The Pines Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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Top hotels in The Pines

Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is S$216 per night from 29 Jul to 30 Jul
S$216
29 Jul - 30 Jul
includes taxes & fees
7.8/10 Good! (1,024 reviews)
"Excellent"

Reviewed on 23 Jul, 2025

Clarion Hotel Portland
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$213 per night from 24 Aug to 25 Aug
S$213
24 Aug - 25 Aug
includes taxes & fees
7.6/10 Good! (1,051 reviews)
"Good Location and reasonably priced"

Reviewed on 24 Jul, 2025

Ramada Plaza by Wyndham Portland
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St, Portland, ME
The price is S$390 per night from 25 Aug to 26 Aug
S$390
25 Aug - 26 Aug
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"The hotel was very nice. Our room was elegant and quiet. The hotel lobby and front entrance are not ADA friendly. Lots of stairs and no ramps when you first enter the building. When we exited off of the highway and into Portland there were a lot of homeless people and graffiti on the buildings. Being ..."

Reviewed on 19 Jul, 2025

The Westin Portland Harborview
See all 14,860 properties in Maine
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 The Pines holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to The Pines costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to The Pines?
January, February and March are great times to search for cheap The Pines holiday packages. Choosing to travel in quieter periods means you can generally find better prices on flights and hotels.
How many days is enough for The Pines?
The ideal duration for your The Pines holiday depends on what you'd like to see. Generally, a handful of days to a week will give you plenty of time to check out all the top attractions and discover some hidden gems along the way.
How to find the best The Pines package deals?
Start your search for a The Pines package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal The Pines package deal right away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your The Pines escape off to a flying start.
Is it cheaper to book a The Pines holiday as a package?
You can enjoy significant savings on your next The Pines escape by booking a customised holiday package. Check the "Package" heading, then enter your travel dates and destination to view the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to The Pines?
If you have your The Pines holiday dates finalized, book early to score some awesome deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to The Pines?

  1. Choose when to travel: Check your schedule and pack your bags. Your favourite time of year and the type of activities on offer will also help you decide when to visit The Pines.
  2. Calculate your budget: Ensure you have enough money to cover everything from meals and transportation to flights and experiences. Your hotel will probably be the biggest expense during your trip to The Pines.
  3. Set the duration of your trip: Start by listing all the attractions you'd like to experience in The Pines. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to pick a The Pines holiday package that brings all your bookings together.

* 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.