Harpswell Holidays

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Top hotels in Harpswell

Portland Harbor Hotel
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is S$243 per night from 5 Mar to 6 Mar
S$243
includes taxes & fees
5 Mar - 6 Mar
9/10 Wonderful! (1,466 reviews)
"The bathroom had no fan. A nut was missing on magnifying mirror."

Reviewed on 18 Feb,2025

Portland Harbor Hotel
Ramada Plaza by Wyndham Portland
Ramada Plaza by Wyndham Portland
3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is S$139 per night from 23 Feb to 24 Feb
S$139
includes taxes & fees
23 Feb - 24 Feb
7.6/10 Good! (1,025 reviews)
Good but needs attention in the bathroom.
"It was good, loved the hot tub availability. Would be nice if it was open later than 1000. Room was comfortable and clean. The hot water availability is not so great, At the end of my shower, the water was no longer hot. I do not take a long shower-5 min max, there was no hot water when my husband ..."

Reviewed on 16 Feb,2025

Ramada Plaza by Wyndham Portland
DoubleTree by Hilton Hotel Portland
DoubleTree by Hilton Hotel Portland
4 out of 5
363 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is S$98 per night from 2 Mar to 3 Mar
S$98
includes taxes & fees
2 Mar - 3 Mar
7.8/10 Good! (1,105 reviews)
"Hi"

Reviewed on 16 Feb,2025

DoubleTree by Hilton Hotel Portland
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.