Pleasant Pond Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Pleasant Pond

Bingham Motor Inn

Bingham Motor Inn

2 out of 5
89 Main St Bingham ME
The price is €80 per night from 5 Nov to 6 Nov
€80
5 Nov - 6 Nov
includes taxes & fees
8.8/10 Excellent! (173 reviews)
"Excellent location. It's our camp without the maintenance!"

Reviewed on 4 Nov 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
The price is €141 per night from 5 Nov to 6 Nov
€141
5 Nov - 6 Nov
includes taxes & fees
10/10 Exceptional! (121 reviews)
"Very clean and well furnished. Everything we needed and well located to access the Bigelow mountains."

Reviewed on 21 Sept 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
The price is €137 per night from 5 Nov to 6 Nov
€137
5 Nov - 6 Nov
includes taxes & fees
Charming renovated Bank building direct access for ATV/ snowmobiles
See all 66 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.

Frequently asked questions

How much does a Pleasant Pond holiday package cost?
You can snap up a holiday package to this popular destination on Expedia. However, how much your holiday 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?
January, February and March are great times to search for cheap Pleasant Pond holiday packages. Choosing to travel in less busy periods means you'll typically find lower prices on flights and accommodation.
How many days is enough for Pleasant Pond?
Typically, a handful of days is enough to explore the main attractions during your Pleasant Pond holiday. But if you prefer to have time to kick back or take day tours, think about extending your itinerary.
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 holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging flights and hotels separately. Better still, you can personalise 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 holiday 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.
How to plan a trip to Pleasant Pond?

  1. Pick your travel dates: The things you want to do in Pleasant Pond and your favourite season can help you decide when to go.
  2. Set your budget: Consider costs like flights, food and transportation when working out how much to put aside for your trip to Pleasant Pond. Then, select a property that fits your budget, whether that's an affordable option or a deluxe getaway.
  3. Decide how long to go away for: Now that you know more about Pleasant Pond, you can work out the perfect length of your holiday. Put together a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Combine your accommodation and airfare: Once you've nailed down your trip dates and duration, lock in the perfect Pleasant Pond holiday package for you.

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