Harpswell Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Harpswell

La Quinta Inn & Suites by Wyndham Portland
La Quinta Inn & Suites by Wyndham Portland
3 out of 5
340 Park Ave, Portland, ME
Fully refundableReserve now, pay when you stay
The price is S$160 per night from 15 Jun to 16 Jun
S$160
15 Jun - 16 Jun
includes taxes & fees
8.8/10 Excellent! (2,168 reviews)
"Easy access to interstate but far enough so that it’s quiet at night. Rooms and public areas were clean and up to date. Breakfast was good but not great. We were happy to eat it. Desk staff are friendly, courteous, efficient, and professional. We would definitely stay there again."

Reviewed on 11 Jun, 2025

La Quinta Inn & Suites by Wyndham Portland
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$270 per night from 15 Jun to 16 Jun
S$270
15 Jun - 16 Jun
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"The weather was not great, so we spent more time than we thought in our room - comfortable, great layout for hanging out"

Reviewed on 25 May, 2025

The Westin Portland Harborview
Inn at St John Portland In-Town
Inn at St John Portland In-Town
2.5 out of 5
939 Congress St, Portland, ME
The price is S$138 per night from 15 Jun to 16 Jun
S$138
15 Jun - 16 Jun
includes taxes & fees
8.8/10 Excellent! (1,010 reviews)
"Unique style of a hotel. We did book the room with a separate bathroom which was right next door to our room. Not a big deal to us. We were out most of the day so just needed a place for rest and sleep. Good location. Short drive to downtown Portland. Nice breakfast set up. Coffee and tea always ..."

Reviewed on 10 Jun, 2025

Inn at St John Portland In-Town
See all 2,113 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.

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.