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.
River View Resort

River View Resort

CA $1,302
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9/10 Wonderful! (331 reviews)
The room was clean (but a bit dated), and comfortable. Staff was welcoming and very friendly. It was perfect to stay w/ my mother and teen-aged son. It was nice to have a full kitchen, and conveniently supplied with the essentials. We would stay there again!

Reviewed on Aug 4, 2026

Evalina Hotel

Evalina Hotel

Downtown Portland
CA $2,270
per person
Oct 14 - Oct 17
found 6 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PWM)
10/10 Exceptional! (7 reviews)
It was our first time visiting Portland, and the Evalina exceeded our expectations. The location is perfect, right on Commercial Street, with plenty of restaurants and shops nearby. The ferry and cruise ports are also just a 5–10 minute walk away, making it easy to visit the different islands. The suite was comfortable and thoughtfully equipped with everything we could need, including an umbrella for rainy days, coffee and a French press, tea, a washer and dryer, and so much more. Communication was excellent throughout our stay as well. We truly enjoyed our visit, and the next time we’re in Portland, the Evalina will be our first choice!

Reviewed on Aug 8, 2026

Portland Harbor Hotel

Portland Harbor Hotel

Downtown Portland
CA $2,980
per person
Sep 18 - Sep 25
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.2/10 Wonderful! (1,792 reviews)
We had a shower that leaked all the way out to the foyer. We called and reported it. They sent a repair person. They caulked around the edge which helped but didn’t fix the whole problem. It still leaked, just not as bad. No one followed up to see if it was fixed. They have a pantry on each floor with fruit infused water snacks, fresh fruit, cookies, canned sparkling water and ice for free. But it was mostly depleted most of the time we were there. There was a sign advertising live music at the front of the hotel. But when we asked where it was, the hotel attendant said they were not having live music after all. No one went to take the sign down. It was still there the next day. We checked out. Hope the musician showed up that night.

Reviewed on Aug 7, 2026

The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

Downtown Portland
CA $1,724
per person
Oct 14 - Oct 17
found 6 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PWM)
9.6/10 Exceptional! (365 reviews)
Fantastic and always accommodating staff!

Reviewed on Aug 7, 2026

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

Downtown Portland
CA $1,811
per person
Oct 14 - Oct 17
found 6 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PWM)
8.8/10 Excellent! (1,020 reviews)
Pet friendly

Reviewed on Aug 8, 2026

Ready to book your vacation to West Kennebunk?

Choose your dates

West Kennebunk Hotel Deals

Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

738 Main Street South Portland ME
Fully refundable
CA $134
CA $146 total
Aug 30 - Aug 31
includes taxes & fees
Quality Inn & Suites South Portland
 Ocean Sands at York Beach

Ocean Sands at York Beach

277 Long Beach Avenue York Beach ME
CA $238
CA $287 total
Sep 8 - Sep 9
includes taxes & fees
8.6/10 Excellent! (85 reviews)
"Clean room, beautiful design, loved the double balcony, shower was AMAZING!"

Reviewed on Aug 9, 2026

Ocean Sands at York Beach
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

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

80 John Roberts Rd. South Portland ME
Fully refundable
CA $177
CA $192 total
Sep 7 - Sep 8
includes taxes & fees
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
See all 3,684 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.

What to do in West Kennebunk

Kennebunkport Historic Walking Tour

Kennebunkport Historic Walking Tour

CA $49
per adult
Kennebunkport Historic Walking Tour
Relaxing Saco River Public Sunset Sail

Relaxing Saco River Public Sunset Sail

CA $209
per adult
Relaxing Saco River Public Sunset Sail
Private Kennebunkport Half Day Offshore Fishing Adventure

Private Kennebunkport Half Day Offshore Fishing Adventure

CA $1,824
per traveller
Private Kennebunkport Half Day Offshore Fishing Adventure
See all activities in West Kennebunk

Frequently asked questions

How much does a West Kennebunk vacation package cost?
Offering great value package deals from CA $1,302 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.