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 10 - Sep 14
4 night stay
Minneapolis (MSP) to Portland (PWM)
American Airlines • Non-stop roundtrip • Coach
Price was $1,334, price is now $930 per person
$930
per person
found 1 day 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
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
3.0-star property
Ogunquit River Inn & Suites
Moody
9/10 Wonderful! (1,017 reviews)
Aug 11 - Aug 16
5 night stay
Minneapolis (MSP) to Portland (PWM)
Delta • Roundtrip • Coach
Save 100% on your flight
Price was $1,805, price is now $1,227 per person
$1,227
per person
just found
Everything was good!
Reviewed on Jul 2, 2026
3.5-star property
Blind Tiger Portland – Carleton Street
West End
9.6/10 Exceptional! (123 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 $2,006, price is now $1,428 per person
$1,428
per person
found 1 day ago
Beautiful place to stay in the middle of a quiet street and walking distance to many spots. The rooms and common areas were clean and beautifully maintained. Staff was ready to answer any questions you had via phone or text. I loved this inn and would choose it again. Definitely recommend it !
Reviewed on Jun 6, 2026
4.0-star property
Portland Harbor Hotel
Downtown Portland
9.4/10 Exceptional! (1,771 reviews)
Aug 16 - Aug 23
7 night stay
Buffalo (BUF) to Portland (PWM)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,620, price is now $1,871 per person
$1,871
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.
Pool
Pet friendly
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.
Pool
Breakfast included
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.
Pool
Pet friendly
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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