Kennebunkport Vacations
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Kennebunkport Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Clarion Hotel Portland Airport ME
Price was $714, price is now $658 per person
$658
per person
Sep 11 - Sep 15
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thompson's Point and State Theatre are located nearby.
I liked it for a one night stay.
Reviewed on Jul 29, 2026
Inn at Diamond Cove
Save 100% on your flight
Price was $1,323, price is now $920 per person
$920
per person
Sep 11 - Sep 15
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Casco Bay Lines Ferry Terminal and Cross Insurance Arena are located nearby.
The Docent's Collection at 121 Middle Street
Downtown Portland
Save 100% on your flight
Price was $2,551, price is now $2,148 per person
$2,148
per person
Sep 11 - Sep 15
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and premium TV channels. Popular attractions Casco Bay Lines Ferry Terminal and Cross Insurance Arena are located nearby.
Docent is a low touch hotel that has very clean, great spaces. The staff is incredible and helpful.
Reviewed on Jul 27, 2026
Sunset Suites
Price was $1,350, price is now $1,213 per person
$1,213
per person
Aug 29 - Sep 5
found 9 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this hotel in Old Orchard Beach. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Palace Playland and Old Orchard Beach are located nearby.
Well maintained and cleaned, cleaning ladies on site were helpful! Close walk to the pier, and places to eat. We had some pretty loud upstairs neighbors at night. (College students) but overall our stay was very enjoyable and would recommend!
Reviewed on Jul 28, 2026
The Docent's Collection at 178 Middle Street
Downtown Portland
Price was $1,787, price is now $1,630 per person
$1,630
per person
Sep 11 - Sep 15
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Cross Insurance Arena and Casco Bay Lines Ferry Terminal are located nearby.
Overall, the staff was friendly, and the room was clean, which I appreciated. However, there were several issues that made the stay feel disappointing, especially considering the price.
A few of the room amenities were not functioning properly. The filtered water dispenser did not work, and the blackout shades were terrible , causing us to wake up at sunrise each morning. While these may seem like minor inconveniences individually, together they detracted from the overall experience.
Given the hotel’s reputation and high ratings, I expected more. In my opinion, the accommodations did not justify the premium price, and I left feeling that I had overpaid for what was offered.
The most concerning part of my stay occurred at checkout. Before leaving, I asked a staff member if she could watch my belongings for about ten minutes while I found a restroom, as there are no public restrooms available. She kindly agreed, but when I returned, she had left the area and my belongings were unattended. Fortunately, nothing was taken, but anyone could have walked away with my luggage. That experience was both frustrating and unsettling, and it left a disappointing final impression of an otherwise pleasant stay.
Reviewed on Jul 28, 2026
Econo Lodge Freeport - Brunswick Area
Price was $867, price is now $792 per person
$792
per person
Aug 29 - Sep 5
found 9 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Book a stay at this business-friendly motel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions LL Bean Flagship Store and Bradbury Mountain State Park are located nearby.
We came here on a motorcycle trip. It checked all of the boxes for basic lodging on our way through Maine. Nothing fancy, but it wasn't a dump either. One significant feature was it was right next door to a huge Brew pub. It was also right across the street from a barbecue spot for dinner. And also it was right down the road from a great little breakfast joint that had great homemade corned beef hash. I would gladly return
Reviewed on Jul 28, 2026
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View all tripsKennebunkport Vacation Packages
Trying to save both time and money on your upcoming holiday to Kennebunkport? The AARP Travel Center Powered by Expedia® can help you do both. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to Kennebunkport perfect. In just a few clicks, you can choose the best Kennebunkport vacation package for you. AARP Travel Center has an amazing selection of flights and hotels, and local endeavors to choose from.
Kennebunkport Hotels
Our listings include lodgings that are close to all the Kennebunkport points of interest, and some that are just outside the city center for a peaceful retreat.
From Kennebunkport hotels with pools and on-site restaurants, to boutique accommodations that add all the thoughtful amenities, you'll find a hotel here that will make your trip one to remember. With AARP Travel Center's Kennebunkport hotel packages, you not only get a great rate on your flight, but also a wonderful place to stay.
Things to do in Kennebunkport
Kennebunkport is the perfect spot when you need to get away from it all. With only around 3,567 people living here year-round, this hidden-gem is perfect for a quiet vacation. If you want to take walk through the past, then you are in luck as Kennebunkport has a rich historic district. There are several great things to do and see in and around Kennebunkport that will make trip a bit of an adventure. Not sure where to begin? Here are a several things that the area is known for:
- St. Ann's Church
- St. Anthony's Monastery and Franciscan Guest House
- Seashore Trolley Museum
- Kittery Outlets
If you are looking for more, then head over to our "Things to Do" tab for more inspiration or to reserve an activity in Kennebunkport.
Book Together and Save
With so much happening in Kennebunkport, you'll be wanting to plan your outings, not devoting time to searching for the cheapest hotel. The AARP Travel Center Powered by Expedia® allows you to quickly book everything you need, and save money at the same time. You can coordinate your entire vacation, including activities in Kennebunkport from just one place. So what are you waiting for? Book today and save!
Top Hotel Deals
The Lodge at Turbat's Creek
7 Turbat's Creek Road Kennebunkport ME
1.62 km from city center
Stay at this motel in Kennebunkport. Enjoy free breakfast, an outdoor pool, and premium TV channels. Our guests praise the helpful staff and the clean rooms ...
The Colony Hotel
140 Ocean Ave Kennebunkport ME
1.63 km from city center
Book a stay at this business-friendly hotel in Kennebunkport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our ...
Nonantum Resort
95 Ocean Ave Kennebunkport ME
1.06 km from city center
Stay at this hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
The Westin Portland Harborview
157 High St Portland ME
36.8 km from city center
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Fireside Inn & Suites Portland
81 Riverside St Portland ME
37.34 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Ocean Sands at York Beach
277 Long Beach Avenue York Beach ME
25.62 km from city center
Book a stay at this beach motel in York Beach. Enjoy an outdoor pool, parking (surcharge), and a garden. Our guests praise the pool and the helpful staff in ...
Waves Oceanfront Resort
87 W Grand Ave Old Orchard Beach ME
18.27 km from city center
Book a stay at this beach hotel in Old Orchard Beach. Enjoy free parking, an outdoor pool, and a beach locale. Our guests praise the helpful staff and the clean ...
Ocean Surf at York Beach
780 York Street (Rte 1A) York Beach ME
26.4 km from city center
Book a stay at this beach motel in York Beach. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the pool and the helpful staff ...
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
36.03 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Clarion Pointe South Portland
675 Main Street I-95 South Portland ME
31.88 km from city center
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maine Mall and Thompson's ...
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
38.05 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...
Portland Harbor Hotel
468 Fore Street Portland ME
37.21 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff ...
Portland Regency Hotel & Spa
20 Milk Street Portland ME
37.49 km from city center
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Thu, Sep 3 - Thu, Sep 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$173 Roundtrip, found 6 days ago
$173
Roundtrip
found 6 days ago
Sat, Aug 29 - Wed, Sep 2
LGA
LaGuardia
PWM
Portland Intl. Jetport
$211 Roundtrip, found 5 days ago
$211
Roundtrip
found 5 days ago
Sat, Oct 3 - Sat, Oct 10
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$237 Roundtrip, found 2 days ago
$237
Roundtrip
found 2 days ago
Tue, Sep 8 - Sat, Sep 12
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$237 Roundtrip, found 2 days ago
$237
Roundtrip
found 2 days ago
Sat, Oct 10 - Wed, Oct 14
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$257 Roundtrip, found 3 days ago
$257
Roundtrip
found 3 days ago