Hermit Island Vacation Packages
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Top Hermit Island vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Inn at Diamond Cove
8.8/10 Excellent! (196 reviews)
Sep 14 - Sep 18
4 night stay
New York (JFK) to Portland (PWM)
Delta • Roundtrip • Coach
Save 100% on your flight
Price was $881, price is now $568 per person
$568
per person
found 2 hours ago
We had a really wonderful visit at the Inn at Diamond Cove. It was a special adventure and the staff tried to work with us to help us enjoy our visit after arriving very late at night for a one night /one day stay. We knew nothing about the inn or the island's history so it was a leap of faith and well worth it.
Reviewed on Jun 29, 2026
2.5-star property
The Meadowmere Resort
8.6/10 Excellent! (1,003 reviews)
Aug 18 - Aug 21
3 night stay
New York (NYC) to Portland (PWM)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,073, price is now $679 per person
$679
per person
found 1 day ago
Had to wait 45 mins to get our room after arriving at 4:00…check in time. Not impressed with that and ours was not the only one not ready. Obviously, they have a staffing problem or so t know how to schedule. Also had three people at the front desk but only one seemed to be able to check in people at a time. Room was clean but the bathroom was so small it was hard to move around. Rooms were not sound proud either so we could constantly hear kids running up and down the halls. Overall the place was okay but wouldn’t go back again.
Reviewed on Jul 2, 2026
3.0-star property
Ogunquit River Inn & Suites
Moody
9/10 Wonderful! (1,017 reviews)
Sep 25 - Oct 1
6 night stay
New York (NYC) to Portland (PWM)
JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,084, price is now $694 per person
$694
per person
found 1 day ago
Everything was good!
Reviewed on Jul 2, 2026
3.5-star property
Blind Tiger Portland - Danforth Street.
West End
9.6/10 Exceptional! (185 reviews)
Sep 10 - Sep 14
4 night stay
Minneapolis (MSP) to Portland (PWM)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,281, price is now $1,464 per person
$1,464
per person
found 1 day ago
We were only there for 1 night, but the innkeeper made a great suggestion for dinner. Overall a great place and would stay again.
Reviewed on Jun 26, 2026
4.0-star property
Portland Harbor Hotel
Downtown Portland
9.4/10 Exceptional! (1,771 reviews)
Aug 2 - Aug 6
4 night stay
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
United • Roundtrip • Coach
Save 100% on your flight
Price was $1,265, price is now $886 per person
$886
per person
found 1 day ago
Great room. Excellent location nice courtyard for food and drinks with firepit
Reviewed on Jul 1, 2026
Top rated hotels for your Hermit Island vacation package
Flagship Inn and Suites
200 Townsend Avenue Boothbay Harbor ME
Free Cancellation
Reserve now, pay when you stay
14.49 mi from city center
$198 nightly
The price is $215 total per night
$215 total
Jul 6 - Jul 7
Total with taxes and fees
Guests of Flagship Inn and Suites enjoy access to free WiFi in public areas, a business center, and a seasonal outdoor pool. You can put free parking to good use if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include free newspapers, a terrace, and a garden.
Ocean Gate Inn
70 Ocean Gate Rd Southport ME
12.37 mi from city center
$267 nightly
The price is $291 total per night
$291 total
Jul 5 - Jul 6
Total with taxes and fees
Ocean Gate Inn features an outdoor pool, an outdoor tennis court, and a seasonal outdoor pool. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a microwave in a common area, a terrace, and laundry facilities.
Best Western Freeport Inn
31 US Route 1 Freeport ME
Free Cancellation
Reserve now, pay when you stay
15.92 mi from city center
$111 nightly
The price is $121 total per night
$121 total
Jul 5 - Jul 6
Total with taxes and fees
Guests of Best Western Freeport Inn enjoy free WiFi in public areas, a seasonal outdoor pool, and express check-out. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. This hotel also has free newspapers.
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.
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