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Guest Houses in Pittsfield

Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore
Relax on the spacious porch with Adirondack chairs, surrounded by a serene natural setting and lush greenery.

Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore

2.0 star property
10.0 out of 10, Exceptional, (10)
"Beautiful and cozy!"
Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore
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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Top Pittsfield Hotel Reviews

The Elmwood

The Elmwood

10/10 Excellent
"Nicely updated large sized room. Liked that the sink area was outside bathroom. Parking was right outside to room. Coffee was wonderful and they even had decaf!!"
Cindy 1-night trip
Posted 1 day ago
The Elmwood

Frequently asked questions

What is the nightly rate for a guest house in Pittsfield?
Rates for Pittsfield guest houses vary, but travelers can find great-value prices with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Pittsfield guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Pittsfield guest house and a B&B?
A guest house in Pittsfield is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.