
Hermit Island Vacations from $522
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The Latest Hermit Island vacation packages
Price found within the past 48 hours. Click for updated prices.

84 Main
Price was $665, price is now $522 per person
$522
per person
Apr 23 - Apr 26
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
10/10 Exceptional! (52 reviews)
Very spacious and relaxing. Nice view of Kennebunk quaint ice rink and Main Street. Coffee shop at Street level was a fantastic add! Beds and bedding were comfortable. Will visit again! Nothing lacking with respect to amenities.
Reviewed on Dec 29, 2025

The Docent’s Collection – Thompson Block
Downtown Portland
Save 100% on your flight
Price was $1,340, price is now $957 per person
$957
per person
May 14 - May 17
found 14 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Portland (PWM)
9.6/10 Exceptional! (249 reviews)
Check-in and check-out are a breeze, easy access to a city parking lot on the block (needed as there was a snow ban on parking when I visited!). In terms of the space itself - clean, well appointed, spacious. Honestly a treat to stay here!
Reviewed on Feb 23, 2026

Cliff House Maine
Bald Head
Save 100% on your flight
Price was $2,536, price is now $1,828 per person
$1,828
per person
Apr 20 - Apr 26
found 17 hours ago
Roundtrip flight included
Detroit (DTW) to Portland (PWM)
9.4/10 Exceptional! (1,001 reviews)
Went for our honeymoon and fell in love with this place! Will definitely go back!
Reviewed on Feb 26, 2026

The Weldon Hotel
Downtown Portland
Price was $1,099, price is now $814 per person
$814
per person
May 14 - May 17
found 14 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Portland (PWM)
9.8/10 Exceptional! (86 reviews)
Location is excellent. Short walking distance to every good restaurant and shop. The property was very nice and clean. The kitchen is very well equipped. The gym is very good sized for the size of the apartment building with 13 units in it. The management’s communication was prompt and friendly and responded to all of our wishes. However, the place is advertised as a hotel, but don’t expect services as in a hotel. It resembles more a short term rental home - no cleaning service and no lobby. Otherwise everything was very nice in the apartment and we had a great time.
Reviewed on Jan 3, 2026

Blind Tiger Portland - Danforth Street.
West End
Price was $1,160, price is now $894 per person
$894
per person
May 14 - May 17
found 14 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Portland (PWM)
9.6/10 Exceptional! (161 reviews)
The whole was cozy!
Well curated style and knowledgeable staff.
Reviewed on Jan 5, 2026
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The Federal
10 Water St Brunswick ME
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $129 total per night from Mar 1 to Mar 2
$129 total
Mar 1 - Mar 2
Total with taxes and fees
9.6/10 Exceptional! (578 reviews)
Everything about the stay was wonderful!
Reviewed on Feb 18, 2026

Fairfield Inn & Suites by Marriott Brunswick Freeport
36 Old Portland Rd Brunswick ME
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $110 total per night from Mar 4 to Mar 5
$110 total
Mar 4 - Mar 5
Total with taxes and fees
8.8/10 Excellent! (447 reviews)
All of above
Reviewed on Feb 27, 2026

SpringHill Suites by Marriott Freeport Brunswick
500 US-1 Freeport ME
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $92 total per night from Mar 8 to Mar 9
$92 total
Mar 8 - Mar 9
Total with taxes and fees
9/10 Wonderful! (220 reviews)
Very Loud. Called front desk to complain about noise in other rooms and hall at 11:15 pm that woke us up. Midnight the noise was still going on and tried calling the front desk 2 more times and no answer. Doors banging, Girls shouting in the hallway, laughing, and screaming. Absolutely ridiculous ...
Reviewed on Feb 24, 2026
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.
Find the Best Hermit Island Vacation Packages
Hermit Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Portland Intl. Jetport Airport (PWM) |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.




















