Pleasant Point Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Save up to ¥45,448 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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    Plan, book, and manage your trip all in one place

Find the Best Pleasant Point Vacation Packages

Pleasant Point Hotel Deals

The Country Inn at Camden Rockport
The Country Inn at Camden Rockport
2.5 out of 5
8 Country Inn Way, Rockport, ME
The price is ¥27,339 per night from Jun 24 to Jun 25
¥27,339
¥29,799 total
Jun 24 - Jun 25
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
"It was a great get away for the wife and I would definitely do it again"

Reviewed on Jun 16, 2025

The Country Inn at Camden Rockport
Harborline Hotel
Harborline Hotel
3 out of 5
6 Park Drive, Rockland, ME
Fully refundableReserve now, pay when you stay
The price is ¥21,576 per night from Jul 7 to Jul 8
¥21,576
¥23,518 total
Jul 7 - Jul 8
includes taxes & fees
8.4/10 Very Good! (31 reviews)
"Amazingly plush and comfortable bed, wonderful shower, and close to some wonderful restaurants!"

Reviewed on Jun 10, 2025

Harborline Hotel
Tugboat Inn
Tugboat Inn
3 out of 5
80 Commercial St., Boothbay Harbor, ME
The price is ¥34,715 per night from Jul 6 to Jul 7
¥34,715
¥37,839 total
Jul 6 - Jul 7
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
Tugboat inn
"Great location beautiful view friendly people. The room was great!"

Reviewed on Jun 14, 2025

Tugboat Inn
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 vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation to Pleasant Point costs! Expedia's packages simplify travel planning and maximize 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 vacation 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-organized 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 vacation 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 traveling on a weekday, when prices are often lower.
Is it cheaper to book a Pleasant Point vacation as a package?
You can enjoy significant savings on your next Pleasant Point break by booking a customized vacation 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 vacation 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, favorite 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 vacation 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.