Search Deals onKennebunkport Vacation Packages
Kennebunkport Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Dormir
Price was $482, price is now $426 per person
$426
per person
Dec 18 - Dec 21
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this business-friendly hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Seacoast Adventure and Sebago Lake Basin are located nearby.
Snowvillage Inn
Price was $1,640, price is now $1,279 per person
$1,279
per person
Dec 28 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Portland (PWM)
Book a stay at this beach B&B in Eaton Center. Enjoy free WiFi, free parking, and a garden. Popular attractions Birch Hill and King Pine Ski Area are located nearby.
A quaint property with tons of hidden gems. Nestled on a mountainside, Snowvillage
Reviewed on Oct 24, 2026
84 Main
Price was $1,030, price is now $871 per person
$871
per person
Dec 20 - Dec 23
found 22 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this condo in Kennebunk. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Dock Square and Kennebunk Free Library are located nearby.
The property was very spacious, well equipped, and well taken care of. There was lots of natural light and a very large outdoor deck accessible from all bedrooms and the living room.
Reviewed on Jul 17, 2026
Portland Harbor Hotel
Price was $565, price is now $486 per person
$486
per person
Dec 18 - Dec 21
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions State Theatre and Thompson's Point are located nearby.
Inn By The Sea
Price was $714, price is now $617 per person
$617
per person
Dec 18 - Dec 21
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this luxury hotel in Cape Elizabeth. Enjoy free valet parking, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Crescent Beach State Park and Crescent Beach are located nearby.
The Docent's Collection at 178 Middle Street
Price was $787, price is now $684 per person
$684
per person
Dec 18 - Dec 21
found 6 hours 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 State Theatre and Thompson's Point are located nearby.
room was very modern, however some areas did not look well cleaned (edge if the bed had some dried white liquid). the surrounding area has nice shops but is very sketchy at night. did not feel comfortable with the parking situation. also at 6am sounded like maintenance or cleaning crew was constantly in and out of the elevator making tons of noise. was good for a night but wouldnt stay again.
Reviewed on Oct 27, 2026
Blind Tiger Portland - Danforth Street.
Price was $1,503, price is now $1,311 per person
$1,311
per person
Dec 27 - Dec 30
found 15 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions State Theatre and Cross Insurance Arena are located nearby.
Kennebunkport Captains Collection
Price was $815, price is now $715 per person
$715
per person
Dec 18 - Dec 21
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this luxury 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 Kennebunkport Village Green are located nearby.
Property was absolutely amazing. We fell in love with the area and our stay at the William Jefferds House was perfect. Love the breakfast and amenities in the house. We took advantage of the free bicycle use. Definitely on our list to return.
Reviewed on Nov 5, 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.
Sun, Jan 17 - Thu, Jan 21
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$122 Roundtrip, found 17 hours ago
$122
Roundtrip
found 17 hours ago
Thu, Dec 3 - Sat, Dec 5
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$144 Roundtrip, just found
$144
Roundtrip
just found
Thu, Nov 12 - Mon, Nov 16
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$231 Roundtrip, found 2 days ago
$231
Roundtrip
found 2 days ago
Wed, Nov 11 - Wed, Dec 2
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$253 Roundtrip, found 2 hours ago
$253
Roundtrip
found 2 hours ago
Discover Other Travel Deals
- Dock Square Vacations
- Goose Rocks Beach Vacations
- Kennebunkport Village Green Vacations
- Colony Beach Vacations
- Walker's Point Vacations
- Seashore Trolley Museum Vacations
- Cape Arundel Golf Club Vacations
- St. Ann’s Episcopal Church Vacations
- Goat Island Lighthouse Vacations
- Vaughn's Island Preserve Vacations
- Arundel Barn Playhouse Vacations
- First Families Kennebunkport Museum Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
