Cousins Island Vacations from $442
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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 $583, price is now $442 per person
$442
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
9.2/10 Wonderful! (1,668 reviews)
The hotel was beautiful and my room so nice and clean. The staff was top notch and really helped me with how to get around and what to see. I had a fabulous stay and will be back.
Reviewed on Feb 20, 2026
The Docent’s Collection – Thompson Block
Downtown Portland
Save 100% on your flight
Price was $813, price is now $574 per person
$574
per person
May 1 - May 4
found 15 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
84 Main
Save 100% on your flight
Price was $889, price is now $629 per person
$629
per person
Mar 30 - Apr 5
found 19 hours ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
10/10 Exceptional! (52 reviews)
Very spacious and relaxing. Nice view of Kennebunk quaint ice rink and Main Street. Coffee shop at Street level was a fantastic add! Beds and bedding were comfortable. Will visit again! Nothing lacking with respect to amenities.
Reviewed on Dec 29, 2025
The Weldon Hotel
Downtown Portland
Save 100% on your flight
Price was $807, price is now $586 per person
$586
per person
May 1 - May 4
found 15 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
Save 100% on your flight
Price was $921, price is now $702 per person
$702
per person
May 1 - May 4
found 15 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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See all available trips from Columbus to Cousins Island
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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 Mar 5 to Mar 6
$85 total
Mar 5 - Mar 6
Total with taxes and fees
8/10 Very Good! (1,369 reviews)
The front desk staff as well as the housekeeping staff were friendly and efficient
Reviewed on Feb 19, 2026
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$156 nightly
The price is $173 total per night from Mar 4 to Mar 5
$173 total
Mar 4 - Mar 5
Total with taxes and fees
9.2/10 Wonderful! (1,771 reviews)
The hotel was beautiful and my room so nice and clean. The staff was top notch and really helped me with how to get around and what to see. I had a fabulous stay and will be back.
Reviewed on Feb 20, 2026
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $139 total per night from Mar 23 to Mar 24
$139 total
Mar 23 - Mar 24
Total with taxes and fees
9.4/10 Exceptional! (1,586 reviews)
Beautiful.. great location, great bar and menu.
Reviewed on Feb 18, 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.
