Kennebunk Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Kennebunk Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
Nasons Corner
Save 100% on your flight
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.

Chebeague Island Inn

Chebeague Island Inn

4 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
Stay at this 4-star beach hotel in Chebeague Island. Enjoy free WiFi, breakfast (surcharge), and a free ferry terminal shuttle. Popular attractions Little John Island Preserve and Winslow Memorial Park are located nearby.

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.

Waldo Emerson Inn

Waldo Emerson Inn

3 out of 5
Save 100% on your flight
per person
Jun 18 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
Stay at this 3-star B&B in Kennebunk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. Popular attractions Wedding Cake House and Kennebunk Dog Park are located nearby.

The McKernan Inn

The McKernan Inn

3 out of 5
Save 100% on your flight
per person
Jun 18 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PWM)
Stay at this 3-star beach inn in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thompson's Point and Maine Mall are located nearby.

The Weldon Hotel

The Weldon Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
Stay at this 4-star aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Thompson's Point and Maine Mall are located nearby.

Don't see what you're looking for?
See all available trips from Columbus to Kennebunk
View all trips

Top Hotel Deals

White Barn Inn & Spa, Auberge Resorts Collection

White Barn Inn & Spa, Auberge Resorts Collection

5 out of 5
37 Beach Ave, Kennebunk, ME
6.17 km from city center
Stay at this 5-star luxury hotel in Kennebunk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions St. Anthony's Franciscan Monastery and ...
Port Inn & Suites Kennebunk, Ascend Hotel Collection

Port Inn & Suites Kennebunk, Ascend Hotel Collection

2.5 out of 5
55 York St, Kennebunk, ME
0.67 km from city center
Stay at this motel in Kennebunk. Enjoy free breakfast, an outdoor pool, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
Kings Port Inn

Kings Port Inn

2.5 out of 5
18 Western Ave, Kennebunk, ME
5.81 km from city center
Stay at this hotel in Kennebunk. Enjoy free breakfast, cable TV channels, and housekeeping. Our guests praise the breakfast and the helpful staff in our reviews. ...
The Beach House Inn

The Beach House Inn

2.5 out of 5
211 Beach Avenue, Kennebunk, ME
5.96 km from city center
Book a stay at this beach hotel in Kennebunk. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms ...
Cliff House Maine

Cliff House Maine

4.5 out of 5
591 Shore Road, Cape Neddick, ME
18.39 km from city center
Stay at this 4.5-star luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the ...
Anchorage Inn and Resort

Anchorage Inn and Resort

3 out of 5
265 Long Beach Avenue, York Beach, ME
25.88 km from city center
Stay at this 3-star beach hotel in York Beach. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

2.5 out of 5
369 Maine Mall Road, South Portland, ME
32.38 km from city center
Stay at this hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection

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

3.5 out of 5
80 John Roberts Rd., South Portland, ME
32.37 km from city center
Stay at this 3.5-star business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
363 Maine Mall Rd, South Portland, ME
32.41 km from city center
Stay at this hotel in South Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
Fairfield by Marriott Inn & Suites Portland Maine Airport

Fairfield by Marriott Inn & Suites Portland Maine Airport

2.5 out of 5
2 Cummings Rd, Scarborough, ME
31.26 km from city center
Book a stay at this business-friendly hotel in Scarborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Comfort Inn Airport

Comfort Inn Airport

2.5 out of 5
90 Maine Mall Rd, South Portland, ME
33.4 km from city center
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
Best Western Merry Manor Inn

Best Western Merry Manor Inn

2.5 out of 5
700 Main St, South Portland, ME
32.34 km from city center
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
Home2 Suites by Hilton Portland Airport

Home2 Suites by Hilton Portland Airport

3 out of 5
50 Maine Mall Road, South Portland, ME
33.51 km from city center
Stay at this 3-star business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Anchorage by the Sea

Anchorage by the Sea

3 out of 5
125 Shore Road, Ogunquit, ME
16.06 km from city center
Stay at this 3-star hotel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition in ...
Quality Inn & Suites

Quality Inn & Suites

2.5 out of 5
738 Main Street, South Portland, ME
32.24 km from city center
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Don't see what you're looking for?
See all available properties in Kennebunk
View all properties
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.

JetBlue Airways
Thu, May 29 - Wed, Jun 4
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$153 Roundtrip, found 11 hours ago
$153
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Thu, May 29 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Jun 4, priced at $153 found 11 hours ago
JetBlue Airways
Sun, Aug 17 - Tue, Aug 19
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$169 Roundtrip, found 2 days ago
$169
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sun, Aug 17 from Tampa Intl. to Portland Intl. Jetport, returning Tue, Aug 19, priced at $169 found 2 days ago
JetBlue Airways
Wed, Sep 3 - Wed, Sep 10
ATL
Hartsfield-Jackson Atlanta Intl.
PWM
Portland Intl. Jetport
$237 Roundtrip, found 4 days ago
$237
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Sep 3 from Hartsfield-Jackson Atlanta Intl. to Portland Intl. Jetport, returning Wed, Sep 10, priced at $237 found 4 days ago
JetBlue Airways
Fri, Jul 4 - Wed, Jul 16
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$237 Roundtrip, found 4 days ago
$237
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Fri, Jul 4 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Jul 16, priced at $237 found 4 days ago