Pleasant Ridge Vacation Packages
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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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.
OneSixtyFive
CA $2,069
per person
Dec 30 - Jan 6
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Augusta (AUG)
9.4/10 Exceptional! (171 reviews)
Great location for a visit to Brunswick. We took the Downeaster from Woburn for an overnight. Our room was on the first floor in the Carriage House which was nicely decorated but the noise from the room above was a bit much: we could hear the other guests conversations and movements. We were able to enjoy both dinner and breakfast in the main building.
Reviewed on Oct 18, 2026
Ready to book your vacation to Pleasant Ridge?
Pleasant Ridge Hotel Deals
Sugarloaf Mountain Hotel
5092 Access Road Kingfield ME
CA $198
CA $242 total
Oct 20 - Oct 21
includes taxes & fees
9.2/10 Wonderful! (660 reviews)
"Amazing place!!"
Reviewed on Oct 19, 2026
Bingham Motor Inn
89 Main St Bingham ME
Fully refundableReserve now, pay when you stay
CA $116
CA $127 total
Oct 20 - Oct 21
includes taxes & fees
Sugarloaf Inn
5000 Commons Circle Kingfield ME
CA $122
CA $140 total
Oct 21 - Oct 22
includes taxes & fees
8.2/10 Very good! (230 reviews)
"Everything thing was wonderful... The only thing I would add is a mini refrigerator in the rooms.. Thanks Chassity"
Reviewed on Oct 15, 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.
Frequently asked questions
How much does a Pleasant Ridge vacation package cost?
You can grab a vacation package to this top destination from CA $2,069 on Expedia. However, how much your vacation to Pleasant Ridge costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Pleasant Ridge?
January, February and March are the best times to look for cheap Pleasant Ridge vacation packages. Choosing to travel in quieter months means you'll typically find reduced prices on flights and hotels.
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. Generally, a handful of days to a week will give you enough time to visit all the leading sights and discover some hidden spots along the way.
How to find the best Pleasant Ridge package deals?
Landing a cheap Pleasant Ridge package deal is easy with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget range, add some filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Pleasant Ridge package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Pleasant Ridge vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking accommodations and flights separately. Better still, you can customize your Pleasant Ridge getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Pleasant Ridge?
Land fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Pleasant Ridge escape.
How to plan a trip to Pleasant Ridge?
- Choose when to go: Check your diary and get packing. Your preferred season and the available activities will also help you decide when to visit Pleasant Ridge.
- Set your budget: Factor in costs such as transportation, flights and meals when working out how much to set aside for your trip to Pleasant Ridge. Then, pick a hotel that fits your budget, whether that's a low-cost stay or a deluxe getaway.
- Determine how many days away: Start by making a list of all the attractions you want to get to in Pleasant Ridge. Then, estimate how long you'll need for each, along with any travel time.
- Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to pick a Pleasant Ridge vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
