Pleasant Point 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
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    Plan, book, and manage your trip all in one place

Top hotels in Pleasant Point

Harborline Hotel
Harborline Hotel
3 out of 5
6 Park Drive, Rockland, ME
Fully refundableReserve now, pay when you stay
The price is S$222 per night from 9 Jul to 10 Jul
S$222
9 Jul - 10 Jul
includes taxes & fees
8.6/10 Excellent! (44 reviews)
"Pleasant stay. Wall AC unit was leaking but luckily there was a window AC we could use instead. A little bit of a funny smell but we got used to it. I was surprised there was no hair dryer- missed that in the listing. Nice little lanai/patio and partial view of the harbor was nice. Walking distance ..."

Reviewed on 22 Jun, 2025

Harborline Hotel
The Country Inn at Camden Rockport
The Country Inn at Camden Rockport
2.5 out of 5
8 Country Inn Way, Rockport, ME
Fully refundableReserve now, pay when you stay
The price is S$264 per night from 26 Jun to 27 Jun
S$264
26 Jun - 27 Jun
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
"Lovely place, Lovely staff, lovely everything."

Reviewed on 20 Jun, 2025

The Country Inn at Camden Rockport
Flagship Inn and Suites
Flagship Inn and Suites
2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
8.2/10 Very Good! (1,006 reviews)
"Simple but great. Probably recently renovated, clean rooms, brand new towels. Good location."

Reviewed on 23 Jun, 2025

Get rates
Flagship Inn and Suites
See all 1,299 properties in Pleasant Point
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 Pleasant Point holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Pleasant Point costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Pleasant Point?
Plan your trip for the low season and you're likely to find cheap Pleasant Point holiday packages. Remember that public holidays and local festivals and events can impact prices, so do some research before booking.
How many days is enough for Pleasant Point?
With a well-organised itinerary, you can easily hit the main Pleasant Point sights in a few days. But if you prefer to discover hidden spots or take day trips, consider booking your Pleasant Point holiday for longer.
How to find the best Pleasant Point package deals?
Finding a cheap Pleasant Point package deal is a cinch with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most economical Pleasant Point package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Pleasant Point holiday as a package?
You can enjoy significant savings on your next Pleasant Point break by booking a customised holiday package. Click on the "Package" heading, then enter your travel dates and destination to browse the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Pleasant Point?
If you're planning an impromptu Pleasant Point adventure, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Pleasant Point?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Pleasant Point.
  2. Budget wisely: Besides the price of your hotel, you'll need to factor in other expenses too. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Pleasant Point.
  3. Set the duration of your trip: Start by compiling a list of the attractions you want to get to in Pleasant Point. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to find a Pleasant Point 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.