Pleasant Pond Vacation Packages

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Your Pleasant Pond Vacation

When a getaway to the city is calling, answer it with a Pleasant Pond vacation package. With all your travel plans taken care of before you leave, all you need to do here is concentrate on enjoying yourself. Any trip to Pleasant Pond should include a little sightseeing. Appalachian Trail is an excellent place to kick off your exploring. A few quick clicks is all it takes to craft the ultimate Pleasant Pond vacation on Expedia.

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Pleasant Pond Hotel Deals

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 Aug 17 to Aug 18
CA $119
CA $130 total
Aug 17 - Aug 18
includes taxes & fees
8.2/10 Very Good! (25 reviews)
"Property was great. I didn’t see photos of the room with one traveler but booked it on a whim. It was very 1970s style . I would suggest bringing your own shampoo and conditioner because the ones provided are very tiny. Smaller than travel size toothpaste. The stairs to get to our suite need some ..."

Reviewed on Aug. 6, 2025

Bingham Motor Inn
Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf

Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf

Highland Plantation
The price is CA $142 per night from Aug 11 to Aug 12
CA $142
CA $230 total
Aug 11 - Aug 12
includes taxes & fees
9.8/10 Exceptional! (95 reviews)
"Lois greeted me and was very welcoming, showed me some of Paul’s woodwork and showed me around the cabin and grounds. It was extremely peaceful and cozy, very close to bigelow and flagstaff, and a nice fire pit out back, cool outdoor kitchen and comfy bed. I was happy and grateful."

Reviewed on Aug. 3, 2025

Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf
Cottage on the Kennebec

Cottage on the Kennebec

Caratunk
10/10 Exceptional! (70 reviews)
"We had the best time visiting Maine and staying at this super cozy and clean cabin. Mike and Kim were friendly and went above and beyond to make us feel at home. I could have talked to Kim all night. Lol. We just loved the peace and quiet of the property and can’t wait to return."

Reviewed on Jul. 10, 2025

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Cottage on the Kennebec
See all 43 properties in Pleasant Pond
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 Pond vacation package cost?
You'll find cheap prices on Expedia for your Pleasant Pond getaway. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Pleasant Pond costs.
What are the cheapest months to go to Pleasant Pond?
You can typically find reduced prices and better availability in January, February and March. Explore our cheap Pleasant Pond vacation packages and you could score some great off-season discounts.
How many days is enough for Pleasant Pond?
Typically, a handful of days is enough to see the main sights during your Pleasant Pond vacation. However, if you want to have some time to chill out or take day trips, consider extending your itinerary.
How to find the best Pleasant Pond package deals?
Start your search for a Pleasant Pond package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Pleasant Pond package deal right away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Pleasant Pond getaway off to a flying start.
Is it cheaper to book a Pleasant Pond vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized Pleasant Pond vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Pleasant Pond?
If you have your Pleasant Pond travel dates locked in, book as soon as you can to bag some outstanding deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Pleasant Pond?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Pleasant Pond.
  2. Set a budget: Consider expenses such as transportation, flights and meals when working out how much to save for your trip to Pleasant Pond. Then, pick a hotel that suits your budget, whether that's a wallet-friendly option or a deluxe retreat.
  3. Decide how long to go away for: Now that you're more familiar with Pleasant Pond, you can work out the ideal length of your vacation. Pull together a draft plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your airfare and accommodations: Once you've settled on your travel dates and duration, lock in the right Pleasant Pond vacation package for you.

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