Kennebunkport Vacation Packages 2025/2026 from $708

Kennebunkport flight + hotel vacation packages

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

River View Resort

Save 100% on your flight

$708

per person

Oct 26 - Nov 1

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Portland (PWM)

This motel features an indoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. Enjoy the sauna and conveniences like a terrace and barbecue grills.

Cliff House Maine

Save 100% on your flight

$1,151

per person

Nov 8 - Nov 12

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Portland (PWM)

A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.

Portland Harbor Hotel

Downtown Portland

Save 100% on your flight

$1,066

per person

Oct 25 - Oct 31

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) 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.

Inn By The Sea

$805

per person

Dec 10 - Dec 14

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Portland (PWM)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the playground, onsite laundry facilities, and free supervised childcare. Enjoy the outdoor pool and perks like free valet parking.

Admiral Peary Inn

Save 100% on your flight

$877

per person

Oct 26 - Nov 1

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Portland (PWM)

This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A coffee shop, a garden, and a snack bar/deli are also on offer.

Top Kennebunkport hotels deals

The Colony Hotel

140 Ocean Ave, Kennebunkport, ME

$239 nightly

$261 total

Oct 1 - Oct 2

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.

Pool

Pet friendly

The Rhumb Line Resort

41 Turbat's Creek off Ocean Avenue, Kennebunkport, ME

$162 nightly

$176 total

Sep 18 - Sep 19

Total with taxes and fees

2 hot tubs, an indoor pool, and a gym are all featured at this smoke-free motel. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and perks like free continental breakfast and free self parking.

Pool

Hot Tub

Nonantum Resort

95 Ocean Ave, Kennebunkport, ME

$283 nightly

$308 total

Oct 14 - Oct 15

Total with taxes and fees

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 Captains Collection

6 Pleasant Street, Kennebunkport, ME

$366 nightly

$399 total

Sep 30 - Oct 1

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. A garden, luggage storage, and concierge services are also on offer.

Breakfast included

Parking included

Fireside Inn & Suites Portland

81 Riverside St, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$148 nightly

$164 total

Sep 18 - Sep 19

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.

Pool

Pet friendly

Clarion Hotel Portland

1230 Congress St, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$131 total

Sep 22 - Sep 23

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the hot tub and perks like free self parking and a free cruise terminal shuttle.

Pool

Hot Tub

Don't see what you're looking for?

See all available properties in Kennebunkport

View all properties

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

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

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 $708. 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.