Pleasant Ridge Vacations from $680

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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.
The Brunswick Hotel
Greenleaf Inn
Flagship Inn and Suites
Admirals Quarters Inn
OneSixtyFive
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Pleasant Ridge Hotel Deals

Sugarloaf Mountain Hotel

Sugarloaf Mountain Hotel

3.5 out of 5
5092 Access Road, Kingfield, ME
$203 nightly
The price is $221 total per night from Nov 2 to Nov 3
$221 total
Nov 2 - Nov 3
Total with taxes and fees
9/10 Wonderful! (523 reviews)
"Quite in off season"

Reviewed on Sep 23, 2025

Sugarloaf Mountain Hotel
Bingham Motor Inn

Bingham Motor Inn

2 out of 5
89 Main St, Bingham, ME
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $105 total per night from Oct 16 to Oct 17
$105 total
Oct 16 - Oct 17
Total with taxes and fees
8.2/10 Very Good! (54 reviews)
"My ONLY negative comment was the confusion (and I was not the only guest) with the unattended check in. Main house had a note saying "remote check in"...there was nobody onsite to guide uou on what/where/how. I had not received my instructions prior with room # and access details...another guest ..."

Reviewed on Oct 5, 2025

Bingham Motor Inn
Sugarloaf Inn

Sugarloaf Inn

3 out of 5
5000 Commons Circle, Kingfield, ME
$148 nightly
The price is $161 total per night from Oct 13 to Oct 14
$161 total
Oct 13 - Oct 14
Total with taxes and fees
8.2/10 Very Good! (184 reviews)
"I haven't realized that the hotel was not fully open. It was little unnerving to not have any staff at the facility. But instructions were clear and all was good. There were not too many guests there so it was very quiet. I would probably stay again."

Reviewed on Oct 4, 2025

Sugarloaf 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.

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 $680 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.