Harpswell Holidays from £834
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Your Harpswell Holiday
With one of our holiday 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 holiday on Expedia.
Top Harpswell Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
The Docent's Collection at 121 Middle Street
Downtown Portland
Save 100% on your flight
Price was £2,181, price is now £1,581 per person
£1,581
per person
14 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.6/10 Exceptional! (335 reviews)
What an amazing surprise!! This boutique hotel is 5 star and I will be back!!
Reviewed on 28 Jun 2026
Portland Harbor Hotel
Downtown Portland
Price was £2,010, price is now £1,565 per person
£1,565
per person
14 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (1,786 reviews)
Cute rooms in a great location, very walkable to the water or Restaurants or shopping. Quiet overall but a little loud late night in the weekends
Reviewed on 28 Jun 2026
Cliff House Maine
Bald Head
Save 100% on your flight
Price was £4,679, price is now £3,673 per person
£3,673
per person
14 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (1,004 reviews)
Room was kept very clean and stocked. Cleaning staff was also very personable. Breakfasts portions were too big. Spa was busy but felt very automated and factory line
Reviewed on 26 Jun 2026
AWOL Kennebunkport
Price was £1,772, price is now £1,434 per person
£1,434
per person
14 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (246 reviews)
Everything was amazing. We stayed in a cabin up the hill, so comfy & cozy. Everything you need is there. Having the ability to use the sister property across the road was wonderful, outdoor seating was great. the best breakfast spread (toast bar, fruit, yogurt, etc). Just a short walk to downtown full of shops & restaurants. We would highly recommend.
Reviewed on 29 Jun 2026
Harpswell Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Portland Intl. Jetport Airport (PWM) |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Thomas Point Beach, Maine State Music Theatre and Wolfes Neck Woods State Park |
Top hotels in Harpswell
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
340 Park Ave Portland ME
Fully refundableReserve now, pay when you stay
The price is £117 per night from 30 Jun to 1 Jul
£117
30 Jun - 1 Jul
includes taxes & fees
8.6/10 Excellent! (2,194 reviews)
"The staff were very nice. I did find it odd that they charged a parking fee, given their location."
Reviewed on 26 Jun 2026
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is £262 per night from 5 Jul to 6 Jul
£262
5 Jul - 6 Jul
includes taxes & fees
9.4/10 Exceptional! (1,774 reviews)
"Cute rooms in a great location, very walkable to the water or Restaurants or shopping. Quiet overall but a little loud late night in the weekends"
Reviewed on 28 Jun 2026
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundable
The price is £230 per night from 5 Jul to 6 Jul
£230
5 Jul - 6 Jul
includes taxes & fees
9.4/10 Exceptional! (1,251 reviews)
"The size of the room and proximity to Old Town were good. However, the view was to the office building next door and our room did not get cleaned while we were there for 2 nights. The room and average breakfast were too expensive for what we got."
Reviewed on 27 Jun 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
