Kennebunk Vacation Packages 2025/2026 from $536

Kennebunk flight + hotel vacation packages

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

Nonantum Resort

$536

per person

Oct 30 - Nov 3

found 4 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Portland (PWM)

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.

Cliff House Maine

Save 100% on your flight

$956

per person

Oct 30 - Nov 3

found 4 hours ago

Roundtrip non-stop 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.

The McKernan Inn

Save 100% on your flight

$740

per person

Oct 17 - Oct 20

found 21 hours ago

Roundtrip flight included

Chicago (ORD) to Portland (PWM)

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

Portland Harbor Hotel

Downtown Portland

Save 100% on your flight

$1,332

per person

Oct 9 - Oct 13

found 5 hours ago

Roundtrip flight included

Chicago (CHI) 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.

The Docent's Collection

Downtown Portland

$566

per person

Nov 7 - Nov 9

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Portland (PWM)

This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out and dry cleaning are also provided.

Top Kennebunk hotels deals

Port Inn & Suites Kennebunk, an Ascend Collection Hotel

55 York St, Kennebunk, ME

Free Cancellation

Reserve now, pay when you stay

$153 nightly

$167 total

Sep 14 - Sep 15

Total with taxes and fees

A seasonal outdoor pool is featured at this motel, along with a garden and a picnic area. Enjoy the free continental breakfast each morning. WiFi in public areas, express check-out, and laundry facilities are also on offer.

The Beach House Inn

211 Beach Avenue, Kennebunk, ME

$223 nightly

$243 total

Sep 7 - Sep 8

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a picnic area, and express check-out are also on offer.

Hampton Inn Kennebunk Kennebunkport

6 Independence Drive, Kennebunk, ME

Free Cancellation

Reserve now, pay when you stay

$203 nightly

$221 total

Sep 21 - Sep 22

Total with taxes and fees

This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a lobby fireplace, and a communal living room are also on offer.

The Kennebunk Inn

45 Main St, Kennebunk, ME

$144 nightly

$157 total

Sep 9 - Sep 10

Total with taxes and fees

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.

Germaine Inn South Portland

675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME

Free Cancellation

$85 nightly

$93 total

Oct 6 - Oct 7

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and WiFi in public areas. Enjoy the indoor pool and free perks like continental breakfast and free self parking.

Days Inn by Wyndham Airport/Maine Mall

461 Maine Mall Rd, South Portland, ME

$899 nightly

$980 total

Sep 7 - Sep 8

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Guests will appreciate freebies like continental breakfast and free self parking.

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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

Gooch's Beach

5/5(7 reviews)

Why not spend a carefree afternoon at Gooch's Beach during your travels in Kennebunk? Wander the area's waterfront or simply enjoy one of its top-notch restaurants.

Kennebunk Free Library

Kennebunk Free Library is just one of the places to see in Kennebunk, so why not enjoy the other things to explore during your travels? Wander the beautiful beaches and seaside in this family-friendly area.

Kennebunkport Harbor

4.5/5(3 reviews)

Explore the waterfront in Kennebunk with a trip to Kennebunkport Harbor. Wander the beautiful beaches and seaside in the area.

Frequently asked questions

How much are vacation packages to Kennebunk?

Vacation packages, which provide both flights and hotels in Kennebunk, start at just $536. Turn your daydreams into reality and lock in your trip with Travelocity today.

How long should my Kennebunk vacation be?

An average of 2 nights is how long the majority of people spend checking out Kennebunk. Worried that won't be sufficient time to cross everything off your to-do list? Stay a few extra nights so you don't miss a thing.

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

There are excellent Kennebunk package deals to be scored with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties in all corners of the globe? Keep that in mind when you're ready to cross another destination off your travel bucket list.

Why should I purchase my Kennebunk vacation package with Travelocity?

From amazing destinations to one-of-a-kind experiences, we have everything you need to appease your wanderlust. Our 24/7 customer support will also make sure you're being taken care of during your vacation. And don't panic if you notice a lower price on your booking, we'll match it. That's our Price Match Guarantee.

Will I save money on my Kennebunk car rental if I bundle it with my hotel or flight?

With a Kennebunk vacation package, you can combine your flight, hotel and car bookings and save a whole lot. If you'd love to see the best of this fabulous city, why not check out Fenway Park? This renowned attraction is 75 mi from Kennebunk. With your own rental car, you'll be there in a flash.

Which airport is best for Kennebunk?

Many travelers arrive at Portland Intl. Jetport Airport (PWM). After you've touched down and found your luggage, set off 20 mi southwest to reach central Kennebunk. Manchester-Boston Regional Airport (MHT) is your other option, 55 mi from the heart of the city.

What is there to do in Kennebunk?

Kennebunk is full of sights to explore, like Kennebunkport Harbor and Webhannet Golf Club. These two impressive attractions are at the top of most visitors' to-do lists.

Where should I stay when visiting Kennebunk?

The Kings Port Inn is the number one choice of many travelers. Book as soon as possible to avoid missing out.