Pleasant Ridge Vacations from $393
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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.
Evergreen Valley Inn by Coolvacay
$433
per person
Sep 24 - Sep 27
found 12 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Augusta (AUG)
8.2/10 Very Good! (188 reviews)
Friendly folks.Pet friendly and covenient to the lovell/Stoneham area.
Cons: Murphy beds no good for two especially older folks.
Tania and owner were very accomodating for night two, and upgraded us to larger bed.Our bones greatly appreciated it!!
Reviewed on Aug 11, 2026
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Sugarloaf Mountain Hotel
5092 Access Road Kingfield ME
$158 nightly
$172 total
Sep 13 - Sep 14
Total with taxes and fees
9.2/10 Wonderful! (635 reviews)
"We had issues with the room which took multiple conversations with the front desk and maintenance to fix- multiple apologies and excuses. In the end issues addressed. Kristen at the Front Desk was extremely helpful. The fact that the pool and the fitness center were closed was a huge dissatisfiers' ..."
Reviewed on Aug 10, 2026
Bingham Motor Inn
89 Main St Bingham ME
Fully refundableReserve now, pay when you stay
$96 nightly
$105 total
Aug 18 - Aug 19
Total with taxes and fees
Sugarloaf Inn
5000 Commons Circle Kingfield ME
$97 nightly
$106 total
Aug 19 - Aug 20
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 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 $393 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.
