Harpswell Holidays

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  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top hotels in Harpswell

Oceanfront Studio w/ Private Dock in Harpswell!

Oceanfront Studio w/ Private Dock in Harpswell!

3 out of 5
Harpswell ME
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Oceanfront Studio w/ Private Dock in Harpswell!
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is S$143 per night from 6 Dec to 7 Dec
S$143
6 Dec - 7 Dec
includes taxes & fees
9/10 Wonderful! (1,011 reviews)
"Perfectly situated in downtown Portland, near bars, restaurants, shops and galleries. Hotel is impeccably maintained and staff couldn’t be friendlier. Will be back!"

Reviewed on 8 Nov, 2026

The Westin Portland Harborview
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundable
The price is S$115 per night from 15 Nov to 16 Nov
S$115
15 Nov - 16 Nov
includes taxes & fees
Clarion Hotel Portland Airport ME
See all 2,210 properties in Harpswell
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.

Stay near popular Harpswell attractions

Ash Cove Pottery

9.4/10 (3 reviews)
Ash Cove Pottery offers handcrafted stoneware inspired by Maine's coastal beauty. Browse signature Double Dip Dinghies and functional pieces in a working studio with bay views as artists create maritime treasures.
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Frequently asked questions

How much does a Harpswell holiday package cost?
You'll find cheap prices on Expedia for your Harpswell break. However, factors like your choice of hotel, the season and length of stay will determine how much your holiday to Harpswell costs.
What are the cheapest months to go to Harpswell?
Plan your trip for the off-season and you're likely to get cheap Harpswell holiday packages. Remember that school holiday periods and major events and festivals can impact prices, so do a little research before booking.
How many days is enough for Harpswell?
Usually, a handful of days is enough to tick off the main attractions during your Harpswell holiday. However, if you'd like to have more time to relax or take day trips, think about extending your itinerary.
How to find the best Harpswell package deals?
Use Expedia's handy filters to help you find some unbeatable Harpswell package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Harpswell package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your holiday package as soon as possible.
Is it cheaper to book a Harpswell holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging hotels and flights separately. Better still, you can personalise your Harpswell escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Harpswell?
If you've got your Harpswell travel dates finalized, book as soon as you can to grab some awesome deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Harpswell?

  1. Choose when to get away: Check your schedule and pack your bags. Your preferred season and the type of activities on offer will also help you decide when to escape to Harpswell.
  2. Budget wisely: As well as the cost of your stay, you should factor in other expenses too. These include food, flights and transportation. Also, set aside a little extra for unexpected expenses that may arise during your trip to Harpswell.
  3. Decide how long to go for: Now that you know more about Harpswell, you can work out the ideal length of your break. Create a rough plan and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalised Harpswell holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.