Kennebunkport Vacation Packages

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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!

Top Kennebunkport Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Inn at St John Portland In-Town

Inn at St John Portland In-Town

Valley Street
CA $1,177
per person
Oct 23 - Oct 26
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
8.6/10 Excellent! (1,118 reviews)
It's a historic hotel of years past. But a great find for the money. Personally we really liked it. Small and quaint. Make sure you get a room with a private if you need one. Stairs are steep. Breakfast is a nice touch. Location excellent.

Reviewed on Sep 18, 2026

The Docent's Collection at 178 Middle Street

The Docent's Collection at 178 Middle Street

Downtown Portland
CA $2,058
per person
Oct 23 - Oct 26
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (61 reviews)
Staff was very very good and super quick to respond.. I really liked the location for my visit bc everything was easily walkable. Room was comfortable but a little interesting walking all the way across for bathroom. A few small glitches with electrical probably just bc it’s done recently renovated.

Reviewed on Sep 18, 2026

Evalina Hotel

Evalina Hotel

Downtown Portland
CA $2,498
per person
Oct 23 - Oct 26
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
10/10 Exceptional! (11 reviews)
The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

Downtown Portland
CA $1,718
per person
Oct 23 - Oct 26
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (382 reviews)
Other than being a little hard to find, this spot was wonderful and so much nicer than a hotel room! Great location.

Reviewed on Sep 18, 2026

Portland Harbor Hotel

Portland Harbor Hotel

Downtown Portland
CA $1,690
per person
Oct 23 - Oct 26
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.2/10 Wonderful! (1,823 reviews)

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 6 kilometres 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.

Ready to book your vacation to Kennebunkport?

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Kennebunkport Hotel Deals

The Colony Hotel

The Colony Hotel

140 Ocean Ave Kennebunkport ME
CA $251
CA $274 total
Oct 7 - Oct 8
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"We stayed in the main part of the Colony in a beautiful ocean view room. While this is the older building it is well maintained and absolutely charming. The check in process was handled beautifully and we we treated very well throughout our stay. Jared and Steve were very kind. The older building ..."

Reviewed on Sep 19, 2026

The Colony Hotel
The Lodge at Turbat's Creek

The Lodge at Turbat's Creek

7 Turbat's Creek Road Kennebunkport ME
CA $188
CA $258 total
Oct 4 - Oct 5
includes taxes & fees
9.2/10 Wonderful! (926 reviews)
"Sophie was so helpful with giving us locations to visit and great eateries."

Reviewed on Sep 19, 2026

The Lodge at Turbat's Creek
AWOL Kennebunkport

AWOL Kennebunkport

34 Maine St Kennebunkport ME
CA $465
CA $537 total
Oct 21 - Oct 22
includes taxes & fees
9.4/10 Exceptional! (261 reviews)
"Really clean, nice setup, great and comfortable bed. Hotel staff was so friendly and the breakfast bar was my favorite in a long time. Would definitely come here again."

Reviewed on Sep 15, 2026

AWOL Kennebunkport
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Stay near popular Kennebunkport attractions

A coffee house sign with a dock square sign above it.

Dock Square

9.2/10 (419 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.
See properties
A waterfront with wooden houses on stilts, a dock, and a calm river.

Kennebunkport Village Green

9.4/10 (174 reviews)
Explore the great outdoors at Kennebunkport Village Green, a lovely green space in Kennebunkport. Wander the beautiful beaches and seaside in the area.
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A rocky coastline with clear blue waters and a large house in the background.
Photo by Brittany Davidson

Walker's Point

9.0/10 (159 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.
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A vintage observation train with a sign advertising a ten-mile tour around two mountains.

Seashore Trolley Museum

8.2/10 (31 reviews)
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.
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Goose Rocks Beach

9.0/10 (386 reviews)
If a restful vacation is part of your travel plans, Goose Rocks Beach might be the perfect place to seek out during your trip to Kennebunkport. While you're here, you can savor the top-notch restaurants.
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Colony Beach

Why not spend a lazy afternoon at Colony Beach during your trip to Kennebunkport? Stroll along the area's beautiful beaches, or simply savor its top-notch restaurants.
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Cape Arundel

9.2/10 (58 reviews)
Commune with nature and explore the great outdoors at Cape Arundel during your travels in Kennebunkport. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.
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Cape Arundel Golf Club

8.0/10 (12 reviews)
Enjoy a round of golf in Kennebunkport at Cape Arundel Golf Club. Wander the beautiful beaches and seaside in the area.
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What to do in Kennebunkport

Kennebunkport Historic Walking Tour

Kennebunkport Historic Walking Tour

CA $48
per adult
Kennebunkport Historic Walking Tour
Relaxing Saco River Public Sunset Sail

Relaxing Saco River Public Sunset Sail

CA $206
per adult
Relaxing Saco River Public Sunset Sail
Private Two Hour Sail on the Saco River

Private Sailing Experience along the Southern Maine Coastline

CA $1,034
per traveller
Private Sailing Experience along the Southern Maine Coastline
See all activities in Kennebunkport

Frequently asked questions

How much does a Kennebunkport vacation package cost?
You'll find cheap prices from CA $1,177 on Expedia for your Kennebunkport break. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Kennebunkport costs.
What are the cheapest months to go to Kennebunkport?
If you're hoping to book a cheap Kennebunkport vacation package, consider planning a trip in January, March and April. You'll generally find better prices on accommodations and flights during these months — perfect for a budget-friendly break.
How many days is enough for Kennebunkport?
Allow at least 2 days for your Kennebunkport vacation if you want to immerse yourself in all that makes this place special. Wander around popular areas, including West Kennebunk and Goose Rocks Beach. Then check out top attractions such as Kennebunkport Harbour and Mother's Beach. With a well-organized itinerary, you can keep busy with room for some rest time too. Want to venture outside of Kennebunkport? Consider squeezing in an excursion or two.
How to find the best Kennebunkport package deals?
Bagging a cheap Kennebunkport package deal is a breeze with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most affordable Kennebunkport package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Kennebunkport vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging stays and flights individually. Better still, you can personalize your Kennebunkport trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Kennebunkport?
Land incredible bargains by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Kennebunkport adventure.
How to plan a trip to Kennebunkport?
  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Kennebunkport.
  2. Budget wisely: On top of the price of your stay, you should factor in other expenses. 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. Decide your trip length: Think about how long you want to spend exploring Kennebunkport. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Combine your airfare and accommodations: Once you've settled on your dates and duration, book the right Kennebunkport 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.