Cousins Island Vacations from $414
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The Latest Cousins Island vacation packages
Price found within the past 48 hours. Click for updated prices.
The McKernan Inn
Price was $568, price is now $414 per person
$414
per person
Apr 11 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
9/10 Wonderful! (83 reviews)
Gorgeous grounds and venue with a beautiful oceanfront view. Plenty of parking as part of SMCC campus. Short drive to downtown Portland and lots of stores around in South Portland. Very unique experience, would stay again without hesitation!
Reviewed on Dec 27, 2025
The Docent’s Collection – Thompson Block
Downtown Portland
Price was $691, price is now $488 per person
$488
per person
Apr 18 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
9.6/10 Exceptional! (249 reviews)
Room was very clean, neat vibe, tons of space! Made coming back from
Reviewed on Jan 23, 2026
The Weldon Hotel
Downtown Portland
Price was $648, price is now $486 per person
$486
per person
Apr 18 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) 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
Portland Harbor Hotel
Downtown Portland
Price was $579, price is now $438 per person
$438
per person
Apr 18 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
9.2/10 Wonderful! (1,668 reviews)
Room and service were good. Resort fee of $35 a day and parking was $45 a day
Reviewed on Feb 16, 2026
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Discover the most popular places to visit in Cousins Island
Little John Island Preserve
Explore the great outdoors at Little John Island Preserve, a lovely green space in Yarmouth. Stroll along the area's waterfront or experience its entertainment choices.
Eartha
3/5(4 reviews)
You can find out about the history of Yarmouth when you stop by Eartha. Wander the area's waterfront or simply enjoy one of its top-notch restaurants.
Clay Play
3/5(3 reviews)
You can spend time exploring the galleries in Clay Play in Yarmouth. Stroll along the area's waterfront, or simply savor its top-notch restaurants.
Cousins Island Hotel Deals
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $85 total per night from Feb 19 to Feb 20
$85 total
Feb 19 - Feb 20
Total with taxes and fees
8/10 Very Good! (1,358 reviews)
Great staff. .. deal with me well .. thanks steven
Reviewed on Feb 12, 2026
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $164 total per night from Feb 22 to Feb 23
$164 total
Feb 22 - Feb 23
Total with taxes and fees
9.2/10 Wonderful! (1,760 reviews)
Nice decor and amenities (pantry)
Reviewed on Feb 11, 2026
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $128 total per night from Mar 2 to Mar 3
$128 total
Mar 2 - Mar 3
Total with taxes and fees
9.2/10 Wonderful! (1,162 reviews)
The staff is excellent - efficient, gracious and always available to manage whatever comes up for the guest.
Reviewed on Feb 2, 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 Cousins Island Vacation Packages
Cousins 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.
