Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More
AVG. GROUP RATES HISTORICALLY 1 Star 2 Star 3 Star 4 Star 5 Star
Annapolis, MD $55.00 $120.00 $146.00 $230.00 --
ESTIMATED DUE TO EVENT $88.00 $192.00 $234.00 $369.00 --
Event's Level of Impact on Hotel Rates: Moderate - Primary event location will see rate increases and availability compression

Annapolis Sailboat Show 2014 Lodging Options

Wye River a Dolce Conference Center in Queenstown 600 Aspen Dr., Queenstown, MD 21658 ~8.79 Miles from Chesapeake Bay Bridge
  • High-end property
From$75
Very Good 4.0 /5 Review Score Call BookMore Details
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Hilton Tampa Downtown 548 Caspian Dr., Grasonville, MD 21638 ~10.87 Miles from Chesapeake Bay Bridge
  • High end hotel
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn Grasonville near Kent Island - Grasonville 101 Vfw Ave., Grasonville, MD 21638 ~11.30 Miles from Chesapeake Bay Bridge
  • Inexpensive Resort property
  • 59 rooms in hotel
From$74
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Denton Inn 521 Fleetwood Rd., Denton, MD 21629 ~12.02 Miles from Chesapeake Bay Bridge
  • 3-star Highway property
  • 2 floors in hotel
From$68
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Annapolis East Kent Island by IHG - Grasonville 1020 Kent Narrows Rd., Grasonville, MD 21638 ~13.00 Miles from Chesapeake Bay Bridge
  • Three Star Rural property
  • 3 floors in property
From$180
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Kent Island Marina 3206 Main St., Grasonville, MD 21638 ~13.12 Miles from Chesapeake Bay Bridge
  • 3-star Riverfront hotel
  • Check-in time: 03:00PM
From$121
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Kent Narrows Inn in Grasonville 3101 Main St., Grasonville, MD 21638 ~13.21 Miles from Chesapeake Bay Bridge
  • 3 star Resort hotel
  • Check in: 4:00 PM
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Easton 8945 Sunflower Dr., Easton, MD 21601 ~14.39 Miles from Chesapeake Bay Bridge
  • 3 star property
From$129
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites in Easton 8708 Alicia Dr., Easton, MD 21601 ~14.98 Miles from Chesapeake Bay Bridge
  • 3 star Rural hotel
  • 41 suites in hotel
From$88
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Easton in Easton 8561 Ocean Gateway, Easton, MD 21601 ~15.28 Miles from Chesapeake Bay Bridge
  • 3-star Rural hotel
  • Fitness + Health Center
From$115
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn - Easton 8523 Ocean Gateway, Easton, MD 21601 ~15.32 Miles from Chesapeake Bay Bridge
  • Low priced Rural property
  • Hotel has 3 meeting rooms
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Driftwood Inn 609 Washington Ave., Chestertown, MD 21620 ~15.80 Miles from Chesapeake Bay Bridge
  • 2 star Riverfront property
  • Check-in: 2:00pm
Econo Lodge Easton Route 50 - Easton 8175 Ocean Gateway, Easton, MD 21601 ~15.97 Miles from Chesapeake Bay Bridge
  • Cheap hotel
  • 48 rooms in hotel
From$60
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Chestertown : 150 Scheeler Rd. 150 Scheeler Rd., Chestertown, MD 21620 ~16.16 Miles from Chesapeake Bay Bridge
  • 3-star Suburban hotel
  • Check in time: 3:00pm
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Red Roof Inn & Suites Chestertown 160 Scheeler Rd., Chestertown, MD 21620 ~16.17 Miles from Chesapeake Bay Bridge
  • 3-star Rural property
  • Comp. Breakfast
From$80
Average 3.0 /5 Review Score Call BookMore Details
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Hampton Inn Easton - Easton 8058 Ocean Gateway, Easton, MD 21601 ~16.23 Miles from Chesapeake Bay Bridge
  • 2 star Downtown property
  • Fitness center on property
From$119
Very Good 4.0 /5 Review Score Call BookMore Details
Kent Island Resort - Stevensville 500 Kent Manor Dr., Stevensville, MD 21666 ~17.14 Miles from Chesapeake Bay Bridge
  • 4-star Riverfront property
  • 3 floors in hotel
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Inn at Chesapeake Bay Beach Club in Stevensville 180 Pier One Rd., Stevensville, MD 21666 ~17.90 Miles from Chesapeake Bay Bridge
  • 4-star Suburban property
  • Hotel has 54 rooms
From$162
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Days Inn by Wyndham Easton : 7018 Ocean Gateway 7018 Ocean Gateway, Easton, MD 21601 ~18.19 Miles from Chesapeake Bay Bridge
  • Mid-scale property
  • Hotel has an eco-friendly policy See policy
From$80
Average 3.0 /5 Review Score Call BookMore Details
Inn at Perry Cabin : 308 Watkins Lane 308 Watkins Lane, St. Michael's, MD 21663 ~19.32 Miles from Chesapeake Bay Bridge
  • Luxurious 5-star Resort hotel
  • 3 floors in hotel
From$150
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
St. Michaels Inn 1228 South Talbot St., St. Michaels, MD 21663 ~19.34 Miles from Chesapeake Bay Bridge
  • Three Star Resort property
  • Check in: 3:00 pm
From$70
Very Good 4.0 /5 Review Score Call BookMore Details
Robert Morris Inn - Oxford 314 North Morris St., Oxford, MD 21654 ~23.22 Miles from Chesapeake Bay Bridge
  • 3 star property
  • 3 floors in property
From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Harrington 17010 South Dupont, Harrington, DE 19952 ~23.77 Miles from Chesapeake Bay Bridge
  • Inexpensive property
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by I 17271 South Dupont Highway, Harrington, DE 19952 ~23.91 Miles from Chesapeake Bay Bridge
  • Mid-scale hotel
  • Hotel has 19 suites
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn & Suites Harrington - Milford - Harrington 1259 Corn Crib Rd., Harrington, DE 19952 ~23.98 Miles from Chesapeake Bay Bridge
  • 3-star Rural hotel
  • Fitness / Gym is on-site
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details

Next: Show All Available Hotels with Pricing

Graph: Upcoming 20 Days of Annapolis Hotel Rates

Rates shown are nightly rates before taxes and do not necessarily reflect all Annapolis, MD discounts available. The chart reflects the cheapest Annapolis hotel for each day and each star rating category.

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