Pleasant Ridge Vacations from $504
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Your Pleasant Ridge Vacation
Let our vacation packages to Pleasant Ridge inspire your next great adventure. You'll find loads to love about this exciting city, starting with the neighborhood of Pleasant Pond, which is good for fishing and hiking. There's plenty to add to your itinerary during your trip to Pleasant Ridge, beginning with popular attractions such as Wyman Lake and Houston Brook Falls. A couple of quick clicks is all it takes to build your perfect Pleasant Ridge vacation on Expedia.
The Latest Pleasant Ridge vacation packages
Price found within the past 48 hours. Click for updated prices.
Greenleaf Inn
$504
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Miami (MIA) to Augusta (AUG)
9.6/10 Exceptional! (41 reviews)
Jersey was the best! Booked us into great restaurants and organized a lobster dinner on the balcony with the best view of the bay. We will definitely return to this beautiful property.
Reviewed on Sep 30, 2026
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View all tripsPleasant Ridge Hotel Deals
Sugarloaf Mountain Hotel
5092 Access Road Kingfield ME
$147 nightly
$160 total
Oct 29 - Oct 30
Total with taxes and fees
Bingham Motor Inn
89 Main St Bingham ME
Fully refundableReserve now, pay when you stay
$96 nightly
$105 total
Oct 5 - Oct 6
Total with taxes and fees
8.8/10 Excellent! (147 reviews)
"Great motel (renovated). I like staying here for gateway to Moosehead Lake."
Reviewed on Sep 30, 2026
Sugarloaf Inn
5000 Commons Circle Kingfield ME
$91 nightly
$99 total
Oct 4 - Oct 5
Total with taxes and fees
8.2/10 Very Good! (226 reviews)
"I appreciated the helpful staff...instructions checking in..change of reservation...large smoke free king room...and coffee and other amenities...good deal for the off season."
Reviewed on Sep 21, 2026
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 Ridge Vacation Packages
Pleasant Ridge Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | Houston Brook Falls and Wyman Lake |
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Frequently asked questions
How much does a Pleasant Ridge vacation package cost?
Offering excellent value package deals from $504 on Expedia, you'll be pleasantly surprised at how much a vacation to Pleasant Ridge costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Pleasant Ridge?
October, November and December are great times to look for cheap Pleasant Ridge vacation packages. Opting to travel in less busy periods means you can usually find reduced prices on accommodations and flights.
How many days is enough for Pleasant Ridge?
The ideal length for your Pleasant Ridge vacation depends on what you'd like to see and do. Typically, a handful of days to a week will give you enough time to hit all the top attractions and explore some hidden gems along the way.
How to find the best Pleasant Ridge package deals?
Begin your search for a Pleasant Ridge package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Pleasant Ridge package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Pleasant Ridge adventure underway.
Is it cheaper to book a Pleasant Ridge vacation as a package?
You can enjoy significant savings on your next Pleasant Ridge escape by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to view the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Pleasant Ridge?
If you're planning an impromptu Pleasant Ridge vacation, check out 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 find awesome deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Pleasant Ridge vacation packages?
Your Pleasant Ridge trip is meant to be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you a little more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
