Kennebunkport Vacations from $450

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Your Kennebunkport Vacation

From its highlights to its hidden delights, this city is best explored with a Kennebunkport vacation package. Find somewhere to stay in Goose Rocks Beach, which is good for views, families and watersports. Every trip to Kennebunkport needs a well-crafted itinerary. Fill yours with famous sights like Goose Rocks Beach, Wells Beach and Goochs Beach. Stop daydreaming and start doing. Browse the broad range of options on Expedia today and put your Kennebunkport vacation plans into motion!

The Latest Kennebunkport vacation packages

Price found within the past 48 hours. Click for updated prices.
InnSeason Resorts The Falls at Ogunquit

InnSeason Resorts The Falls at Ogunquit

2.5 out of 5
Price was $582, price is now $450 per person
$450
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (341 reviews)
Clean comfortable rooms. Nice amenities, walking distance to the beach and restaurants. Short drive or shuttle to downtown area. We would return and recommend this place.

Reviewed on Aug 16, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $1,738, price is now $1,205 per person
$1,205
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (1,002 reviews)
We had an amazing stay at Cliffhouse and were pleasantly surprised by how beautiful it is. The only minor issues we encountered were that the pullout couch was quite uncomfortable for our kids, and it was frustrating that children aren’t allowed in the main pool—everyone with kids ends up crowded around a small pool off to the side. Aside from that, everything else was fantastic!

Reviewed on Aug 9, 2025

Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
Price was $1,569, price is now $1,165 per person
$1,165
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
9.6/10 Exceptional! (275 reviews)
We chose Inn by the Sea because it was advertised as a “pet-friendly” property with beach access for pets, which was a key factor in our decision. Unfortunately, our experience didn’t quite align with those expectations. We arrived on a Sunday around noon and, as expected, our room wasn’t ready (check-in is at 4:00pm). However, unlike many hotels, we were not offered anything while we waited — no welcome drink, light refreshment, or even an early check-in estimate — despite having to wait the full four hours. Once we checked in, we were told our assigned room was not pet-friendly, and we would be charged for any accidents — despite booking under the premise that this was a pet-friendly stay. Additionally, the restaurant only allows pets in the outdoor seating area, and the pool area is not pet-friendly at all. So while the hotel does accommodate pets in some areas, it’s misleading to call it fully pet-friendly when the main guest amenities are off-limits. That said, the property is beautiful and most of the staff were friendly and professional, which we appreciated. But overall, if you’re traveling with a pet and hoping for a truly integrated experience, this may not be the best fit.

Reviewed on Aug 18, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $1,238, price is now $922 per person
$922
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
9.2/10 Wonderful! (1,545 reviews)
Lovely and knowledgeable staff. Welcoming and romantic stay in a foodie and artsy community.

Reviewed on Aug 20, 2025

84 Main

84 Main

4 out of 5
Price was $654, price is now $499 per person
$499
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
10/10 Exceptional! (51 reviews)
Wonderful stay overall! My husband and I came up for a family reunion and greatly enjoyed the property and loved revisiting old stomping grounds. There was a tiny bit of confusion with the access codes as it was noted we were on the fourth floor in the email but we figured out quickly it was really the third floor. Smooth sailing from there and the condo was beautiful, clean and loved the amenities! Highly recommend and we looking forward to coming back soon!

Reviewed on Apr 14, 2025

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Discover the most popular places to visit in Kennebunkport

Dock Square

Dock Square

4.5/5(134 reviews)

Savor a fresh lobster roll, shop at numerous art galleries and dine next to the river in the central hub of Kennebunkport.

Dock Square
The Bush Compound

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.

Walker's Point
Seashore Trolley Museum showing railway items

Seashore Trolley Museum

One of the world’s largest collections of mass transit vehicles, all lovingly restored to their original condition, are housed at this museum dedicated to public transportation.

Seashore Trolley Museum

Kennebunkport Hotel Deals

The Colony Hotel

The Colony Hotel

3 out of 5
140 Ocean Ave, Kennebunkport, ME
$227 nightly
The price is $248 total per night from Sep 21 to Sep 22
$248 total
Sep 21 - Sep 22
Total with taxes and fees
8.8/10 Excellent! (867 reviews)
"great restaurant on the property. beautiful view."

Reviewed on Aug 18, 2025

The Colony Hotel
The Rhumb Line Resort

The Rhumb Line Resort

2.5 out of 5
41 Turbat's Creek off Ocean Avenue, Kennebunkport, ME
Fully refundableReserve now, pay when you stay
$162 nightly
The price is $176 total per night from Sep 1 to Sep 2
$176 total
Sep 1 - Sep 2
Total with taxes and fees
7.6/10 Good! (863 reviews)
"Hotel and grounds are dated but it was clean. Great pool. Fitness room was closed. From photos i thought the beach was on the property but it was across the street and down a block. You definitely need a car to do anything off the property but it was relaxing."

Reviewed on Aug 19, 2025

The Rhumb Line Resort
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
6 Pleasant Street, Kennebunkport, ME
$408 nightly
The price is $445 total per night from Sep 21 to Sep 22
$445 total
Sep 21 - Sep 22
Total with taxes and fees
9.4/10 Exceptional! (518 reviews)
"Our stay was fantastic.Everyone was very nice and so helpful. Great location, can walk into town in a couple of blocks. Decor is beautiful, nice mix of old and new!! Only thing I could suggest is the bath room needs more towel racks and maybe a shelf or 2 to put toiletries on. Also a full length ..."

Reviewed on Aug 19, 2025

Kennebunkport Captains Collection
See all 4,092 properties in Kennebunkport
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.

Kennebunkport Beach Vacation

Listen to the sound of waves breaking onto the shore and look out over the shimmering waters on your Kennebunkport vacation. If you need a break from daily life, a trip to Kennebunkport is your ticket to fun and relaxation. We have a great range of Kennebunkport packages to select from. Book one close to Goose Rocks Beach, just 4 miles (7 km) from the city center, and live out your vacation dreams without hurting your budget.

Things You Should Know About Kennebunkport

  • Choose one of our Kennebunkport beach hotels and experience the very best this destination has to offer. Wander along the shore and be inspired by the stunning sunrises just moments from your front door.
  • Our private vacation homes, like 1976 Portland Road Cottage Unit 3 Porpus Place 2 Bedrooms 2 Bathrooms Cottage and 17 Ranger Lane Cottage 3 Bedrooms 2 Bathrooms Cottage, are popular with visitors of all types. Check out the amenities and get ready for your vacation in Kennebunkport!
  • Kennebunkport is home to about 1,250 people and offers plenty to keep everyone busy. Ready to start planning some exciting activities? Check out our Kennebunkport things to do page.
  • If you're searching for places to visit while you're in town, add Goose Rocks Beach, Cape Arundel Golf Club and Vaughn's Island Preserve to your travel schedule. Also, be sure to explore our Kennebunkport vacation deals to get great deals on your experiences, hotels and more.

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Frequently asked questions

How much does a Kennebunkport vacation package cost?
You can grab a vacation package to this popular destination from $450 on Expedia. However, how much your vacation to Kennebunkport costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Kennebunkport?
You can usually find lower rates and better availability in November, December and January. Take a look at our cheap Kennebunkport vacation packages and you could score some excellent off-season deals.
How many days is enough for Kennebunkport?
To fully enjoy your Kennebunkport vacation, we recommend staying for 2 days. Split your time between discovering St. Ann's Episcopal Church, Cape Arundel Golf Club and other must-see attractions, in addition to experiencing neighborhoods like West Kennebunk and Goose Rocks Beach. If you've got some time to spare, add a day trip or tour to your Kennebunkport vacation itinerary.
Is it worth booking a vacation package to Kennebunkport?
Whether you want to visit major attractions such as St. Ann's Episcopal Church and Cape Arundel on your Kennebunkport vacation, or coming for its excellent coastal beaches, gift and craft shops and surfing, there's something for everyone here. With so much to experience, you'll soon find out why so many families think Kennebunkport is a good vacation destination.
How to find the best Kennebunkport package deals?
Use Expedia's filters to help you find some tempting Kennebunkport package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Kennebunkport package deals in the off-peak season. Play around with your travel dates and you may land even bigger 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 Kennebunkport 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 usually snag a better deal than booking each component individually. And you'll still have the flexibility to create a customized Kennebunkport vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Kennebunkport?
If you have your Kennebunkport travel dates finalized, book early to snap up some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Kennebunkport?

  1. Pick your travel dates: What you want to do in Kennebunkport and your favorite season will help you decide when to travel.
  2. Plan your budget wisely: As well as the price of your accommodations, you'll need to consider other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Kennebunkport.
  3. Use our trip planning tool to discover Kennebunkport: Research every part of your trip to Kennebunkport with this handy planner. Invite friends or family to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide how long to go for: Now that you know more about Kennebunkport, you can figure out the right length of your break. Put together a draft itinerary and allocate enough time to cover everything you want to see.
  5. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a tailored Kennebunkport vacation package.
  6. Book activities and experiences ahead of time: Whether it's entrance to a major attraction or a walking tour, you won't have to worry about missing out on Kennebunkport's best offerings. Find all the exciting things to do in Kennebunkport with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Kennebunkport vacation packages?
Jet off on your dream escape to Kennebunkport with Expedia's Book Now, Pay Later vacations. There's no need to save up or wait until your next paycheck — we've partnered with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stay on budget and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.