Kennebunkport Vacation Packages 2026 from $562

Kennebunkport flight + hotel vacation packages

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

The Kennebunk Inn

$562

per person

May 23 - May 28

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Portland (PWM)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a grocery/convenience store, and a library are also on offer.

Ogunquit River Inn & Suites

Save 100% on your flight

$676

per person

May 3 - May 10

found 7 hours ago

Roundtrip flight included

Chicago (ORD) to Portland (PWM)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a seasonal outdoor pool on site, and a terrace and a garden are also provided.

Blind Tiger Portland - Danforth Street.

West End

Save 100% on your flight

$931

per person

May 25 - May 29

found 1 day ago

Roundtrip flight included

Chicago (ORD) 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.

The Docent's Collection at 121 Middle Street

Downtown Portland

$879

per person

May 23 - May 26

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Portland (PWM)

This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out is provided and the front desk is staffed around-the-clock.

Portland Harbor Hotel

Downtown Portland

$834

per person

May 23 - May 26

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) 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.

Top Kennebunkport hotels deals

The Colony Hotel

140 Ocean Ave Kennebunkport ME

$127 nightly

$139 total

Mar 29 - Mar 30

Total with taxes and fees

This hotel features a restaurant, 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.

Pool

Pet friendly

Kennebunkport Captains Collection

6 Pleasant Street Kennebunkport ME

$207 nightly

$226 total

Mar 24 - Mar 25

Total with taxes and fees

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. Luggage storage and concierge services are also provided.

Breakfast included

Parking included

Nonantum Resort

95 Ocean Ave Kennebunkport ME

Get rates

This Victorian hotel features a marina and 2 restaurants. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.

Pool

Breakfast included

Kennebunkport Inn

One Dock Square Kennebunkport ME

$148 nightly

$161 total

Mar 17 - Mar 18

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. A terrace, a lobby fireplace, and luggage storage are also on offer.

Breakfast included

Parking included

AWOL Kennebunkport

34 Maine St Kennebunkport ME

$169 nightly

$184 total

Mar 19 - Mar 20

Total with taxes and fees

This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free buffet breakfast each morning. Express check-out and luggage storage are also provided.

Breakfast included

Pet friendly

The Westin Portland Harborview

157 High St Portland ME

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$108 total

Apr 5 - Apr 6

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

Spa

Pet friendly

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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.

Kennebunkport Village Green

4/5(1 review)

Explore the great outdoors at Kennebunkport Village Green, a lovely green space in Kennebunkport. 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 $562. 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.