Search Deals onKennebunkport Vacation Packages
Kennebunkport Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Francis
Price was $736, price is now $634 per person
$634
per person
Oct 29 - Oct 31
found 12 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Very pleasant and attentive staff, nice location and easy free-parking options. But the room was too small to contain a couple of large suitcases, and the mini fridge was so packed with minibar items that you couldn’t fit in one bottle of water. Being on the ground floor, we could hear the steps of the people in the room above us. Good, nice, but that’s it.
Reviewed on Sep 24, 2026
Blind Tiger Portland – Carleton Street
Price was $1,022, price is now $763 per person
$763
per person
Oct 29 - Oct 31
found 12 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Thompson's Point and Maine Mall are located nearby.
Beautiful place
Reviewed on Sep 20, 2026
The Docent's Collection at 178 Middle Street
Price was $1,473, price is now $1,146 per person
$1,146
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Cross Insurance Arena and Thompson's Point are located nearby.
Great place and location to everything. Very cool building and modern. Staff was great.
Reviewed on Sep 25, 2026
The Docent's Collection at 121 Middle Street
Price was $1,367, price is now $1,075 per person
$1,075
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and premium TV channels. Popular attractions Thompson's Point and Portland Head Light are located nearby.
The loft was wonderful! Really great location for old port! Really enjoyed our stay! Felt homely! We relaxed and felt so comfortable there! Would recommend!
Reviewed on Sep 24, 2026
Evalina Hotel
Price was $1,321, price is now $1,044 per person
$1,044
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this aparthotel in Portland. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions Cross Insurance Arena and Maine Mall are located nearby.
This is a very nice hotel in a great location. It’s new and wonderfully appointed. Everything about it is first class.
Reviewed on Sep 24, 2026
Blind Tiger Portland - Danforth Street.
Price was $1,738, price is now $1,405 per person
$1,405
per person
Nov 4 - Nov 8
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions Thompson's Point and Portland Head Light are located nearby.
Place was charming and quirky. Very comfortable and well located.
Reviewed on Sep 18, 2026
AWOL Kennebunkport
Price was $1,328, price is now $1,131 per person
$1,131
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Portland (PWM)
Stay at this hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dock Square and Wells Beach are located nearby.
Portland Regency Hotel & Spa
Price was $911, price is now $785 per person
$785
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cross Insurance Arena and Maine Mall are located nearby.
Staff was very friendly. Went to the Armory for a drink and dessert and then Eighteen85 for breakfast. Both very good.
Reviewed on Sep 25, 2026
Kennebunkport Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Kennebunkport Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Nov 7 - Sat, Nov 14
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$107 Roundtrip, found 3 hours ago
$107
Roundtrip
found 3 hours ago
Sat, Nov 7 - Sat, Nov 14
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$144 Roundtrip, found 4 hours ago
$144
Roundtrip
found 4 hours ago
Sun, Dec 20 - Thu, Dec 24
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$178 Roundtrip, found 4 days ago
$178
Roundtrip
found 4 days ago
Wed, Oct 28 - Sat, Oct 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$185 Roundtrip, found 3 hours ago
$185
Roundtrip
found 3 hours ago
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