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
Price was CA $1,781, price is now CA $1,516 per person
CA $1,516
per person
Jul 23 - Jul 25
found 1 day ago
Roundtrip flight included
Montreal (YUL) 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
Sunset Chalet-amazing Views Private hot tub
Price was CA $4,242, price is now CA $3,583 per person
CA $3,583
per person
Jul 8 - Jul 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Augusta (AUG)
10/10 Exceptional! (2 reviews)
Easy to find, amenties were great for kitchen, bathroom, and game room. We look forward to going again but try one of the treehouses.
Reviewed on Nov 3, 2024
Little Landing Cottage-gorgeous View BBQ Wi-fi
Price was CA $4,012, price is now CA $3,399 per person
CA $3,399
per person
Jul 8 - Jul 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Augusta (AUG)
10/10 Exceptional! (1 review)
I love this little cottage. I will definitely be staying again. Thank you.!!!!!
Reviewed on May 26, 2025
Pleasant Ridge Hotel Deals
Sugarloaf Mountain Hotel
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 Inn
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
Bingham Motor Inn
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
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.
