Cousins Island Vacations from $438
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The Latest Cousins Island vacation packages
Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel
Downtown Portland
Price was $579, price is now $438 per person
$438
per person
Apr 18 - Apr 21
found 20 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
9.2/10 Wonderful! (1,668 reviews)
The room was super clean and really comfortable. The staff was very helpful and friendly. Got good recommendations from Pearl. In the morning, we had to wait for hot water because the boiler broke. A very stressful situation for the guy at the desk to handle with all the guests but he was helpful and accurate with time estimates. All around great experience.
Reviewed on Feb 10, 2026
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 20 hours 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 20 hours 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
Blind Tiger Portland - Danforth Street.
West End
Price was $724, price is now $555 per person
$555
per person
Apr 18 - Apr 21
found 20 hours ago
Roundtrip non-stop flight included
Chicago (CHI) 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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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
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
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 18 to Feb 19
$164 total
Feb 18 - Feb 19
Total with taxes and fees
9.2/10 Wonderful! (1,760 reviews)
Nice decor and amenities (pantry)
Reviewed on Feb 11, 2026
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $141 total per night from Mar 1 to Mar 2
$141 total
Mar 1 - Mar 2
Total with taxes and fees
9.4/10 Exceptional! (1,585 reviews)
Loved the sauna / spa! Will definitely make this a regular getaway destination.
Reviewed on Feb 9, 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.
