West Kennebunk Vacation Packages

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Your West Kennebunk Vacation

From its highlights to its hidden gems, this city is best explored with a West Kennebunk vacation package. Check out hotels located in Goose Rocks Beach, which is good for views, families and watersports. Kennebunkport Harbor, Mothers Beach and Maine Art Gallery Framing are just a few of the many sights worth checking out during your trip to West Kennebunk. Stop daydreaming and start doing. Explore the wide range of options on Expedia today and put your West Kennebunk vacation plans into motion!

Top West Kennebunk Vacation Deals

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

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $1,298, price is now CA $1,170 per person
CA $1,170
per person
Jan 3 - Jan 7
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.2/10 Wonderful! (1,851 reviews)
1/3 of the final bill was parking fees, destination amenity fees and taxes! They even taxed the amenity fees. Hidden costs for booking should be listed! Unbelievable

Reviewed on Nov 9, 2026

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was CA $3,860, price is now CA $3,084 per person
CA $3,084
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
9.6/10 Exceptional! (199 reviews)

Inn By The Sea

Inn By The Sea

4 out of 5
Price was CA $2,420, price is now CA $2,073 per person
CA $2,073
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
9.6/10 Exceptional! (342 reviews)

The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Price was CA $2,497, price is now CA $2,165 per person
CA $2,165
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
9.6/10 Exceptional! (419 reviews)
Pros: Room was nice and spacious. Kitchen had everything we needed. Location was awesome - very close to all the things we wanted to do. Excellent proximity to some of the best restaurants, including LB Kitchen, Fore Street, Central Provisions. Con’s: Couches could have benefited from some throw pillows - kinda weird without any. Bed wasn’t that comfortable - you sink in way too much. Parking was ok - just some weird communication before our arrival about where to park. Text messages from the hotel leading up to our check in said they had a lot behind the building which we parked in - only to be told during check in that the lot was only for people that booked it (fair) but their messages made it seem like that was available. Then they questioned how we even knew about the lot - which was odd considering we only knew about it because they texted us parking info.

Reviewed on Nov 8, 2026

Evalina Hotel

Evalina Hotel

2.5 out of 5
Downtown Portland
Price was CA $3,483, price is now CA $3,081 per person
CA $3,081
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
10/10 Exceptional! (15 reviews)

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West Kennebunk Hotel Deals

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

3.5 out of 5
80 John Roberts Rd. South Portland ME
Fully refundable
The price is CA $107 per night from Nov 29 to Nov 30
CA $107
CA $117 total
Nov 29 - Nov 30
includes taxes & fees
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

2.5 out of 5
738 Main Street South Portland ME
Fully refundable
The price is CA $85 per night from Nov 11 to Nov 12
CA $85
CA $93 total
Nov 11 - Nov 12
includes taxes & fees
Quality Inn & Suites South Portland
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

2 out of 5
461 Maine Mall Rd South Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $95 per night from Nov 29 to Nov 30
CA $95
CA $103 total
Nov 29 - Nov 30
includes taxes & fees
Spark by Hilton Portland Airport Maine Mall
See all 3,541 properties in West 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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Frequently asked questions

How much does a West Kennebunk vacation package cost?
Offering great value package deals from CA $1,170 on Expedia, you'll be pleasantly surprised at how much a vacation to West Kennebunk costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to West Kennebunk?
If you're hoping to book a cheap West Kennebunk vacation package, consider visiting in January, April and November. You'll generally find lower prices on flights and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for West Kennebunk?
The ideal length of your West Kennebunk vacation depends on what you'd like to do. Typically, a handful of days to a week will give you time to tick off all the major sights and discover some hidden spots along the way.
How to find the best West Kennebunk package deals?
Use Expedia's handy filters to help you find some terrific West Kennebunk package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for West Kennebunk package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a West Kennebunk vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging hotels and flights individually. Better still, you can tailor your West Kennebunk getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to West Kennebunk?
If you've got your West Kennebunk vacation dates confirmed, book early to bag some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for setting off on a whim.
How to plan a trip to West Kennebunk?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit West Kennebunk.
  2. Set your budget: Consider costs such as flights, transportation and food when working out how much to put aside for your trip to West Kennebunk. Then, select a hotel that suits your budget, whether that's an economical option or a deluxe getaway.
  3. Decide how many days away: Start by compiling a list of the attractions and activities you'd like to experience in West Kennebunk. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your airfare and accommodations: Once you've nailed down your trip dates and duration, book the right West Kennebunk vacation package for you.

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