Cousins Island Vacations from $639
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The Latest Cousins Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Ogunquit River Inn & Suites
Sep 23 - Sep 28Ogunquit River Inn & Suites + Flight
Moody5 nights3.0 star property9.0/10 - Wonderful (1,002 reviews)"The room was on an upper floor with no elevator, so it did make carrying luggage up and down the stairs difficult. But the room was spacious and clean with a nice view of the river. Conveniently located right on Highway 1."Reviewed July 21, 2026Roundtrip • Chicago (CHI) - Portland (PWM)ORD - PWM • Nonstop PWM - ORD • 1 stop - The Meadowmere Resort
Sep 23 - Sep 28The Meadowmere Resort + Flight
Ogunquit5 nights2.5 star property8.6/10 - Excellent (1,000 reviews)Roundtrip • Chicago (CHI) - Portland (PWM)ORD - PWM • Nonstop PWM - ORD • 1 stop - Evalina Hotel
Oct 8 - Oct 12Evalina Hotel + Flight
Downtown Portland4 nights2.5 star property10/10 - Exceptional (5 reviews)"It was a spacious, clean, well thought out space with all the expected amenities. The location is ideal, and the hotel is truly a treasure."Reviewed June 28, 2026Roundtrip • Chicago (CHI) - Portland (PWM)MDW - PWM • Nonstop PWM - MDW • 1 stop - Cliff House Maine
Sep 23 - Sep 28Cliff House Maine + Flight
Bald Head5 nights4.5 star property9.4/10 - Exceptional (1,004 reviews)Roundtrip • Chicago (CHI) - Portland (PWM)ORD - PWM • Nonstop PWM - ORD • 1 stop - Inn at Diamond Cove
Sep 13 - Sep 18Inn at Diamond Cove + Flight
Portland5 nights3.5 star property8.8/10 - Excellent (201 reviews)"Friendly staff, went above and beyond."Reviewed July 20, 2026Roundtrip • Denver (DEN) - Portland (PWM)DEN - PWM • 1 stop PWM - DEN • 1 stop$1,248$881found 1 day agoper traveler
Cousins Island Hotel Deals
The Freeport Hotel, an Ascend Collection Hotel
The Freeport Hotel, an Ascend Collection Hotel2.0 star property
5.1 mi from Cousins Island
7.8 out of 10, Good, (1,003 reviews)
7.8/10
Good
(1,003 reviews)
"Ehh"
$96 nightly
The price is $105
$105 total
Jul 29 - Jul 30
Total with taxes and fees
Holiday Inn Express Hotel & Suites Freeport by IHG
Holiday Inn Express Hotel & Suites Freeport by IHG2.5 star property
4.8 mi from Cousins Island
8.8 out of 10, Excellent, (1,001 reviews)
8.8/10
Excellent
(1,001 reviews)
"Clean room , good breakfast fast and good staff."
$150 nightly
The price is $164
$164 total
Aug 9 - Aug 10
Total with taxes and fees
7.8 out of 10, Good, (1,000 reviews)
7.8/10
Good
(1,000 reviews)
"This property was newly renovated but partly still under renovation. I had booked the Casco Bay Inn and when I arrived, it had turned into Spark. They did not have my reservation but kindly honored it at the rate I had already paid via Expedia. The staff was more than helpful."
$108 nightly
The price is $118
$118 total
Jul 29 - Jul 30
Total with taxes and fees
7.8 out of 10, Good, (1,008 reviews)
7.8/10
Good
(1,008 reviews)
"Ice machine was not available."
$133 nightly
The price is $145
$145 total
Jul 28 - Jul 29
Total with taxes and fees
Hampton Inn Freeport/Brunswick
Hampton Inn Freeport/Brunswick2.5 star property
5.6 mi from Cousins Island
9.0 out of 10, Wonderful, (1,001 reviews)
9.0/10
Wonderful
(1,001 reviews)
"Its the usual Hampton Inn. An O place to stay at a reasonable cost. Usual furniture. Usual breakfast. I do have to say I had the best night of sleep I had in a long time. I don't know why, but I did."
$184 nightly
The price is $200
$200 total
Aug 16 - Aug 17
Total with taxes and fees
Econo Lodge Freeport - Brunswick Area
Econo Lodge Freeport - Brunswick Area2.0 star property
5.1 mi from Cousins Island
7.4 out of 10, Good, (1,001 reviews)
7.4/10
Good
(1,001 reviews)
"Close to main roads"
$98 nightly
The price is $107
$107 total
Aug 20 - Aug 21
Total with taxes and fees
The Harraseeket Inn & Event House Freeport Downtown
The Harraseeket Inn & Event House Freeport Downtown3.5 star property
6.8 mi from Cousins Island
9.4 out of 10, Exceptional, (969 reviews)
9.4/10
Exceptional
(969 reviews)
"Great property. Friendly staff too!"
$209 nightly
The price is $228
$228 total
Jul 26 - Jul 27
Total with taxes and fees
9.0 out of 10, Wonderful, (1,006 reviews)
9.0/10
Wonderful
(1,006 reviews)
"We love the room you assigned to us it was so perfect. I really like this room mark it as my favorite. The room was clean just perfect placement. Love the layout of the room the comfort and size of bed was perfect! Staff very kind. And helpful"
$112 nightly
The price is $122
$122 total
Jul 28 - Jul 29
Total with taxes and fees
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.