Pleasant Ridge Vacations from $470

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Photo by Robbie Martin

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.
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
Save 100% on your flight
per person
Oct 20 - Oct 27
found 4 hours ago
Roundtrip flight included
Charlotte (CLT) to Augusta (AUG)
8.2/10 Very Good! (1,011 reviews)
The room was just what we needed, pool was great, and surprise the breakfast I didn’t realize with include was super too.

Reviewed on Aug 11, 2025

Greenleaf Inn

Greenleaf Inn

2 out of 5
Save 100% on your flight
per person
Oct 27 - Oct 31
found 15 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Augusta (AUG)
9.4/10 Exceptional! (9 reviews)
The location and view of this property was excellent. The staff gave good dining recommendations. The fire pit at night with s’mores was nice. We were given a nice bouquet of flowers at time of check in. The morning breakfast was a bit different. The kitchen was stocked with eggs, cream cheese, yogurt and condiments and pastries. You were responsible to make your own breakfast in the kitchen.

Reviewed on Jul 23, 2025

Newagen Seaside Inn

Newagen Seaside Inn

3.5 out of 5
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Augusta (AUG)
9.4/10 Exceptional! (306 reviews)
Great stay. Staff friendly and helpful. Quiet and peaceful.

Reviewed on Aug 9, 2025

Mid-Town Motel

Mid-Town Motel

2 out of 5
Save 100% on your flight
per person
Oct 20 - Oct 27
found 4 hours ago
Roundtrip flight included
Charlotte (CLT) to Augusta (AUG)
9/10 Wonderful! (169 reviews)
Quaint 1950’s motel in the heart of Boothbay Harbor! Close to everything, very walkable.

Reviewed on Aug 8, 2025

Rangeley Lake Resort a Ramada by Wyndham

Rangeley Lake Resort a Ramada by Wyndham

2.5 out of 5
Save 100% on your flight
per person
Oct 20 - Oct 27
found 4 hours ago
Roundtrip flight included
Charlotte (CLT) to Augusta (AUG)
9.4/10 Exceptional! (60 reviews)
I was pleasantly surprised by how nice the cabin was! I read the positive reviews and felt comfortable staying there but didn’t realize how spacious and homey the cabin would feel! The beds were super comfortable, having a washer and dryer in the cabin was a pleasant surprise, and the quietness of the entire resort area was fantastic. Super spread out. Renting canoes, kayaks, and paddle boards was really easy. The cabin got a little warm during the day but the three box fans were a big help.

Reviewed on Jul 16, 2025

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Discover the most popular places to visit in Pleasant Ridge

Wyman Lake

Commune with nature and explore the great outdoors at Wyman Lake during your travels in Bingham.

Wyman Lake

Houston Brook Falls

Explore the great outdoors at Houston Brook Falls, a lovely green space in Bingham.

Houston Brook Falls

Pleasant Ridge Hotel Deals

Bingham Motor Inn

Bingham Motor Inn

2 out of 5
89 Main St, Bingham, ME
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $99 total per night from Aug 13 to Aug 14
$99 total
Aug 13 - Aug 14
Total includes taxes and fees
8.2/10 Very Good! (26 reviews)
"Property was great. I didn’t see photos of the room with one traveler but booked it on a whim. It was very 1970s style . I would suggest bringing your own shampoo and conditioner because the ones provided are very tiny. Smaller than travel size toothpaste. The stairs to get to our suite need some ..."

Reviewed on Aug 6, 2025

Bingham Motor Inn
Sugarloaf Mountain Hotel

Sugarloaf Mountain Hotel

3.5 out of 5
5092 Access Road, Kingfield, ME
$209 nightly
The price is $228 total per night from Sep 10 to Sep 11
$228 total
Sep 10 - Sep 11
Total includes taxes and fees
9/10 Wonderful! (519 reviews)
"Great size rooms, nice location. Stayed here two nights while motorcycling in the area. Would stay here again without hesitation."

Reviewed on Aug 6, 2025

Sugarloaf Mountain Hotel
Sugarloaf Inn

Sugarloaf Inn

3 out of 5
5000 Commons Circle, Kingfield, ME
$148 nightly
The price is $161 total per night from Aug 17 to Aug 18
$161 total
Aug 17 - Aug 18
Total includes taxes and fees
8.2/10 Very Good! (176 reviews)
"We traveled in August, when many people don't stay at this property (most stay at the higher priced hotel). There were actually no staff on site, directions and room entry were by email and phone. Resturant was closed, must go to one of the other options in the Sugarloaf complex. Room was adequate ..."

Reviewed on Aug 7, 2025

Sugarloaf Inn
See all 249 properties in Pleasant Ridge
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.

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Frequently asked questions

How much does a Pleasant Ridge vacation package cost?
Offering excellent value package deals from $470 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.