Kennebunk Vacations

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Kennebunk Flight + Hotel packages

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
$478
per person
Oct 24 - Oct 27
found 8 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Thompson's Point and Cross Insurance Arena are located nearby.
The Inn was a charming place to stay with it's quirky room layouts and charming lobby. The staff was exceedingly helpful. It IS a hundred year old Inn so you need to expect the "charm" over modern upgrades. We found the breakfast to be convenient with a substantial selection. It was a little further from the Port area - just a warning if you plan on walking "into town" Lovely place and we thoroughly enjoyed our stay!!

Reviewed on Sep 17, 2026

Evalina Hotel

Evalina Hotel

Downtown Portland
Save 100% on your flight
$1,371
per person
Oct 24 - Oct 27
found 8 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Portland (PWM)
Stay at this aparthotel in Portland. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions Cross Insurance Arena and Thompson's Point are located nearby.
The Docent's Collection at 178 Middle Street

The Docent's Collection at 178 Middle Street

Downtown Portland
Save 100% on your flight
$998
per person
Oct 24 - Oct 27
found 8 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) 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 Thompson's Point are located nearby.
Beautiful room and location. Didn't really use the amenities

Reviewed on Sep 14, 2026

The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

Downtown Portland
$862
per person
Oct 24 - Oct 27
found 8 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and premium TV channels. Popular attractions Thompson's Point and Portland Head Light are located nearby.
Hotel was great, big room with a full kitchen. Location is right where you want to be, super easy to walk anywhere in old port. The elevator made this cool little James Bond -beep- noise when I touched the hotel key to the reader.

Reviewed on Sep 17, 2026

Portland Harbor Hotel

Portland Harbor Hotel

Downtown Portland
$793
per person
Oct 24 - Oct 27
found 8 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Portland (PWM)
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 and the clean rooms in our reviews. Popular attractions Cross Insurance Arena and Thompson's Point are located nearby.
I was disappointed. Overall, the hotel was nice, but I didn't like my room. It was on a busy street corner on the second floor, so very loud street noises, compounded by the construction outside. They were full, so couldn't move us. The room was also a handicap accessible room, so very barren looking. No light switch in the bathroom either and very dim lighting in the bathroom. Was not happy, particularly for the price.

Reviewed on Sep 17, 2026

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

Downtown Portland
$811
per person
Oct 24 - Oct 27
found 8 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Portland (PWM)
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 our reviews. Popular attractions Cross Insurance Arena and Thompson's Point are located nearby.
Excellent location, great front of house staff. Historical building. Well designed rooms. Shuttle from airport.

Reviewed on Sep 15, 2026

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Top Hotel Deals

Port Inn & Suites Kennebunk, an Ascend Collection Hotel

Port Inn & Suites Kennebunk, an Ascend Collection Hotel

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 ...
The Beach House Inn

The Beach House Inn

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 ...
Kings Port Inn

Kings Port Inn

18 Western Ave Kennebunk ME
5.82 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. ...
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

738 Main Street South Portland ME
32.21 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 ...
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
32.37 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 ...
 Ocean Sands at York Beach

Ocean Sands at York Beach

277 Long Beach Avenue York Beach ME
26.05 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 ...
Clarion Pointe South Portland

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME
32.49 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 ...
Anchorage Inn and Resort

Anchorage Inn and Resort

265 Long Beach Avenue York Beach ME
25.88 km from city center
Book a stay at this 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. ...
Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

90 Maine Mall Rd South Portland ME
33.34 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 ...
Ogunquit - The Milestone

Ogunquit - The Milestone

687 Main Street Ogunquit ME
13.87 km from city center
Book a stay at this business-friendly motel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

461 Maine Mall Rd South Portland ME
32.07 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 helpful staff and the ...
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

17 Post Road Ogunquit ME
13.24 km from city center
Book a stay at this business-friendly hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Grand Beach Inn

Grand Beach Inn

198 East Grand Avenue Old Orchard Beach ME
22.19 km from city center
Stay at this hotel in Old Orchard Beach. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff in our reviews. ...
Best Western Merry Manor Inn

Best Western Merry Manor Inn

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 ...
Ogunquit Tides Resort

Ogunquit Tides Resort

548 Main Street (U.S. Route 1) Ogunquit ME
14.54 km from city center
Book a stay at this beach motel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
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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.

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