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Our top choices for Jackson bed & breakfast

Pine Tree Trail Lodge

Pine Tree Trail Lodge
3.0 star property
Pittsfield
$399 nightly
The price is $435
Jan 11 - Jan 12, 2026
Total with taxes and fees
Pine Tree Trail Lodge
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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Jackson B&B information

Number of reviews
Accommodation
5 B&B
Lowest Price
$435
Highest Price
$435

Frequently asked questions

Searching for B&Bs in Jackson?
If you're looking for something a little quirkier than your standard hotel, a stay at a bed and breakfast might be the perfect option for your getaway.
Why should you consider a B&B versus a traditional hotel?
B&Bs all have a unique charm. Whether it's a comfy common area with a fireplace or a beautiful breakfast room, the little details are what make bed and breakfasts a home away from home.
What are the best B&Bs in Jackson?
Below are some well-liked B&Bs in the surrounding area: Old Winterport Commercial House: 5 rooms. 13.7 mi (22 km) from the heart of Jackson. Enjoy the free buffet breakfast and unique décor. The Jeweled Turret Inn: 7 rooms. 14.4 mi (23.1 km) from the downtown core. Enjoy the free full breakfast and designer toiletries. The Inn on Primrose Hill: 8 rooms. Situated 14 mi (22.6 km) from the heart of Jackson. Enjoy the free full breakfast and unique décor. Captain Sweetser's Inn: 5 rooms. 14.6 mi (23.5 km) from the heart of downtown. Enjoy the free cooked breakfast and unique décor. Belfast Bay Inn: 8 rooms. Located 14.2 mi (22.8 km) from the core of Jackson. Enjoy the local cuisine breakfast and soaking bathtubs.
When is the best time to stay at a B&B in Jackson?
When you're planning your stay in Jackson, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Jackson are January, March, December, and February, with each month seeing an average of 9 inches of snowfall.
How can I get to and around Jackson?
Mapping out your trip in and around Jackson is easy with these transportation options. Fly into Bangor Intl. Airport (BGR), which is located 20.1 mi (32.3 km) away from the heart of the city. Otherwise, you can search for flights to Waterville, ME (WVL-Robert Lafleur), which is 28.1 mi (45.2 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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