
Harpswell Vacations from $364
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Your Harpswell Vacation
With one of our vacation packages to Harpswell, you'll have infinite opportunities for fun and relaxation. There's loads to enjoy, including its coastal scenery and spectacular views. Want to explore your surroundings? Thomas Point Beach, Bailey Island Bridge and Ragged Island are among the top-rated places to visit during a trip to Harpswell. A couple of clicks is all it takes to create the perfect Harpswell vacation on Expedia.
The Latest Harpswell vacation packages
Price found within the past 48 hours. Click for updated prices.

Portland Harbor Hotel
Downtown Portland
Price was $496, price is now $364 per person
$364
per person
Jan 5 - Jan 8
found 17 hours ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
18.4/10 Exceptional! (1,668 reviews)
We were only here 1 night, but our room was clean and cozy. We walked right down the street for dinner at $3 Deweys and had a great time! We used our destination fee credit to have breakfast delivered and were thourouly dissapointed. I took one bite and knew something was not right, the potatoes were fried in rancid grease and inedibile. My husband had an omlet that was at least edibile but nothing special.
Reviewed on Nov 24, 2025

The Weldon Hotel
Downtown Portland
Save 100% on your flight
Price was $695, price is now $429 per person
$429
per person
Jan 5 - Jan 8
found 17 hours ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
19.6/10 Exceptional! (86 reviews)
Loved this place and would definitely stay here next time we go back.
Reviewed on Oct 15, 2025

Blind Tiger Portland - Danforth Street.
West End
Save 100% on your flight
Price was $754, price is now $512 per person
$512
per person
Jan 5 - Jan 8
found 17 hours ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
19.2/10 Exceptional! (161 reviews)
The property is beautiful, the staff is kind, and the rooms are spacious and clean. It was great to have a safe place to park the car while having so many things to do within walking distance. Being able to grab a quick breakfast before heading out was great too! We loved our stay here!
Reviewed on Nov 23, 2025


Inn By The Sea
Save 100% on your flight
Price was $1,281, price is now $955 per person
$955
per person
Jan 5 - Jan 8
found 17 hours ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
18.8/10 Exceptional! (288 reviews)
Room was ready early friendly staff and room is better than expected
Reviewed on Nov 16, 2025
Discover the most popular places to visit in Harpswell
Ash Cove Pottery
Enjoy an outing to Ash Cove Pottery during your stay in Harpswell. Amble around the area's seaside, or seek out its hiking trails.
Harpswell Hotel Deals

Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $93 total per night from Nov 28 to Nov 29
$93 total
Nov 28 - Nov 29
Total with taxes and fees
7.8/10 Good! (1,251 reviews)
Yes we loved room 511 with the pull out bed chair !
Reviewed on Nov 19, 2025

Portland Harbor Hotel
468 Fore Street Portland ME
$139 nightly
The price is $154 total per night from Nov 30 to Dec 1
$154 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (1,686 reviews)
We were only here 1 night, but our room was clean and cozy. We walked right down the street for dinner at $3 Deweys and had a great time! We used our destination fee credit to have breakfast delivered and were thourouly dissapointed. I took one bite and knew something was not right, the potatoes ...
Reviewed on Nov 24, 2025

DoubleTree by Hilton Hotel Portland
363 Maine Mall Rd South Portland ME
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $81 total per night from Dec 2 to Dec 3
$81 total
Dec 2 - Dec 3
Total with taxes and fees
7.8/10 Good! (1,313 reviews)
The bathroom needed more cleaning. Baseboards hadn’t been dusted in a long time, looked like mold around sink and bath tub was very slippery.
Reviewed on Nov 22, 2025
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.
Find the Best Harpswell Vacation Packages
Harpswell Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Portland Intl. Jetport Airport (PWM) |
Top Sights | Thomas Point Beach, Wolfes Neck Woods State Park and Maine State Music Theater |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















