
Hermit Island Vacation Packages
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3.5-star property
The Docent's Collection
Downtown Portland
9.6/10 Exceptional! (209 reviews)
Sep 7 - Sep 11
4 night stay
Charlotte (CLT) to Portland (PWM)
Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
This is a beautiful property with amazing, helpful staff at a prime location. Close to lots of dining and activities, a perfect winter wonderland retreat. It is a very relaxing place to stay.
Reviewed on Mar 10, 2023

4.0-star property
Portland Harbor Hotel
Downtown Portland
9.2/10 Wonderful! (1,533 reviews)
Sep 7 - Sep 11
4 night stay
Charlotte (CLT) to Portland (PWM)
Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Service was excellent; pantry on each floor awesome; umbrellas available for our use; easy check in & check out
Reviewed on May 4, 2025

4.0-star property
Chebeague Island Inn
8.8/10 Excellent! (71 reviews)
Sep 7 - Sep 11
4 night stay
Charlotte (CLT) to Portland (PWM)
Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Such a beautiful place! We had a great time riding bikes around the island.
Reviewed on Jun 18, 2019

3.5-star property
Blind Tiger Portland – Carleton Street
West End
9.8/10 Exceptional! (112 reviews)
Sep 7 - Sep 11
4 night stay
Charlotte (CLT) to Portland (PWM)
Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
I HIGHLY recommend staying at this charming, super clean Bed and Breakfast. Jim the owner is so helpful and nice! Not to mention that the breakfast included with your stay is by far the best I have had at any Bed and Breakfast that I have stayed at.
Reviewed on Aug 13, 2020
Top rated hotels for your Hermit Island vacation package

Casco Bay Inn
107 US Route 1, Freeport, ME
Free Cancellation
Reserve now, pay when you stay
15.77 mi from city center
$124 nightly
The price is $135 total per night
$135 total
Jul 6 - Jul 7
Total includes taxes and fees
Casco Bay Inn features free WiFi in public areas and a terrace. You can take advantage of free parking if you drive. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours.
Breakfast included
Parking 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
$124 nightly
The price is $135 total per night
$135 total
Jul 9 - Jul 10
Total includes 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

SpringHill Suites by Marriott Freeport Brunswick
500 US-1, Freeport, ME
Free Cancellation
Reserve now, pay when you stay
15.44 mi from city center
$161 nightly
The price is $175 total per night
$175 total
Jul 27 - Jul 28
Total includes taxes and fees
Guests staying at SpringHill Suites by Marriott Freeport Brunswick enjoy an indoor pool, free WiFi in public areas, and a banquet hall. You can take advantage of free parking if you drive. Front-desk staff are standing by 24/7 to assist with any requests. This smoke-free hotel also has a vending machine.
Pool
Breakfast included
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.