Casco Bay Islands Vacations from $805
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The Latest Casco Bay Islands vacation packages
Price found within the past 48 hours. Click for updated prices.
Newagen Seaside Inn
Save 100% on your flight
Price was $1,219, price is now $805 per person
$805
per person
Aug 2 - Aug 6
found 19 hours 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
Ogunquit River Inn & Suites
Save 100% on your flight
Price was $1,890, price is now $1,170 per person
$1,170
per person
Jul 19 - Jul 25
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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
The Weldon Hotel
Downtown Portland
Save 100% on your flight
Price was $2,168, price is now $1,461 per person
$1,461
per person
Jul 8 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.8/10 Exceptional! (101 reviews)
Lovely suite! Comfy king bed, everything spotless,
Great location. Would stay here again
Reviewed on Apr 23, 2026
Portland Harbor Hotel
Downtown Portland
Save 100% on your flight
Price was $1,907, price is now $1,310 per person
$1,310
per person
Jul 8 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.4/10 Exceptional! (1,774 reviews)
Location Location. Valet parking could be more reasonable!!
Reviewed on May 24, 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
$158 nightly
The price is $175 total per night from May 26 to May 27
$175 total
May 26 - May 27
Total with taxes and fees
9.4/10 Exceptional! (1,650 reviews)
"Just okay, guest services staff a bit aloof. Can’t beat the location in the heart of the old port. Comfortable bed. Room service closed too early. Nothing in the minibar fridge. Walls are surprisingly thin. I expected more from the Regency."
Reviewed on May 25, 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.
