A rocky coastline with a clear blue sky and calm sea.

Hermit Island Vacations from $688

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The Latest Hermit Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A fire pit surrounded by wicker chairs in a garden setting.
    Dec 10 - Dec 14

    Portland Harbor Hotel + Flight

    Downtown Portland
    4 nights
    4.0 star property
    9.2/10 - Wonderful (1,863 reviews)
    "Great location and spacious rooms. We brought our dog too! Loved grabbing a pre dinner drink and sitting by the cozy fireplace."
    Reviewed November 4, 2026
    Roundtrip • Dallas (DFW) - Portland (PWM)
    DFW - PWM • 1 stop PWM - DFW • 1 stop
    $858
    $688
    per traveler
    found 5 hours ago
    Portland Harbor Hotel
  • A wooden deck with two wicker chairs and a small table, overlooking a brick building with ivy and a fire escape.
    Dec 27 - Dec 31

    Blind Tiger Portland - Danforth Street. + Flight

    West End
    4 nights
    3.5 star property
    9.6/10 - Exceptional (204 reviews)
    Roundtrip • Minneapolis (MSP) - Portland (PWM)
    MSP - PWM • 1 stop PWM - MSP • 1 stop
    $1,738
    $1,367
    per traveler
    found 20 hours ago
    Blind Tiger Portland - Danforth Street.
  • A multi-story building with a stone facade, large windows, and a corner entrance.
    Dec 10 - Dec 14

    Evalina Hotel + Flight

    Downtown Portland
    4 nights
    2.5 star property
    10/10 - Exceptional (19 reviews)
    Roundtrip • Dallas (DFW) - Portland (PWM)
    DFW - PWM • 1 stop PWM - DFW • 1 stop
    $1,156
    $927
    per traveler
    found 5 hours ago
    Evalina Hotel
  • A brick building with a red awning labeled "Chateau Riverside."
    Dec 10 - Dec 14

    Portland Regency Hotel & Spa + Flight

    Downtown Portland
    4 nights
    3.5 star property
    9.4/10 - Exceptional (1,807 reviews)
    "Staff at the reception was not very warm and friendly at both check in and check out. However the valet staff and lounge staff were very kind and hospitable."
    Reviewed November 4, 2026
    Roundtrip • Dallas (DFW) - Portland (PWM)
    DFW - PWM • 1 stop PWM - DFW • 1 stop
    $1,234
    $990
    per traveler
    found 5 hours ago
    Portland Regency Hotel & Spa
  • A historic building with multiple storefronts, including a visible sign for 'TOPPLE' and 'BLISS.'
    Dec 10 - Dec 14

    The Docent's Collection at 121 Middle Street + Flight

    Downtown Portland
    4 nights
    3.5 star property
    9.6/10 - Exceptional (427 reviews)
    Roundtrip • Dallas (DFW) - Portland (PWM)
    DFW - PWM • 1 stop PWM - DFW • 1 stop
    $1,102
    $892
    per traveler
    found 5 hours ago
    The Docent's Collection at 121 Middle Street

Hermit Island Hotel Deals

A spacious living area with a curved staircase, a round glass coffee table, and a seating arrangement.

The Federal

The Federal
3.5 star property
14.2 mi from Hermit Island
9.6 out of 10, Exceptional, (700 reviews)
$84 nightly
The price is $92
Nov 22 - Nov 23
Total with taxes and fees
The Federal
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
See all properties in Hermit Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.