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A frozen river with a bridge crossing over it, surrounded by buildings and parked cars.

Westbrook
Maine
United States of America
North America
Hotwire.com

Westbrook Flight + Hotel Packages

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

Blind Tiger Portland – Carleton Street

3.5 out of 5

Price was $778, price is now $644 per person

$644

per person

Dec 3 - Dec 5

found 8 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) 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 121 Middle Street

3.5 out of 5

Price was $1,308, price is now $1,017 per person

$1,017

per person

Dec 5 - Dec 10

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 premium TV channels. Popular attractions Thompson's Point and Portland Head Light are located nearby.

Great stay! Great location, beautiful room, highly recommend!

Reviewed on Sep 22, 2026

The Docent's Collection at 178 Middle Street

3.5 out of 5

Price was $1,473, price is now $1,146 per person

$1,146

per person

Dec 14 - Dec 19

found 14 hours ago

Roundtrip 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.

Evalina Hotel

2.5 out of 5

Price was $1,199, price is now $957 per person

$957

per person

Dec 5 - Dec 10

found 1 day ago

Roundtrip non-stop 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 Thompson's Point are located nearby.

Portland Regency Hotel & Spa

3.5 out of 5

Price was $876, price is now $737 per person

$737

per person

Dec 5 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) 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.

The hotel was very clean, in a great location, and has a free airport shuttle.

Reviewed on Sep 23, 2026

AWOL Kennebunkport

3 out of 5

Price was $1,328, price is now $1,131 per person

$1,131

per person

Dec 3 - Dec 6

found 7 hours ago

Roundtrip non-stop flight included

Charlotte (CLT) to Portland (PWM)

Stay at this hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dock Square and Wells Beach are located nearby.

The Wolfeboro Inn

3.5 out of 5

Price was $1,111, price is now $948 per person

$948

per person

Oct 24 - Oct 28

found 13 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Portland (PWM)

Book a stay at this beach hotel in Wolfeboro. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Lake Winnipesaukee and Hampshire Pewter Co. are located nearby.

The Kennebunk Inn

2.5 out of 5

Price was $821, price is now $710 per person

$710

per person

Oct 29 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Charlotte (CLT) to Portland (PWM)

Stay at this hotel in Kennebunk. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Dock Square and Wells Beach are located nearby.