A historic building with classical architecture, a traffic light, and a yellow taxi.

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Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20
No exact matches found, but these alternatives could be just right

Recommended hotels in Pittsfield

An indoor swimming pool with clear water, tiled floors, and a blue wall.

1. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (244 reviews)
"Very nice rooms, staff friendly."
United States
Ginger
The price is CA $134
CA $149 total
includes taxes & fees
Nov 19 - Nov 20
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,221 reviews)
"Beautiful location. Easy access to local restaurants and hiking trails."
United States
Joel
The price is CA $120
CA $166 total
includes taxes & fees
Nov 10 - Nov 11
Berkshire Mountain Lodge
A building entrance with a large planter with purple flowers and a small tree.

3. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (959 reviews)
"This was an excellent hotel. Super convenient right in the middle of town, clean, huge rooms, historic, and comfortable, I would love to stay here again I would recommend it to anyone!"
United States
Devon
The price is CA $174
CA $194 total
includes taxes & fees
Nov 2 - Nov 3
Hotel On North
A hotel patio with outdoor seating and a fire pit.

4. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (715 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
The price is CA $180
CA $201 total
includes taxes & fees
Nov 8 - Nov 9
Hilton Garden Inn Lenox Pittsfield
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

5. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.4 out of 10, Very good, (1,006 reviews)
"Room was spacious and clean"
United States
James
The price is CA $137
CA $153 total
includes taxes & fees
Nov 15 - Nov 16
Best Western Plus Berkshire Hills Inn & Suites
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

6. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (938 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
The price is CA $118
CA $131 total
includes taxes & fees
Nov 21 - Nov 22
Berkshire Inn
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

7. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (427 reviews)
"Consistently, a clean, quiet, convenient location and comfortable stay."
United States
Debra
The price is CA $139
CA $156 total
includes taxes & fees
Oct 26 - Oct 27
The Central Downtown Inn & Suites
A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.

8. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
7.8 out of 10, Good, (1,000 reviews)
"enjoyed our stay"
United States
Mark
The price is CA $155
CA $173 total
includes taxes & fees
Nov 14 - Nov 15
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

9. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (925 reviews)
"This motel was well-cared for and a good value compared to anywhere close boy on our early-October Saturday night in the busy Berkshires!"
United States
Richard
The price is CA $90
CA $101 total
includes taxes & fees
Oct 27 - Oct 28
FairBridge Inn Express
A wooden deck with a table and chairs, surrounded by a white railing.

10. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Pittsfield
8.4 out of 10, Very good, (10 reviews)
"Very comfortable and clean accommodations in a nice neighborhood, and a great deck to appreciate the view."
United States
Stephen L.
The price is CA $378
CA $699 total
includes taxes & fees
Oct 26 - Oct 27
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
A wooden deck with outdoor furniture, including chairs and a table, surrounded by a lush garden and trees.

11. Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak
Hancock
10.0 out of 10, Exceptional, (22 reviews)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
The price is CA $884
CA $1,616 total
includes taxes & fees
Oct 27 - Oct 28
Hancock Village Inn Near Jiminy Peak
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

12. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,010 reviews)
"The location was good for our trip."
United States
Basil
The price is CA $134
CA $150 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

13. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (929 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
The price is CA $111
CA $124 total
includes taxes & fees
Oct 25 - Oct 26
Howard Johnson by Wyndham Lenox
A spacious hotel lobby with multiple seating areas, large windows, and a television.

14. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,002 reviews)
"Breakfast was great"
United States
Thomas
The price is CA $154
CA $172 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn & Suites Berkshires-Lenox
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

15. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,046 reviews)
"A very good place to stay"
United States
Madhavi R
The price is CA $183
CA $205 total
includes taxes & fees
Nov 1 - Nov 2
Berkshires Untold
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

16. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (679 reviews)
"Great stay!"
United States
Vandhana
The price is CA $177
CA $197 total
includes taxes & fees
Nov 8 - Nov 9
Courtyard by Marriott Lenox Berkshires
A hotel room with a large bed, a wooden headboard, a bedside table with a lamp, a framed picture on the wall, and a door leading to another room.

17. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,000 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
The price is CA $158
CA $177 total
includes taxes & fees
Nov 15 - Nov 16
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

18. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,003 reviews)
"Had a comfortable stay."
United States
Lucinda
The price is CA $130
CA $146 total
includes taxes & fees
Nov 15 - Nov 16
Quality Inn Lee - Lenox South
A multi-story hotel with a central entrance, a flagpole, and landscaped gardens.

19. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (47 reviews)
"Clean, spacious room Accommodating staff especially Shawn and Jennifer at the front desk. Very nice pool and gym Definitely coming back"
United States
Francis
The price is CA $190
CA $212 total
includes taxes & fees
Nov 8 - Nov 9
Element by Marriott Lenox Berkshires
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

20. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,769 reviews)
"This was a fantastic property to end our New England trip!"
United States
Adrianne
The price is CA $113
CA $142 total
includes taxes & fees
Nov 1 - Nov 2
Vacation Village in the Berkshires
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

Hotel On North

Hotel On North

10/10 Excellent
"Staff is awesome and this dog friendly hotel doesn’t feel dirty or different than any other boutique hotel."
Vicki 1-night trip
Posted 10 hours ago
Hotel On North

Find out more about Pittsfield

Pittsfield Hostels information

Number of reviews
11,762
Accommodation
0 Hostels
Lowest Price
CA $101
Highest Price
CA $1,616

Frequently asked questions

What are the best hostels in Pittsfield?
You may be able to find reasonable rates at these Pittsfield accommodations, which have positive reviews from our travelers: Berkshire Mountain Lodge - Guests can enjoy free WiFi, free parking, and a 24-hour front desk at this motel. FairBridge Inn Express - You can take advantage of free breakfast, free WiFi, and free parking at this hotel. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG - Property features at this hotel include free breakfast, free WiFi, and free parking. Hotel On North - Property features at this motel include free WiFi, free parking, and a 24-hour front desk.
When is the best time of year to stay in a hostel in Pittsfield?
The weather is important when you want to venture out and explore, so here are some stats about the local climate: The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Pittsfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to see and do in Pittsfield?
Depending on what interests you, you might like to check out some places near Pittsfield. Get out into nature with places like Housatonic River, Onota Lake, and Pontoosuc Lake. Cultural attractions include Berkshire Museum, Colonial Theater, and Hancock Shaker Village. Visit landmarks like Herman Melville's Arrowhead.
What's the best way to get to and around Pittsfield while staying at a hostel?
Keep this information about transit options in and around Pittsfield on hand to make the most of your stay: You can search for flights to the nearest airport, which is Pittsfield, MA (PSF-Pittsfield Municipal), located 2.5 mi (4 km) from the city center. An alternative is Hudson, NY (HCC-Columbia County), situated 25.7 mi (41.4 km) away. When you're out and about, you may want to use public transit to get around. Train stations including Pittsfield Intermodal Transportation Center and Pittsfield Station make it easy to see more of the surrounding area.

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