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Kennebunkport Vacation Packages

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A waterfront town with a sign reading 'Welcome to Kennebecport' and 'Mathew J. Lanigan Bridge.'

Kennebunkport
Maine
United States of America
North America
Hotwire.com

Kennebunkport Flight + Hotel Packages

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

Clarion Hotel Portland Airport ME

2.5 out of 5

Price was $704, price is now $613 per person

$613

per person

Nov 1 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) 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 Cross Insurance Arena and Maine Mall are located nearby.

Very clean. Mattress needs to be replaced, but overall, the stay was fine.

Reviewed on Sep 25, 2026

Portland Harbor Hotel

4 out of 5

Price was $1,381, price is now $1,003 per person

$1,003

per person

Nov 1 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) 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.

Blind Tiger Portland – Carleton Street

3.5 out of 5

Save 100% on your flight

Price was $989, price is now $738 per person

$738

per person

Oct 26 - Oct 29

found 1 hour ago

Roundtrip non-stop flight included

Tampa (TPA) to Portland (PWM)

Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Thompson's Point and Maine Mall are located nearby.

Beautiful place

Reviewed on Sep 20, 2026

The Docent's Collection at 178 Middle Street

3.5 out of 5

Price was $864, price is now $685 per person

$685

per person

Dec 3 - Dec 5

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) 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.

This loft was perfect! We will be back and stay longer!!

Reviewed on Sep 25, 2026

Blind Tiger Portland - Danforth Street.

3.5 out of 5

Price was $1,738, price is now $1,405 per person

$1,405

per person

Nov 4 - Nov 8

found 11 hours ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions Thompson's Point and Portland Head Light are located nearby.

Place was charming and quirky. Very comfortable and well located.

Reviewed on Sep 18, 2026

Evalina Hotel

2.5 out of 5

Price was $1,250, price is now $1,013 per person

$1,013

per person

Nov 21 - Nov 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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 Maine Mall are located nearby.

This is a very nice hotel in a great location. It’s new and wonderfully appointed. Everything about it is first class.

Reviewed on Sep 24, 2026

The Westin Portland Harborview

4 out of 5

Price was $1,219, price is now $1,023 per person

$1,023

per person

Nov 1 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Portland (PWM)

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 rooms in our reviews. Popular attractions Cross Insurance Arena and Maine Mall are located nearby.

The room was clean, the hotel is spacious, and well located in the city. The interior has multiple flights of stairs to drag suitcases which made it somewhat difficult. It was difficult to navigate the wifi in the room and the off site parking requires that they accurately enter your license plate number. We got temporarily stuck in the garage.

Reviewed on Sep 24, 2026

Hilton Garden Inn Freeport Downtown

3 out of 5

Price was $1,504, price is now $1,313 per person

$1,313

per person

Oct 27 - Nov 3

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Portland (PWM)

Book a stay at this business-friendly hotel in Freeport. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions LL Bean Flagship Store and Freeport Historical Society are located nearby.