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Annapolis Waterfront Hotel, Autograph Collection
SAVE USD 64
USD 428*
Expedia.com
USD 364*
View Deal
80 Compromise St, Annapolis, MD 21401-1810
1.7 km from Chesapeake Sailing School
  • Free Wifi
  • Restaurant
Historic Inns of Annapolis
SAVE USD 31
USD 189*
Expedia.com
USD 158*
View Deal
58 State Cir, Annapolis, MD 21401-1906
2.2 km from Chesapeake Sailing School
  • Free Wifi
  • Room Service
Loews Annapolis Hotel
No availability for your dates from these sites
126 West St, Annapolis, MD 21401-2802
2.5 km from Chesapeake Sailing School
  • Free Wifi
  • Restaurant
O'Callaghan Hotel Annapolis
SAVE USD 39
USD 192*
Booking.com
USD 153*
View Deal
174 West St, Annapolis, MD 21401-2824
2.6 km from Chesapeake Sailing School
  • Free Wifi
  • Restaurant
No photo provided
201 West Bay St, Cape Saint Claire, MD 21401
2.6 km from Chesapeake Sailing School
    Westin Annapolis
    SAVE USD 84
    USD 557*
    Westin.com
    USD 473*
    View Deal
    100 Westgate Cir, Annapolis, MD 21401-3379
    2.9 km from Chesapeake Sailing School
    • Free Wifi
    • Pool
    Holiday Inn Express & Suites Annapolis
    SAVE USD 239
    USD 428*
    HIExpress.com
    USD 189*
    View Deal
    2451 Riva Rd, Annapolis, MD 21401-7025
    6.0 km from Chesapeake Sailing School
    • Free Wifi
    • Free Parking
    Extended Stay America - Annapolis - Womack Drive
    SAVE USD 19
    USD 132*
    ExtendedStay
    USD 113*
    View Deal
    1 Womack Dr, Annapolis, MD 21401-7372
    6.2 km from Chesapeake Sailing School
    • Free Wifi
    • Free Parking
    SpringHill Suites by Marriott Annapolis
    SAVE USD 37
    USD 251*
    Expedia.com
    USD 214*
    View Deal
    189 Admiral Cochrane Dr, Annapolis, MD 21401-7307
    6.4 km from Chesapeake Sailing School
    • Free Wifi
    • Free Parking
    Crowne Plaza Annapolis
    CrownePlaza.com
    USD 177*
    View Deal
    173 Jennifer Rd, Annapolis, MD 21401-3043
    6.4 km from Chesapeake Sailing School
    • Free Wifi
    • Free Parking
    Doubletree by Hilton Hotel Annapolis
    SAVE USD 71
    USD 284*
    Doubletree.com
    USD 213*
    View Deal
    210 Holiday Ct, Annapolis, MD 21401-7001
    6.5 km from Chesapeake Sailing School
    • Free Wifi
    • Free Parking
    Hampton Inn & Suites Annapolis
    No availability for your dates from these sites
    124 Womack Dr, Annapolis, MD 21401-7399
    6.5 km from Chesapeake Sailing School
    • Free Wifi
    • Free Parking
    Best Western Annapolis
    SAVE USD 16
    USD 101*
    Booking.com
    USD 85*
    View Deal
    2520 Riva Road, Annapolis, MD 21401-7405
    6.5 km from Chesapeake Sailing School
    • Free Wifi
    • Free Parking
    Residence Inn Annapolis
    No availability for your dates from these sites
    170 Admiral Cochrane Dr, Annapolis, MD 21401-7308
    6.6 km from Chesapeake Sailing School
    • Free Wifi
    • Free Parking
    Extended Stay America - Annapolis - Admiral Cochrane Drive
    SAVE USD 18
    USD 125*
    ExtendedStay
    USD 107*
    View Deal
    120 Admiral Cochrane Dr, Annapolis, MD 21401-7308
    6.6 km from Chesapeake Sailing School
    • Free Wifi
    • Free Parking
    Village Inn
    SAVE USD 2
    USD 81*
    Expedia.com
    USD 79*
    View Deal
    69 Old Mill Bottom Rd N, Annapolis, MD 21409-5431
    6.7 km from Chesapeake Sailing School
    • Free Wifi
    • Free Parking
    Courtyard Annapolis
    No availability for your dates from these sites
    2559 Riva Rd, Annapolis, MD 21401-7401
    6.8 km from Chesapeake Sailing School
    • Free Wifi
    • Free Parking
    Hilton Garden Inn Annapolis
    SAVE USD 37
    USD 251*
    Expedia.com
    USD 214*
    View Deal
    305 Harry S Truman Pkwy, Annapolis, MD 21401-7481
    6.9 km from Chesapeake Sailing School
    • Free Wifi
    • Free Parking
    Comfort Inn Annapolis
    Booking.com
    USD 123*
    View Deal
    76 Old Mill Bottom Rd N, Annapolis, MD 21409-5418
    6.9 km from Chesapeake Sailing School
    • Free Wifi
    • Free Parking
    Rodeway Inn
    SAVE USD 20
    USD 86*
    Booking.com
    USD 66*
    View Deal
    74 Old Mill Bottom Rd N, Hwy 50 Exit 28, Annapolis, MD 21409-5418
    7.0 km from Chesapeake Sailing School
    • Free Wifi
    • Free Parking
    Country Inn & Suites By Carlson, Annapolis
    No availability for your dates from these sites
    2600 Housley Rd, Annapolis, MD 21401-7009
    7.4 km from Chesapeake Sailing School
    • Free Wifi
    • Free Parking
    Motel 6 Annapolis
    SAVE USD 16
    USD 106*
    Expedia.com
    USD 90*
    View Deal
    1542 Whitehall Rd, US 50 E Exit 30, US 50 W Exit 32, Annapolis, MD 21409-5623
    7.9 km from Chesapeake Sailing School
    • Free Wifi
    • Free Parking
    The Inn at Chesapeake Bay Beach Club
    Hotels.com
    USD 188*
    View Deal
    180 Pier 1 Rd, Stevensville, Kent Island, MD 21666-2600
    13.1 km from Chesapeake Sailing School
    • Free Wifi
    • Free Parking
    Waterfront Historic Kent Manor Inn
    SAVE USD 8
    USD 196*
    Booking.com
    USD 188*
    View Deal
    500 Kent Manor Dr, Kent Island, Stevensville, Kent Island, MD 21666-2562
    13.9 km from Chesapeake Sailing School
    • Free Wifi
    • Free Parking
    No photo provided
    Booking.com
    USD 101*
    View Deal
    8781 Veterans Highway, Millersville, MD 21108
    18.2 km from Chesapeake Sailing School
    • Free Wifi
    • Restaurant
    Best Western Kent Narrows Inn
    SAVE USD 48
    USD 170*
    Booking.com
    USD 122*
    View Deal
    3101 Main St, Grasonville, MD 21638-1029
    20.3 km from Chesapeake Sailing School
    • Free Wifi
    • Free Parking
    Hilton Garden Inn Kent Island
    SAVE USD 29
    USD 200*
    Booking.com
    USD 171*
    View Deal
    3206 Main St, Grasonville, MD 21638-1030
    20.4 km from Chesapeake Sailing School
    • Free Wifi
    • Free Parking
    Holiday Inn Express Kent Island
    SAVE USD 21
    USD 157*
    Priceline
    USD 136*
    View Deal
    1020 Kent Narrows Rd, Grasonville, MD 21638-1058
    20.5 km from Chesapeake Sailing School
    • Free Wifi
    • Free Parking
    White House Motel
    6201 Crain Hwy, Bowie, MD 20715-4322
    20.7 km from Chesapeake Sailing School
      Comfort Inn Conference Center
      SAVE USD 21
      USD 133*
      Hotels.com
      USD 112*
      View Deal
      4500 Crain Hwy, Bowie, MD 20716-3641
      21.0 km from Chesapeake Sailing School
      • Free Wifi
      • Free Parking
      *Prices are provided by our partners, and reflect average nightly room rates, including taxes and fees that are fixed, known to our partners, and due at time of booking. Please see our partners for more details.