Pleasant Ridge Vacation Packages

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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.

Top Pleasant Ridge Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Topside Inn
Sunset Chalet-amazing Views Private hot tub
Little Landing Cottage-gorgeous View BBQ Wi-fi
Cozy Keyes Cottage-family-friendly Amazing Views
Pressey House Lakeside Bed & Breakfast

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Pleasant Ridge Hotel Deals

Sugarloaf Mountain Hotel

Sugarloaf Mountain Hotel

3.5 out of 5
5092 Access Road Kingfield ME
The price is CA $156 per night from Jun 1 to Jun 2
CA $156
CA $191 total
Jun 1 - Jun 2
includes taxes & fees
9.2/10 Wonderful! (601 reviews)
"Stayed one night for the marathon. Hotel was comfortable and clean, decent value for the price. Staff were excellent- helpful and friendly. Biggest disappointment was the 45 North restaurant - very slow service (seemed understaffed), limited menu, mediocre food and high prices."

Reviewed on May 18, 2026

Sugarloaf Mountain Hotel
Sugarloaf Inn

Sugarloaf Inn

3 out of 5
5000 Commons Circle Kingfield ME
The price is CA $114 per night from May 21 to May 22
CA $114
CA $131 total
May 21 - May 22
includes taxes & 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
The price is CA $119 per night from May 19 to May 20
CA $119
CA $130 total
May 19 - May 20
includes taxes & fees
8.4/10 Very Good! (85 reviews)
"Great place"

Reviewed on May 13, 2026

Bingham Motor 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.