Star Rating
Hotel Name
Price Range (USD) 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
  • Luxurious 5-star Oceanfront property
  • 2 meeting rooms in property
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
+1-888-675-2083
21551 Chesapeake House Dr., Tilghman, MD 21671 ~3.39 miles south of 21665
  • Mid-scale Riverfront property
  • Hotel has 2 suites
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Inn at Perry Cabin
+1-800-716-8490
308 Watkins Lane, St. Michael's, MD 21663 ~6.05 miles east of 21665
  • Luxurious Five Star Resort property
  • Hotel has 78 rooms
From$150
Very Good 4.0 /5 Reviews Call BookMore Details
St Michaels Inn
+1-800-805-5223
1228 South Talbot St., St. Michaels, MD 21663 ~6.32 miles east of 21665
  • Midscale Resort hotel
  • 3 conference rooms in property
From$70
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Robert Morris Inn - Oxford
+1-888-965-1860
314 North Morris St., Oxford, MD 21654 ~9.07 miles east of 21665
  • 3 star hotel
  • 16 rooms in hotel
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 ~11.57 miles west of 21665
  • 4 star Beach property
  • Hotel has 2 meeting rooms
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 ~11.71 miles west of 21665
  • 3 star Resort property
  • 4 floors in property
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Easton
+1-888-311-4278
7018 Ocean Gateway, Easton, MD 21601 ~13.92 miles east of 21665
  • Mid-scale property
  • Hotel has an eco-friendly policy See policy
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Easton
+1-888-469-4795
8058 Ocean Gateway, Easton, MD 21601 ~14.48 miles east of 21665
  • Low priced Downtown property
  • Access to gym on-site
From$119
Very Good 4.0 /5 Reviews Call BookMore Details
Econo Lodge Easton Route 50 : 8175 Ocean Gateway
+1-888-734-9421
8175 Ocean Gateway, Easton, MD 21601 ~14.57 miles east of 21665
  • Inexpensive property
  • Check-in: 11:00
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Easton : 8561 Ocean Gateway
+1-888-841-5292
8561 Ocean Gateway, Easton, MD 21601 ~14.67 miles east of 21665
  • Three Star Rural property
  • Hotel has 4 floors
From$115
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn : 8523 Ocean Gateway
+1-888-455-5160
8523 Ocean Gateway, Easton, MD 21601 ~14.67 miles east of 21665
  • Inexpensive Rural property
  • 3 conference rooms in property
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Plus Easton Inn & Suites : 8708 Alicia Dr.
+1-888-965-8297
8708 Alicia Dr., Easton, MD 21601 ~14.77 miles east of 21665
  • 3-star Rural hotel
  • Check in time: 03:00
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 ~14.93 miles east of 21665
  • 3-star hotel
From$129
Very Good 4.5 /5 Review Score Call BookMore Details
Kent Island Resort - Stevensville
+1-888-749-6785
500 Kent Manor Dr., Stevensville, MD 21666 ~15.14 miles north of 21665
  • High end Riverfront hotel
  • 3 floors in property
From$125
Average 3.0 /5 Guest 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 ~15.77 miles northeast of 21665
  • Expensive hotel
From$125
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Kent Island - Grasonville
+1-888-389-4485
3206 Main St., Grasonville, MD 21638 ~16.04 miles north of 21665
  • Mid-scale Riverfront hotel
  • Hotel has 5 floors
From$121
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Kent Narrows Inn - Grasonville
+1-888-389-4121
3101 Main St., Grasonville, MD 21638 ~16.11 miles north of 21665
  • Three Star Resort property
  • Hotel has 4 floors
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Wye River a Dolce Conference Center - Queenstown
+1-888-675-2083
600 Aspen Dr., Queenstown, MD 21658 ~16.12 miles northeast of 21665
  • 4 star property
From$75
Very Good 4.0 /5 Review Score Call BookMore Details
The Inn at Chesapeake Bay Beach Club : 180 Pier One Rd.
+1-800-716-8490
180 Pier One Rd., Stevensville, MD 21666 ~16.12 miles north of 21665
  • Expensive Suburban hotel
  • Hotel has 54 rooms
From$162
Very Good 4.5 /5 Review Score 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 ~16.17 miles north of 21665
  • Mid-scale Rural property
  • Hotel has 4 meeting rooms
From$180
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn
+1-888-965-1860
101 Vfw Ave., Grasonville, MD 21638 ~16.38 miles northeast of 21665
  • Economical Resort property
  • Check in: 11:00
From$74
Very Good 4.0 /5 Read Reviews Call BookMore Details
Annapolis Waterfront Hotel Autograph Collection
+1-888-788-5576
80 Compromise St., Annapolis, MD 21401 ~18.02 miles northwest of 21665
  • High end Downtown property
  • Hotel has 150 rooms
From$75
Very Good 4.0 /5 Review Score Call BookMore Details
Historic Inns of Annapolis in Annapolis
+1-888-897-9207
58 State Circle, Annapolis, MD 21401 ~18.34 miles northwest of 21665
  • Mid-scale Downtown hotel
  • 124 sleeping rooms in hotel
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Graduate by Hilton Annapolis - Annapolis
+1-888-311-4278
126 West St., Annapolis, MD 21401 ~18.47 miles northwest of 21665
  • Four star Downtown property
  • 215 rooms in property
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown in Annapolis
+1-888-469-4795
174 West St., Annapolis, MD 21401 ~18.51 miles northwest of 21665
  • Affordable Downtown hotel
  • 4 meeting rooms in property
From$199
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Westin Annapolis
+1-888-734-9421
100 Westgate Cir, Annapolis, MD 21401 ~18.57 miles northwest of 21665
  • 4-star Downtown hotel
  • 225 rooms in hotel
From$139
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Cambridge, an IHG Hotel - Cambridge
+1-888-841-5292
2715 Ocean Gateway, Cambridge, MD 21613 ~19.50 miles southeast of 21665
  • 3-star Rural hotel
  • Gym / Fitness Center Available
From$112
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Homestyle Studio Suites in Annapolis
+1-888-455-5160
1 Womack Dr., Annapolis, MD 21401 ~19.64 miles northwest of 21665
  • Three Star Suburban hotel
  • Hotel has 101 rooms
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay
+1-888-965-8297
100 Heron Blvd., Cambridge, MD 21613 ~19.73 miles southeast of 21665
  • Four-star property
  • 6 floors in hotel
From$159
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis - Annapolis
+1-888-906-6358
189 Admiral Cochrane Dr., Annapolis, MD 21401 ~19.74 miles northwest of 21665
  • Mid-scale Suburban hotel
  • 120 suites in hotel
From$82
Average 3.0 /5 Review Score Call BookMore Details
Sonesta Es Suites Annapolis
+1-888-749-6785
170 Admiral Cochrane Dr., Annapolis, MD 21401 ~19.76 miles northwest of 21665
  • Expensive Suburban property
  • Complimentary breakfast is offered
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Annapolis - Annapolis
+1-888-878-9982
124 Womack Dr., Annapolis, MD 21401 ~19.80 miles northwest of 21665
  • Affordable Suburban property
  • 4 meeting rooms in property
From$70
Very Good 4.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Prince Frederick
+1-888-389-4485
40 Commerce Lane, Prince Frederick, MD 20678 ~19.84 miles southwest of 21665
  • Low-priced hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
SureStay by Best Western Prince Frederick : 75 Main St.
+1-888-389-4121
75 Main St., Prince Frederick, MD 20678 ~19.84 miles southwest of 21665
  • Three Star hotel
  • 7 suites in hotel
From$73
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Annapolis
+1-888-675-2083
305 Harry South Truman Pkwy., Annapolis, MD 21401 ~19.86 miles northwest of 21665
  • 3 star hotel
  • 126 sleeping rooms in hotel
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Admiral Suites
+1-800-716-8490
120 Admiral Cochrane Dr., Annapolis, MD 21401 ~19.90 miles northwest of 21665
  • 3-star hotel
  • Hotel has 36 suites
Hampton Inn & Suites in Annapolis
+1-800-805-5223
Hampton Inn 124, Annapolis, MD 21401 ~19.91 miles northwest of 21665
  • Midscale Highway hotel
  • Hotel has 4 floors
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Annapolis Md
+1-888-965-1860
2451 Riva Rd., Annapolis, MD 21401 ~20.00 miles northwest of 21665
  • Three Star Suburban property
  • Fitness / Gym is on-site
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Annapolis
+1-888-788-5576
2559 Riva Rd., Annapolis, MD 21401 ~20.00 miles northwest of 21665
  • Midscale Downtown hotel
  • Hotel has an eco-friendly policy Read more
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express - Prince Frederick
+1-888-897-9207
355 Merrimac Court, Prince Frederick, MD 20678 ~20.08 miles southwest of 21665
  • Midscale hotel
  • Gym is available on property
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Red Roof Inn Annapolis
+1-888-311-4278
2520 Riva Rd. Building C, Annapolis, MD 21401 ~20.12 miles northwest of 21665
  • Cheap Suburban hotel
  • 48 rooms in hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Annapolis in Annapolis
+1-888-469-4795
2520 Riva Rd., Annapolis, MD 21401 ~20.15 miles northwest of 21665
  • Low Cost Suburban hotel
  • Hotel has 2 floors
From$84
Average 3.0 /5 Review Score Call BookMore Details
Cambridge Inn in Cambridge
+1-888-734-9421
2831 Ocean Gateway, Cambridge, MD 21613 ~20.18 miles southeast of 21665
  • Cheap Highway property
  • Check-in time: 2Pm
Crowne Plaza Annapolis An Ihg Hotel
+1-888-841-5292
173 Jennifer Rd., Annapolis, MD 21401 ~20.19 miles northwest of 21665
  • Mid-scale Suburban property
  • 7 floors in property
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Prince Frederick - Prince Frederick
+1-888-455-5160
75 Sherry Lane, Prince Frederick, MD 20678 ~20.22 miles southwest of 21665
  • 3 star Suburban hotel
  • Hotel has 87 suites
From$86
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Laurel Grove Inn on the South : 2881 South Haven Road.
+1-888-965-8297
2881 South Haven Road., Annapolis, MD 21401 ~20.35 miles northwest of 21665
  • Three Star Riverfront property
  • Check in: 3pm
From$125
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge
+1-888-906-6358
2917 Ocean Gateway, Cambridge, MD 21613 ~20.45 miles southeast of 21665
  • Low Cost Highway property
  • Fitness + Health Center
From$60
Average 3.5 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites Cambridge - Cambridge
+1-888-749-6785
2936 Ocean Gateway, Cambridge, MD 21613 ~20.66 miles southeast of 21665
  • Two star Rural hotel
  • Fitness + Health Center
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Country Inn & Suites by Radisson Annapolis
+1-888-878-9982
2600 Housley Rd., Annapolis, MD 21401 ~20.67 miles northwest of 21665
  • Affordable Suburban hotel
  • Complimentary breakfast is offered
From$69
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 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 - 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).

Back to Top