Search Guest Houses in Pittsfield

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Guest Houses in Pittsfield

Our top choices for Pittsfield guest houses

Hudson valley and The Berkshires Cottage
Exterior

Hudson valley and The Berkshires Cottage

10.0 out of 10, Exceptional, (14)
"This is an excellent place to get away and relax! Beautiful property inside and out."
$298 nightly
The price is $302
Sep 10 - Sep 11
Total with taxes and fees
Hudson valley and The Berkshires Cottage
The Revival House
Romantic Room, 1 King Bed (Room 4) | Desk, iron/ironing board, free WiFi

The Revival House

3.0 star property
9.0 out of 10, Wonderful, (12)
"We thoroughly enjoyed our stay at The Revival House! Super comfortable, clean, and the inside has great decor sensibilities. We will be back if we’re ever in the area again!"
$180 nightly
The price is $201
Sep 3 - Sep 4
Total with taxes and fees
The Revival House
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (312)
"Friendly staff, clean and perfect for a trip with the pups! "
$105 nightly
The price is $117
Sep 23 - Sep 24
Total with taxes and fees
The Central Downtown Inn & Suites
Berkshire Village Carriage House - Super Private!!
Fridge, microwave, oven, stovetop

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (257)
"Host was very friendly and helpful. House was absolutely adorable and decorated well. Plenty of parking. Beautiful, well-maintained property. Great for hikes. Lovely fire pit area and lots of wood. Very convenient location to recreation in The Berkshires. I would stay here again. "
$204 nightly
The price is $228
Sep 16 - Sep 17
Total with taxes and fees
Berkshire Village Carriage House - Super Private!!
The Dewey
Exterior

The Dewey

3.5 star property
8.6 out of 10, Excellent, (323)
"excellent stay!! The Dewey is a cozy getaway location!"
$187 nightly
The price is $209
Sep 22 - Sep 23
Total with taxes and fees
The Dewey
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Room was very clean. There is a lot to do at the property, 2 pools, activities for the kids. Lots of things to do in the area "
Judy 2-night trip
Posted 5 days ago
Vacation Village in the Berkshires

Find out more about Pittsfield

Find out more about Pittsfield

Pittsfield Guest Houses information

Number of reviews
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 Guest Houses
Lowest Price
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Frequently asked questions

What are the most popular guest houses in Pittsfield according to reviews?
The Central Downtown Inn & Suites is a great choice for travelers seeking a comfortable and convenient stay in Pittsfield, boasting an impressive 8.8 rating. This guest house is superb for those who appreciate the comforts of home, featuring fully equipped kitchens with stovetops, microwaves, and dishwashers, allowing families to prepare meals together. The spacious rooms make it an ideal spot for both relaxation and quality family time, ensuring everyone feels at ease.
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.