Elegant Pittsfield Home Near Downtown & Skiing!
From
$601
/ night
Select dates to see prices and availability
From
$601
/ night
About this property
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and an arcade/game room.
Parking
Free Wi-Fi
Non-Smoking Rooms
Garden
Express Check-In/Check-Out
Free Parking
Location
140 Pomeroy Ave
Colonial Theater (0.4 miles)
Berkshire Athenaeum (0.4 miles)
Berkshire Museum (0.5 miles)
Lichtenstein Center for the Arts (0.7 miles)
Housatonic River (0.8 miles)
Barrington Stage Company (0.9 miles)
Room options
41
House (5 Bedrooms)
Room details
1 King Bed
, 2 Queen Beds
, 1 Full Bed
, and 1 Twin Bed
2712 ft²
Air ConditioningHeatingWi-Fi (Free)PatioFireplace
Guest reviews of Elegant Pittsfield Home Near Downtown & Skiing!
10
Exceptional
Based on 14 verified reviews
10
Eileen W.
Aug 5, 2025
·
Stayed 3 nights
This lovely home in Pittsfield, Mass. had a special charm all of its own. It was located in a quaint small town within walking distance. The host could not be more accommodating. Everything that anyone could possibly need was available. She even offered to buy baby gates for my young grandchildren. There were many toys for them to play with. The pantry and refrigerator were stocked with food necessities that were available for our use. She bought chocolate chip cookies for them when we arrived. When we checked out of the house my granddaughter left a small stuffed animal and the host called me to let me know. She promptly offered to mail it and immediately went to the post office to do so. We appreciated everything so much and we had a very enjoyable stay!
This lovely home in Pittsfield, Mass. had a special charm all of its own. It was located in a quaint small town within walking distance. The host could not be more accommodating. Everything that anyone could possibly need was available. She even offered to buy baby gates for my young grandchildren. There were many toys for them to play with. The pantry and refrigerator were stocked with food necessities that were available for our use. She bought chocolate chip cookies for them when we arrived. When we checked out of the house my granddaughter left a small stuffed animal and the host called me to let me know. She promptly offered to mail it and immediately went to the post office to do so. We appreciated everything so much and we had a very enjoyable stay!
10
Rachel W.
Jul 27, 2025
·
Stayed 2 nights
We were very happy with our stay. Everything was as it appeared on the listing. House was clean, had a great layout for what we needed and owner was communicative and very knowledgeable about the area.
We were very happy with our stay. Everything was as it appeared on the listing. House was clean, had a great layout for what we needed and owner was communicative and very knowledgeable about the area.
10
Mitch W.
Dec 8, 2024
·
Stayed 8 nights
We truly enjoyed our week in Pittsfield and the Berkshires. The kitchen was extremely well-stocked with every appliance imaginable and access to a full pantry. Loved the location. Gas fireplace was an added benefit. Rooms, bathrooms and closet space were perfect. Definitely recommend!
We truly enjoyed our week in Pittsfield and the Berkshires. The kitchen was extremely well-stocked with every appliance imaginable and access to a full pantry. Loved the location. Gas fireplace was an added benefit. Rooms, bathrooms and closet space were perfect. Definitely recommend!
10
Stacy
Oct 7, 2024
·
Our group of three families, including four young children, had a wonderful fall stay at The Duchess! The space was perfect for a group of this size, and we so appreciated the family-friendly amenities like booster seats and toys. The house is lovely, with many interesting and eclectic decor touches. My son, age 3, took to wandering the housing pointing and exclaiming, "art!" The rooms were spacious, comfortable, and well-appointed. We also appreciated the refrigerator and pantry staples provided. It felt like staying at a friend's home prepped with us in mind rather than a rental property. The location is great—walking distance from town and a short drive to lots of local events and attractions. We didn't require much support from the owners, but they did check in and provided timely responses both before and during our stay. We would definitely come back and would highly recommend!
Our group of three families, including four young children, had a wonderful fall stay at The Duchess! The space was perfect for a group of this size, and we so appreciated the family-friendly amenities like booster seats and toys. The house is lovely, with many interesting and eclectic decor touches. My son, age 3, took to wandering the housing pointing and exclaiming, "art!" The rooms were spacious, comfortable, and well-appointed. We also appreciated the refrigerator and pantry staples provided. It felt like staying at a friend's home prepped with us in mind rather than a rental property. The location is great—walking distance from town and a short drive to lots of local events and attractions. We didn't require much support from the owners, but they did check in and provided timely responses both before and during our stay. We would definitely come back and would highly recommend!
10
Renata H.
Sep 8, 2024
·
Stayed 2 nights
We stayed at this house for extended weekend while visiting Tanglewood. The entire property is very charming, elegant, spacious, and well equipped. It's located at a beautiful, quiet neighborhood. We absolutely loved our stay at this house. The property owner was very nice and very helpful with our every need. We will definitely come back soon!!!
We stayed at this house for extended weekend while visiting Tanglewood. The entire property is very charming, elegant, spacious, and well equipped. It's located at a beautiful, quiet neighborhood. We absolutely loved our stay at this house. The property owner was very nice and very helpful with our every need. We will definitely come back soon!!!
FAQs about Elegant Pittsfield Home Near Downtown & Skiing!
Is parking available at the property?
Yes, free self-parking is available onsite.
Does the property allow pets?
No pets are allowed, but service animals are permitted and exempt from fees.
What are the check-in and check-out times?
Check-in is from 3:00 PM, and check-out is until 11:00 AM. Early or late check-in/check-out may be available upon request.
What is the location of the property in relation to nearby attractions?
The property is located within a 15-minute drive of Tanglewood Music Center and Colonial Theater, 0.4 miles from Berkshire Athenaeum, and 8.1 miles from Jiminy Peak Mountain Resort.
What are the policies for children staying at the property?
Children are allowed to stay, and ages 0-17 can stay for free.
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