Pleasant Pond Vacations

Book a Hotel + Flight or Car together to unlock savings

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.

Pleasant Pond Hotel Deals

Bingham Motor Inn

Bingham Motor Inn

2 out of 5
89 Main St Bingham ME
$87 nightly
The price is $94 total per night from Nov 4 to Nov 5
$94 total
Nov 4 - Nov 5
Total with taxes and fees
8.8/10 Excellent! (172 reviews)
"Spacious room, recently renovated, clean, has a refrigerator, microwave, and toaster. There was a a market, gas station and restaurant near to the motel. Would stay here again."

Reviewed on Nov 2, 2026

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

Rural Maine cabin near Flagstaff Lake, Bigelow Preserve and Sugarloaf

Highland Plantation ME
$142 nightly
The price is $155 total per night from Nov 4 to Nov 5
$155 total
Nov 4 - Nov 5
Total with taxes and fees
10/10 Exceptional! (121 reviews)
"Very clean and well furnished. Everything we needed and well located to access the Bigelow mountains."

Reviewed on Sep 21, 2026

Rural Maine cabin near Flagstaff Lake, Bigelow Preserve and Sugarloaf
Charming renovated Bank building direct access for ATV/ snowmobiles

Charming renovated Bank building direct access for ATV/ snowmobiles

Bingham ME
$147 nightly
The price is $160 total per night from Nov 4 to Nov 5
$160 total
Nov 4 - Nov 5
Total with taxes and fees
Charming renovated Bank building direct access for ATV/ snowmobiles
See all 67 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.

Find the Best Pleasant Pond Vacation Packages

Pleasant Pond Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Pleasant Pond vacation package cost?
You can snap up a vacation package to this popular destination on Expedia. However, how much your vacation to Pleasant Pond costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Pleasant Pond?
If you're hoping to score a cheap Pleasant Pond vacation package, consider traveling in September, November and December. You'll usually find lower rates on hotels and flights during these months — perfect for a budget-friendly break.
How many days is enough for Pleasant Pond?
With a well-organized travel plan, you can easily visit the main Pleasant Pond sights in a handful of days. But if you want to venture off the beaten track or go on day trips, think about booking your Pleasant Pond vacation for longer.
How to find the best Pleasant Pond package deals?
Start your search for a Pleasant Pond package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Pleasant Pond package deal straight 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 adventure off to a flying start.
Is it cheaper to book a Pleasant Pond vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and hotels separately. Better still, you can personalize your Pleasant Pond trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Pleasant Pond?
If you're planning an impromptu Pleasant Pond adventure, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Pleasant Pond vacation packages?
Your Pleasant Pond getaway should be an escape from your busy life, not a reason for money worries. So to allow you a little more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.