Kennebunkport Vacation Packages 2026 from $244

Kennebunkport flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Hilton Garden Inn Portland Airport

$244

per person

Jan 10 - Jan 12

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Portland (PWM)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. There's a gym on site, and a 24-hour front desk and a terrace are also provided.

Portland Harbor Hotel

Downtown Portland

$255

per person

Jan 10 - Jan 12

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Portland (PWM)

This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.

Kennebunkport Captains Collection

$509

per person

Jan 22 - Jan 25

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Portland (PWM)

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A garden, luggage storage, and concierge services are also on offer.

Blind Tiger Portland - Danforth Street.

West End

$476

per person

Jan 10 - Jan 12

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Portland (PWM)

This bed & breakfast doesn't skimp on freebies - guests receive free breakfast and free WiFi. Luggage storage and concierge services are also provided.

Blind Tiger Portland – Carleton Street

West End

$640

per person

Jan 22 - Jan 25

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Portland (PWM)

Free WiFi in public areas, a terrace, and a garden are available at this bed & breakfast. Enjoy the free on-the-go breakfast each morning. Concierge services are provided for your convenience.

Top Kennebunkport hotels deals

The Colony Hotel

140 Ocean Ave Kennebunkport ME

$169 nightly

$184 total

Dec 10 - Dec 11

Total with taxes and fees

This hotel features a seasonal outdoor pool and a poolside bar. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a coffee shop, and a terrace are also offered.

Kennebunkport Captains Collection

6 Pleasant Street Kennebunkport ME

$164 nightly

$179 total

Jan 7 - Jan 8, 2026

Total with taxes and fees

Breakwater Inn

127 Ocean Avenue Kennebunkport ME

$153 nightly

$168 total

Dec 15 - Dec 16

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Express check-out and wedding services are also provided.

Tru by Hilton Portland Airport Area

369 Maine Mall Road South Portland ME

Free Cancellation

Reserve now, pay when you stay

$74 nightly

$81 total

Dec 23 - Dec 24

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free self parking, and a free airport shuttle. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Portland Harbor Hotel

468 Fore Street Portland ME

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$160 total

Dec 17 - Dec 18

Total with taxes and fees

Portland Regency Hotel & Spa

20 Milk Street Portland ME

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$158 total

Dec 16 - Dec 17

Total with taxes and fees

A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a roundtrip airport shuttle. There's a gym on site, and laundry facilities and concierge services are also offered.

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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.

Popular places to visit

Dock Square

4.5/5(134 reviews)

Learn about the local history of Kennebunkport when you take a trip to Dock Square. Wander the beautiful beaches and seaside in the area.

Walker's Point

4.5/5(5 reviews)

Find out about the history of Kennebunkport when you take a trip to Walker's Point. Wander the beautiful beaches and seaside in the area.

Seashore Trolley Museum

You can spend an afternoon exploring the galleries in Seashore Trolley Museum during your trip to Arundel. Wander the beautiful beaches and seaside in the area.

Frequently asked questions

How much are vacation packages to Kennebunkport?

Travelocity offers flight and hotel vacation packages from just $244. With these kinds of bargains, you'll be exploring all of Kennebunkport before long.

How long should my Kennebunkport vacation be?

The majority of travelers book a hotel for 2 nights in Kennebunkport. But that doesn't mean you have to follow in their footsteps. How long you spend here boils down to what sorts of things you want to do during your vacation. If you want to discover every inch of this impressive location, stay another few nights (or even longer!).

Where can I get the best vacation package deals for Kennebunkport?

You'll find a terrific range of Kennebunkport package deals on Travelocity. With no less than 400 air carriers and 1,000,000 properties across the globe, arranging a dream getaway will be a piece of cake.

Why should I purchase my Kennebunkport vacation bundle via Travelocity?

Because we believe in crafting special vacation experiences. From flights and hotels to car rentals and activities, we put everything at your fingertips. Our customer support is available 24/7 to ensure you're never alone. We also have an amazing Price Match Guarantee, so you can lock in your vacation knowing you've scored the best deal possible.

Can I save on my Kennebunkport car rental if I combine it with my hotel or flight?

With a Kennebunkport vacation package, you can bundle your hotel, flight and car bookings and save a ton. If you're in the mood to discover the best of this awesome part of the world, why not check out Fenway Park? This must-see attraction is 75 mi from Kennebunkport. With your own rental car, you'll be there in no time.

Which airport is best for Kennebunkport?

One of the most convenient options is Portland Intl. Jetport Airport (PWM), roughly 20 mi northeast of downtown Kennebunkport. You can also touch down at Manchester-Boston Regional Airport (MHT), 55 mi away from central Kennebunkport).

What is there to do in Kennebunkport?

There is an undeniable magic as you wander through the streets of Kennebunkport. Seashore Trolley Museum and Cape Arundel are just two attractions that lure visitors to this fantastic city, so add them to your travel itinerary.

Where should I stay when visiting Kennebunkport?

Many travelers opt to hit the hay at the The Rhumb Line Resort. It's an excellent base for your Kennebunkport escape.