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.
Grand Summit Hotel

Grand Summit Hotel

3 out of 5
Price was CA $824, price is now CA $721 per person
CA $721
per person
Aug 14 - Aug 17
found 9 hours ago
Roundtrip flight included
Ottawa (YOW) to Augusta (AUG)
8.4/10 Very good! (380 reviews)
Easy ski in ski out access very nice staff that were always willing to help

Reviewed on Jul 1, 2026

Jordan Hotel

Jordan Hotel

3 out of 5
Price was CA $830, price is now CA $737 per person
CA $737
per person
Aug 14 - Aug 17
found 9 hours ago
Roundtrip flight included
Ottawa (YOW) to Augusta (AUG)
8.8/10 Excellent! (539 reviews)
Great pool and we loved the balct

Reviewed on Jun 29, 2026

Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
Price was CA $1,117, price is now CA $1,011 per person
CA $1,011
per person
Aug 14 - Aug 17
found 9 hours ago
Roundtrip flight included
Ottawa (YOW) to Augusta (AUG)
8/10 Very good! (1,003 reviews)
The Flagship Inn was surprisingly great. The room was clean and had a sweet retro fridge and microwave. The staff was just lovely and responded immediately to a request for more towels. Kids loved the pool and the free breakfast was good. Especially for the kids. It was very convenient to the botanical gardens and downtown Boothbay.

Reviewed on Jul 1, 2026

Evergreen Valley Inn by Coolvacay

Evergreen Valley Inn by Coolvacay

3 out of 5
Price was CA $800, price is now CA $724 per person
CA $724
per person
Aug 14 - Aug 17
found 9 hours ago
Roundtrip flight included
Ottawa (YOW) to Augusta (AUG)
8.2/10 Very good! (185 reviews)
I met three staff members here. They could not have been nicer or more accommodating. Seriously...the most friendly staff I have encountered in all of my travel days.

Reviewed on Jun 24, 2026

Stone Park

Stone Park

4 out of 5
Price was CA $1,560, price is now CA $1,493 per person
CA $1,493
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Augusta (AUG)
9.4/10 Exceptional! (221 reviews)
Property was very clean and spacious. We made breakfast in room and packed lunches for our day. Coffee in lobby was a nice plus. It’s convenient to grocery stores. It’s about a 30 min drive to Bar Harbor and Acadia Park. I would stay there again

Reviewed on Jul 2, 2026

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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 $178 per night from Jul 21 to Jul 22
CA $178
CA $217 total
Jul 21 - Jul 22
includes taxes & fees
9.2/10 Wonderful! (611 reviews)
"It is a nice hotel and the room was great. The only problem was we were on the sixth floor and it was a tiny bit windy, but it sounded like we had a wind tunnel in our room. It kept waking us up both nights that we were there, sounded like a tornado was going through the room."

Reviewed on Jun 22, 2026

Sugarloaf Mountain Hotel
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 $123 per night from Jul 9 to Jul 10
CA $123
CA $134 total
Jul 9 - Jul 10
includes taxes & fees
8.4/10 Very good! (94 reviews)
"Such a nice little spot. Highly recommend. Simple, CLEAN and so quiet!!"

Reviewed on Jul 1, 2026

Bingham Motor Inn
Sugarloaf Inn

Sugarloaf Inn

3 out of 5
5000 Commons Circle Kingfield ME
The price is CA $157 per night from Aug 3 to Aug 4
CA $157
CA $178 total
Aug 3 - Aug 4
includes taxes & fees
8.2/10 Very good! (210 reviews)
"Great value...for minimal amenities. Only thing was a bathroom sink that drained very slowly."

Reviewed on Jun 25, 2026

Sugarloaf Inn
See all 293 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?
You can grab a vacation package to this top destination from CA $721 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

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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.