Pleasant Ridge Vacations from $542

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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.
Jordan Hotel

Jordan Hotel

3 out of 5
Price was $657, price is now $542 per person
$542
per person
Jul 3 - Jul 8
found 10 hours ago
Roundtrip flight included
Chicago (CHI) to Augusta (AUG)
8.8/10 Excellent! (533 reviews)
Clean rooms and friendly staff. However I was there towards the end of the ski season and there was noticeably less staff around to help with bags and ski equipment when checking in, but I guess this is expected when visiting outside of peak season

Reviewed on Apr 11, 2026

Topside Inn

Topside Inn

3 out of 5
Save 100% on your flight
Price was $2,147, price is now $1,508 per person
$1,508
per person
Jul 10 - Jul 15
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Augusta (AUG)
10/10 Exceptional! (91 reviews)
Would definitely visit again. Staff was very welcoming, has a great attention to detail. Breakfast was spectacular, a savory or sweet morning!! And the cookie of the day!! Always coffee and tea and plenty of snacks available!!! The location, at the top of the hill, made for great viewing of the area, not only from our room but the main building as well. It was only a short walk to enjoy the downtown shops and restaurants.

Reviewed on May 16, 2026

Grand Summit Hotel

Grand Summit Hotel

3 out of 5
Price was $685, price is now $551 per person
$551
per person
Jul 3 - Jul 8
found 10 hours ago
Roundtrip flight included
Chicago (CHI) to Augusta (AUG)
8.4/10 Very Good! (373 reviews)
Slope easily accessible. Helpful, Friendly staff

Reviewed on Apr 16, 2026

The Brunswick Hotel

The Brunswick Hotel

3 out of 5
Price was $1,300, price is now $1,054 per person
$1,054
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Augusta (AUG)
9.4/10 Exceptional! (940 reviews)
Very nice historic hotel! Would stay there again!

Reviewed on May 11, 2026

Greenleaf Inn

Greenleaf Inn

2 out of 5
Price was $1,441, price is now $1,181 per person
$1,181
per person
Jul 10 - Jul 15
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Augusta (AUG)
9.2/10 Wonderful! (15 reviews)
Our host is the best! Such a beautiful property.

Reviewed on Nov 16, 2025

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Discover the most popular places to visit in Pleasant Ridge

Wyman Lake

5/5(1 review)

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

Sugarloaf Mountain Hotel

Sugarloaf Mountain Hotel

3.5 out of 5
5092 Access Road Kingfield ME
$131 nightly
The price is $142 total per night from May 20 to May 21
$142 total
May 20 - May 21
Total with taxes and fees
9.2/10 Wonderful! (600 reviews)
Staff was nice .

Reviewed on May 15, 2026

Sugarloaf Mountain Hotel
Sugarloaf Inn

Sugarloaf Inn

3 out of 5
5000 Commons Circle Kingfield ME
$82 nightly
The price is $89 total per night from May 25 to May 26
$89 total
May 25 - May 26
Total with taxes and fees
8.2/10 Very Good! (206 reviews)
I went on the off weeks Slopes closed and all restaurants closed … I was there to visit family in the area… had the public area to myself so we could sit and visit… Great for me….i

Reviewed on May 14, 2026

Sugarloaf Inn
Bingham Motor Inn

Bingham Motor Inn

2 out of 5
89 Main St Bingham ME
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $94 total per night from May 18 to May 19
$94 total
May 18 - May 19
Total with taxes and fees
8.4/10 Very Good! (85 reviews)
Great place

Reviewed on May 13, 2026

Bingham Motor Inn
See all 269 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.

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 $542 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.