Kennebunk Vacation Packages

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Your Kennebunk Vacation

The stress-free way to experience this exciting city is with a custom-made Kennebunk vacation package. Base yourself in the neighborhood of Goose Rocks Beach, which is great for views, families and watersports or go someplace else — our packages are all about you. Wells Beach, Goochs Beach and Kennebunkport Harbor are just some of the many sights worth exploring during your trip to Kennebunk. Don't put off visiting this city any longer. Your dream Kennebunk vacation is a few clicks away with Expedia.

Top Kennebunk Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

Downtown Portland
CA $1,619
per person
Nov 27 - Nov 30
found 8 hours ago
Roundtrip flight included
Calgary (YYC) to Portland (PWM)
9.6/10 Exceptional! (400 reviews)
We loved staying at the Docent's Collection at 121 Middle Street. Great staff, great location and great studio. Bed was excellent and the bathroom was large with very nice shower. Loved staying there.

Reviewed on Oct 24, 2026

Inn By The Sea

Inn By The Sea

CA $2,402
per person
Dec 30 - Jan 6
found 20 hours ago
Roundtrip flight included
Calgary (YYC) to Portland (PWM)
9.6/10 Exceptional! (342 reviews)
Great pet friendly resort that allowed the dog to remain in the room while dining in the restaurant. Pet was allowed in the lounge area where they offered the same dining room menu, if you wanted to bring you pet along . Pet treats and food and water dishes already in place in the room.

Reviewed on Oct 22, 2026

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

Downtown Portland
CA $1,839
per person
Dec 30 - Jan 6
found 20 hours ago
Roundtrip flight included
Calgary (YYC) to Portland (PWM)
9.4/10 Exceptional! (1,759 reviews)
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

West End
CA $2,676
per person
Dec 30 - Jan 6
found 20 hours ago
Roundtrip flight included
Calgary (YYC) to Portland (PWM)
9.6/10 Exceptional! (193 reviews)
Pond And Pine

Pond And Pine

CA $2,571
per person
Dec 30 - Jan 6
found 20 hours ago
Roundtrip flight included
Calgary (YYC) to Portland (PWM)
10/10 Exceptional! (5 reviews)
This glamping cabin was everything we hoped for and more! Cozy, romantic, and clean. The outdoor kitchen had all the essentials, the private hot tub was amazing, and watching the sunrise and sunset from the deck felt magical. We roasted marshmallows by the fire pit overlooking the water and felt totally tucked away from the world yet the grocery store and casino were just minutes away. The perfect mix of peace, fun, and luxury. Can’t wait to come back!

Reviewed on Oct 27, 2025

Kennebunk Beach Vacation

Fresh sea air and fabulous ocean vistas are some things you can look forward to on your Kennebunk vacation. If you're eager to save on your trip to Kennebunk, here's one way to do it — book one of our Kennebunk vacation packages. Grab one close to Mother's Beach, only 6 kilometres from the town center and a popular place to base yourself. Alternatively, select a package that puts you close to Gooch's Beach, another gorgeous stretch of coastline. Either way, you'll be left with extra dollars in your vacation budget to have fun with.

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Kennebunk Hotel Deals

Port Inn & Suites Kennebunk, an Ascend Collection Hotel

Port Inn & Suites Kennebunk, an Ascend Collection Hotel

55 York St Kennebunk ME
Fully refundable
CA $112
CA $138 total
Nov 15 - Nov 16
includes taxes & fees
Port Inn & Suites Kennebunk, an Ascend Collection Hotel
The Beach House Inn

The Beach House Inn

211 Beach Avenue Kennebunk ME
CA $182
CA $198 total
Nov 4 - Nov 5
includes taxes & fees
9.2/10 Wonderful! (934 reviews)
"Location was perfect"

Reviewed on Oct 24, 2026

The Beach House Inn
White Barn Inn & Spa, Auberge Collection

White Barn Inn & Spa, Auberge Collection

37 Beach Ave Kennebunk ME
CA $682
CA $804 total
Nov 15 - Nov 16
includes taxes & fees
White Barn Inn & Spa, Auberge Collection
See all 3,761 properties in Kennebunk
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.
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Stay near popular Kennebunk attractions

A beach with people walking and swimming, a large estate with a red roof, and a calm sea.

Gooch's Beach

9.4/10 (118 reviews)
Enjoy the refreshing breezes along New England’s Atlantic Coast with a relaxing day at this beach that typifies Down East.
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A sunset over a harbor with boats docked and a bridge in the foreground.

Kennebunkport Harbor

9.6/10 (219 reviews)
Explore the waterfront in Kennebunk with a trip to Kennebunkport Harbor. Wander the beautiful beaches and seaside in the area.
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An aerial view of a coastal town with a long sandy beach, houses along the shore, and a forested area in the background.

Kennebunk Beach

9.6/10 (122 reviews)
Why not spend a lazy afternoon at Kennebunk Beach during your trip to Kennebunk? Make time to visit the area's shops, or simply enjoy its top-notch restaurants.
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A beach with people, cars, and houses along the shore.

Mother's Beach

9.4/10 (74 reviews)
Make a happy memory by taking the family to this New England beach for quality time in the fresh, invigorating and cleansing air and sea.
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A large, ornate yellow building with white trim and multiple windows, surrounded by well-manicured lawns and bushes.

Wedding Cake House

8.4/10 (59 reviews)
You can learn about the history of Kennebunk with a stop at Wedding Cake House. Wander the beautiful beaches and seaside in this family-friendly area.
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A person sitting by a pond with statues and a dog in a lush green forest.
Photo by Dawn Madden

St. Anthony's Franciscan Monastery

9.2/10 (18 reviews)
After visiting St. Anthony's Franciscan Monastery, make a plan to see the other sights and activities in Kennebunk. Wander the beautiful beaches and seaside in the area.
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A Kennebunk Free Library with a brick facade and white columns.

Kennebunk Free Library

8.8/10 (20 reviews)
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.
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Parsons Beach

Why not spend a lazy afternoon at Parsons Beach during your trip to Kennebunk? Make time to visit the area's shops, or simply enjoy its top-notch restaurants.
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Frequently asked questions

How much does a Kennebunk vacation package cost?
You can pick up a vacation package to this popular destination from CA $1,619 on Expedia. However, how much your vacation to Kennebunk costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Kennebunk?
If you're looking to snag a cheap Kennebunk vacation package, consider visiting in January, April and November. You'll typically find better prices on hotels and flights during these quieter months — ideal for a budget-friendly break.
How many days is enough for Kennebunk?
We recommend booking a Kennebunk vacation for a minimum of 2 days. This will give you time to visit popular sights such as Mother's Beach and Drakes Island, and check out neighbourhoods like West Kennebunk and Arundel. You might even be able to fit in a day trip or two beyond Kennebunk.
Is it worth booking a vacation package to Kennebunk?
During your Kennebunk vacation, you can look forward to enjoying some top-notch coastal beaches and nature. Leave enough room in your itinerary to check out leading attractions like Kennebunk Dog Park and Brick Store Museum.
How to find the best Kennebunk package deals?
Use Expedia's filters to help you find some fabulous Kennebunk package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Kennebunk package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Kennebunk vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customized Kennebunk vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Kennebunk?
If you're planning an impromptu Kennebunk vacation, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Kennebunk?
  1. Choose when to travel: Check your calendar and get packing. Your preferred season and the type of activities available will also help you decide when to vacation in Kennebunk.
  2. Work out your budget: Make sure you have enough money to cover everything from food and transportation to activities and airfares. Your accommodations will likely be the largest expense during your trip to Kennebunk.
  3. Decide how long to go for: Now that you're more familiar with Kennebunk, you can figure out the right length of your vacation. Create a draft plan and allocate enough time for all the things you want to do.
  4. Bundle your airfare and accommodations: Once you've settled on your travel dates and duration, lock in the perfect Kennebunk vacation package for you.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.