Casco Bay Islands Vacations from $679
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The Latest Casco Bay Islands vacation packages
Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites
Save 100% on your flight
Price was $1,154, price is now $679 per person
$679
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
9/10 Wonderful! (1,003 reviews)
The room was exceptionally clean and comfortable, including the bed.
The staff at reception were amazing, very friendly, helpful and welcoming.parking was easy and accessible.
The dining area was amazing. Unfortunately, breakfast was underwhelming. We understood that it was a continental breakfast but this was not great. Prepackaged muffins and danish, boxed juices… coffee was good. We ate out s few miles away, place specializes in Benedicts, worth the five miles drive!
Lack luster would not keep me from going back.
Reviewed on May 24, 2026
The Meadowmere Resort
Save 100% on your flight
Price was $2,502, price is now $1,571 per person
$1,571
per person
Jul 19 - Jul 25
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
8.6/10 Excellent! (1,001 reviews)
Clean room , friendly Staff , Breakfast was great !!
Reviewed on May 13, 2026
Cliff House Maine
Bald Head
Save 100% on your flight
Price was $2,589, price is now $1,831 per person
$1,831
per person
Jun 29 - Jul 3
found 4 hours ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
9.4/10 Exceptional! (1,005 reviews)
Staff was very helpful. Polite and friendly.
Reviewed on May 20, 2026
Newagen Seaside Inn
Save 100% on your flight
Price was $1,135, price is now $804 per person
$804
per person
Aug 2 - Aug 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.4/10 Exceptional! (341 reviews)
IT WAS CHARMING AND BEAUTIFUL. The restaurant was wonderful, all the staff was first class, would love to go back.
Reviewed on Oct 14, 2025
Snowvillage Inn
Save 100% on your flight
Price was $1,245, price is now $897 per person
$897
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
8.8/10 Excellent! (289 reviews)
The only thing I didn’t like was there were some ants in the room and 2 spiders. I understand it’s in the woods but…..
Reviewed on May 18, 2026
Don't see what you're looking for?
See all available trips from Columbus to Casco Bay Islands
View all tripsDiscover the most popular places to visit in Casco Bay Islands
Mackworth Island State Park
Commune with nature and explore the great outdoors at Mackworth Island State Park during your travels in Falmouth. Experience the area's entertainment choices and great live music.
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.
Fifth Maine Museum
You can spend time studying the exhibits at Fifth Maine Museum during your travels in Peaks Island. Experience the area's entertainment choices and great live music.
Casco Bay Islands Hotel Deals
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$263 nightly
The price is $292 total per night from May 26 to May 27
$292 total
May 26 - May 27
Total with taxes and fees
9.4/10 Exceptional! (1,767 reviews)
"Location Location. Valet parking could be more reasonable!!"
Reviewed on May 24, 2026
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $157 total per night from May 26 to May 27
$157 total
May 26 - May 27
Total with taxes and fees
9.4/10 Exceptional! (1,648 reviews)
"Exactly what we wanted. Quiet, romantic, great location."
Reviewed on May 24, 2026
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundableReserve now, pay when you stay
$204 nightly
The price is $225 total per night from May 26 to May 27
$225 total
May 26 - May 27
Total with taxes and fees
9.4/10 Exceptional! (1,219 reviews)
"Clean room, nice location. Wish the tv was a smart tv, and found the $25/room sort of annoying since the restaurant on property was understaffed. But overall we enjoyed it."
Reviewed on May 21, 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 Casco Bay Islands Vacation Packages
Casco Bay Islands 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.
