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A sidewalk lined with neatly trimmed hedges and flowering plants, a Kennebunk Inn sign, and a white car parked on the street.

Kennebunk
Maine
United States of America
North America
Hotwire.com

Kennebunk Flight + Hotel Packages

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

The Meadowmere Resort

2.5 out of 5

Price was $756, price is now $569 per person

$569

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Portland (PWM)

Stay at this hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ogunquit Beach and Marginal Way are located nearby.

Clean room and very good smenities

Reviewed on Aug 22, 2026

Blind Tiger Portland - Danforth Street.

3.5 out of 5

Save 100% on your flight

Price was $3,206, price is now $2,185 per person

$2,185

per person

Oct 19 - Oct 24

found 24 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.

Perfect location & beautiful stay! Very unique property. Great recommendations & lovely hospitality. We will definitely come back the next time we’re in Portland! :)

Reviewed on Aug 23, 2026

Evalina Hotel

2.5 out of 5

Price was $1,192, price is now $874 per person

$874

per person

Nov 9 - Nov 13

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

Stay at this aparthotel in Portland. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions Thompson's Point and Portland Head Light are located nearby.

Great location! Fun space! Comfortable and clean!

Reviewed on Aug 17, 2026

Chebeague Island Inn

4 out of 5

Price was $1,547, price is now $1,178 per person

$1,178

per person

Sep 27 - Oct 2

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Portland (PWM)

Book a stay at this 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.

Hospitality was fabulous-especially Alex!

Reviewed on Aug 17, 2026

Nautical Mile

2.5 out of 5

Price was $998, price is now $766 per person

$766

per person

Oct 14 - Oct 20

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

Stay at this aparthotel in Wells. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ogunquit Beach and Wells Beach are located nearby.

Bel endroit où séjourner! Tout près de Well’s Beach.

Reviewed on Jul 27, 2026

Blind Tiger Portland – Carleton Street

3.5 out of 5

Price was $1,056, price is now $820 per person

$820

per person

Nov 9 - Nov 13

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions State Theatre and Cross Insurance Arena are located nearby.

The Weldon Hotel

4.5 out of 5

Price was $949, price is now $737 per person

$737

per person

Nov 9 - Nov 13

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

Book a stay at this luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Maine Mall and Cross Insurance Arena are located nearby.

The unit was great. The kitchen and it's utensils are excellent. The turntable record player gives a classic wonderful back in time. We would suggest more soaking towels under the sink. And keep the corner of the rug not in the living room not slippery. Other than that it was a wonderfully clean and high end place to stay close to the Old Port.

Reviewed on Aug 24, 2026

Portland Harbor Hotel

4 out of 5

Price was $826, price is now $647 per person

$647

per person

Nov 9 - Nov 13

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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 Maine Mall and Cross Insurance Arena are located nearby.