75
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Historic Inns of Annapolis : 58 State Circle
+1-888-897-9207
58 State Circle, Annapolis, MD 21401 ~18.32 miles northwest of 21665
  • Mid-scale Downtown property
  • Fitness center on property
From$109
Very good 4.0 /5 Review Score Call BookMore Details
Graduate by Hilton Annapolis - Annapolis
+1-888-311-4278
126 West St., Annapolis, MD 21401 ~18.46 miles northwest of 21665
  • High end Downtown hotel
  • 17 suites in hotel
From$100
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown in Annapolis
+1-888-469-4795
174 West St., Annapolis, MD 21401 ~18.49 miles northwest of 21665
  • 3 star Downtown property
  • 5 floors in property
From$139
Very good 4.0 /5 Read Reviews Call BookMore Details
The Westin Annapolis - Annapolis
+1-888-734-9421
100 Westgate Cir, Annapolis, MD 21401 ~18.55 miles northwest of 21665
  • Four star Downtown hotel
  • Check-in: 4:00pm
From$139
Very good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Cambridge by IHG - Cambridge
+1-888-841-5292
2715 Ocean Gateway, Cambridge, MD 21613 ~19.46 miles southeast of 21665
  • 3-star Rural hotel
  • Hotel has 3 suites
From$112
Very good 4.0 /5 Reviews Call BookMore Details
Candlewood Suites Annapolis by IHG : 1 Womack Dr.
+1-888-455-5160
1 Womack Dr., Annapolis, MD 21401 ~19.62 miles northwest of 21665
  • Affordable Suburban property
  • Check in time: 15:00
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay
+1-888-965-8297
100 Heron Blvd., Cambridge, MD 21613 ~19.68 miles southeast of 21665
  • 4 star property
  • Hotel has 6 floors
From$125
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis
+1-888-906-6358
189 Admiral Cochrane Dr., Annapolis, MD 21401 ~19.72 miles northwest of 21665
  • Affordable Suburban property
  • 120 sleeping rooms in hotel
From$82
Average 3.0 /5 Recent Reviews Call BookMore Details
Sonesta Es Suites Annapolis
+1-888-749-6785
170 Admiral Cochrane Dr., Annapolis, MD 21401 ~19.75 miles northwest of 21665
  • High-end Suburban hotel
  • Fitness / Gym is on-site
From$99
Very good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Annapolis
+1-888-878-9982
124 Womack Dr., Annapolis, MD 21401 ~19.79 miles northwest of 21665
  • Three Star Suburban hotel
  • Fitness + Health Center
From$70
Very good 4.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Prince Frederick - Prince Frederick
+1-888-389-4485
40 Commerce Lane, Prince Frederick, MD 20678 ~19.80 miles southwest of 21665
  • Two-star property
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
SureStay by Best Western Prince Frederick
+1-888-389-4121
75 Main St., Prince Frederick, MD 20678 ~19.80 miles southwest of 21665
  • Three Star property
  • Hotel has 2 floors
From$76
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Annapolis
+1-888-675-2083
305 Harry South Truman Pkwy., Annapolis, MD 21401 ~19.84 miles northwest of 21665
  • 3 star hotel
  • Check-in: 3:00pm
From$80
Very good 4.0 /5 Review Score Call BookMore Details
Admiral Suites
+1-800-716-8490
120 Admiral Cochrane Dr., Annapolis, MD 21401 ~19.89 miles northwest of 21665
  • Midscale hotel
  • Hotel has 98 rooms
Hampton Inn & Suites in Annapolis
+1-800-805-5223
Hampton Inn 124, Annapolis, MD 21401 ~19.89 miles northwest of 21665
  • 3 star Highway property
  • Check-in time: 3:00 PM
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Annapolis An Ihg Hotel - Annapolis
+1-888-965-1860
2451 Riva Rd., Annapolis, MD 21401 ~19.98 miles northwest of 21665
  • 3-star Suburban property
  • 2 floors in hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Annapolis - Annapolis
+1-888-788-5576
2559 Riva Rd., Annapolis, MD 21401 ~19.99 miles northwest of 21665
  • 3-star Downtown hotel
  • 2 conference rooms in property
From$79
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express : 355 Merrimac Court
+1-888-897-9207
355 Merrimac Court, Prince Frederick, MD 20678 ~20.03 miles southwest of 21665
  • 3-star property
  • 6 suites in property
From$89
Very good 4.0 /5 Guest Reviews Call BookMore Details
Red Roof Inn Annapolis in Annapolis
+1-888-311-4278
2520 C Riva Rd., Annapolis, MD 21401 ~20.10 miles northwest of 21665
  • Cheap Suburban hotel
  • 2 floors in property
From$60
Average 3.0 /5 Review Score Call BookMore Details
Best Western Annapolis : 2520 Riva Rd.
+1-888-469-4795
2520 Riva Rd., Annapolis, MD 21401 ~20.14 miles northwest of 21665
  • Low priced Suburban property
  • 2 floors in hotel
From$84
Average 3.0 /5 Guest Reviews Call BookMore Details
Cambridge Inn
+1-888-734-9421
2831 Ocean Gateway, Cambridge, MD 21613 ~20.14 miles southeast of 21665
  • Low Cost Highway hotel
  • Hotel has 80 rooms
Doubletree by Hilton Hotel Annapolis
+1-888-841-5292
210 Holiday Court, Annapolis, MD 21401 ~20.16 miles northwest of 21665
  • 3 star Suburban hotel
  • Check-in: 4:00 PM
From$149
Average 3.0 /5 Recent Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel
+1-888-455-5160
173 Jennifer Rd., Annapolis, MD 21401 ~20.17 miles northwest of 21665
  • Three Star Suburban hotel
  • Check in: 04:00 PM
From$80
Very good 4.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Prince Frederick in Prince Frederick
+1-888-965-8297
75 Sherry Lane, Prince Frederick, MD 20678 ~20.18 miles southwest of 21665
  • Three Star Suburban property
  • 2 meeting rooms in hotel
From$86
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Laurel Grove Inn on the South : 2881 South Haven Road.
+1-888-906-6358
2881 South Haven Road., Annapolis, MD 21401 ~20.34 miles northwest of 21665
  • Mid-scale Riverfront property
  • 2 floors in hotel
From$125
Very good 4.0 /5 Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge in Cambridge
+1-888-749-6785
2917 Ocean Gateway, Cambridge, MD 21613 ~20.41 miles southeast of 21665
  • 2 star Highway property
  • Fitness + Health Center
From$60
Average 3.5 /5 Reviews Call BookMore Details
Comfort Inn & Suites Cambridge : 2936 Ocean Gateway
+1-888-878-9982
2936 Ocean Gateway, Cambridge, MD 21613 ~20.61 miles southeast of 21665
  • Economical Rural hotel
  • Hotel has 32 suites
From$60
Very good 4.0 /5 Review Score 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 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