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

Hermit Island Vacations from $486

Book a Hotel + Flight or Car together to unlock savings

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 18 - Dec 21

    Portland Harbor Hotel + Flight

    Downtown Portland
    3 nights
    4.0 star property
    9.2/10 - Wonderful (1,864 reviews)
    Roundtrip • Atlanta (ATL) - Portland (PWM)
    ATL - BOS • Nonstop BOS - ATL • 1 stop
    $566
    $486
    per traveler
    found 3 hours ago
    Portland Harbor Hotel
  • A backyard with a fire pit, wooden chairs, and a house with a porch.
    Dec 18 - Dec 21

    Inn By The Sea + Flight

    Cape Elizabeth
    3 nights
    4.0 star property
    9.6/10 - Exceptional (345 reviews)
    Roundtrip • Atlanta (ATL) - Portland (PWM)
    ATL - BOS • Nonstop BOS - ATL • 1 stop
    $715
    $617
    per traveler
    found 3 hours ago
    Inn By The Sea
  • A spacious living room with a large window, a round coffee table, and two wooden chairs.
    Dec 18 - Dec 21

    The Docent's Collection at 178 Middle Street + Flight

    Downtown Portland
    3 nights
    3.5 star property
    9.6/10 - Exceptional (86 reviews)
    "room was very modern, however some areas did not look well cleaned (edge if the bed had some dried white liquid). the surrounding area has nice shops but is very sketchy at night. did not feel comfortable with the parking situation. also at 6am sounded like maintenance or cleaning crew was constantly in and out of the elevator making tons of noise. was good for a night but wouldnt stay again."
    Reviewed October 27, 2026
    Roundtrip • Atlanta (ATL) - Portland (PWM)
    ATL - BOS • Nonstop BOS - ATL • 1 stop
    $787
    $685
    per traveler
    found 2 hours ago
    The Docent's Collection at 178 Middle Street
  • A spacious kitchen with a central island, wooden bar stools, and a long dining table.
    Dec 27 - Dec 30

    Blind Tiger Portland - Danforth Street. + Flight

    West End
    3 nights
    3.5 star property
    9.6/10 - Exceptional (204 reviews)
    Roundtrip • Tampa (TPA) - Portland (PWM)
    TPA - PWM • 1 stop PWM - TPA • 2 stops
    $1,504
    $1,312
    per traveler
    found 11 hours ago
    Blind Tiger Portland - Danforth Street.
  • A spacious living room with a fireplace, white walls, and a large window.
    Dec 18 - Dec 21

    Kennebunkport Captains Collection + Flight

    Kennebunkport
    3 nights
    4.5 star property
    9.6/10 - Exceptional (771 reviews)
    "Property was absolutely amazing. We fell in love with the area and our stay at the William Jefferds House was perfect. Love the breakfast and amenities in the house. We took advantage of the free bicycle use. Definitely on our list to return."
    Reviewed November 5, 2026
    Roundtrip • Atlanta (ATL) - Portland (PWM)
    ATL - BOS • Nonstop BOS - ATL • 1 stop
    $816
    $716
    per traveler
    found 3 hours ago
    Kennebunkport Captains Collection

Hermit Island Hotel Deals

A restaurant with long tables, chairs, and hanging plants.

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.