Pleasant Point Vacations from $840
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The Latest Pleasant Point vacation packages
Price found within the past 48 hours. Click for updated prices.
Harborline Hotel
$840
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Wichita (ICT) to Rockland (RKD)
7.4/10 Good! (406 reviews)
Lovely guy on the check in desk.
The room was very clean.
Very close to the centre of the town.
A lovely town,with lots of dining options.
Reviewed on Oct 11, 2026
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Harborline Hotel
6 Park Drive Rockland ME
Fully refundableReserve now, pay when you stay
$118 nightly
$128 total
Nov 1 - Nov 2
Total with taxes and fees
7.4/10 Good! (431 reviews)
"Lovely guy on the check in desk. The room was very clean. Very close to the centre of the town. A lovely town,with lots of dining options."
Reviewed on Oct 11, 2026
Trade Winds on the Bay
2 Park Dr Rockland ME
Fully refundableReserve now, pay when you stay
$96 nightly
$105 total
Oct 20 - Oct 21
Total with taxes and fees
8.6/10 Excellent! (513 reviews)
"Very clean and helpful staff."
Reviewed on Oct 9, 2026
Ledges by the Bay
930 Commercial St Rockport ME
$137 nightly
$149 total
Nov 1 - Nov 2
Total with taxes and fees
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.
Find the Best Pleasant Point Vacation Packages
Pleasant Point Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Knox County Regional Airport (RKD) |
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Frequently asked questions
How much does a Pleasant Point vacation package cost?
Offering excellent value package deals from $840 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?
You can usually find lower rates and greater availability in November, December and January. Take a look at our cheap Pleasant Point vacation packages and you could land some great off-season deals.
How many days is enough for Pleasant Point?
Typically, a handful of days is enough to tick off the major sights during your Pleasant Point vacation. But if you'd like to have time to rest or take day trips, think about extending your trip.
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.
Does Expedia offer Book Now, Pay Later Pleasant Point vacation packages?
Your Pleasant Point break is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to give you a bit more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
