Pittsfield Massachusetts Accommodations

Find accommodations in Pittsfield with the hotel list provided below. Search for the cheapest discounted hotel and motel rates in or near Pittsfield, MA for your business or personal leisure travel. Discover the best Pittsfield Massachusetts hotel rooms. Review the Pittsfield hotel list below to find the perfect lodging. We also have a map of the Pittsfield hotels. Planning a group? Lock in Pittsfield Group Hotel Discounts

The Pittsfield center point is around the area of Gallery 19 and the area of Children's Museum Berkshire.

Pittsfield is a friendly city in Berkshire County, Massachusetts. It is the fourth largest city in western Massachusetts and one of the nation's top places for retirees — not that you have to be a senior citizen to appreciate its charms. Pittsfield offers plenty for tourists of all ages to see and do. More from this guide...

Pittsfield Hotels/Accommodations

Hotel on North : 297 North St.
+1-888-389-4121
297 North St., Pittsfield, MA 01201 +1-888-389-4121
  • Expensive Downtown property
  • Hotel has a green policy Learn more
From£118
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel : 1 West St.
+1-888-675-2083
1 West St., Pittsfield, MA 01201 +1-888-675-2083
  • Mid-scale Downtown hotel
  • Gym / Fitness Center Available
From£63
Average 3.0 /5 Review Score Call BookMore Details
Berkshire Inn in Pittsfield
+1-800-716-8490
150 West Housatonic St., Pittsfield, MA 01201 +1-800-716-8490
  • 2 star Downtown property
  • Free breakfast available
From£70
Average 3.0 /5 Recent Reviews Call BookMore Details
Econo Lodge
+1-800-805-5223
16 Cheshire Rd., Pittsfield, MA 01201 +1-800-805-5223
  • Cheap Downtown property
  • 2 floors in hotel
From£37
Poor 2.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield - Pittsfield
+1-888-965-1860
1032 South St., Pittsfield, MA 01201 +1-888-965-1860
  • Affordable Suburban hotel
  • Hotel has 3 suites
From£74
Very good 4.0 /5 Reviews Call BookMore Details
Lenox Inn : 525 Pittsfield Rd.
+1-888-788-5576
525 Pittsfield Rd., Lenox, MA 01240 +1-888-788-5576 ~3.13 miles south of Pittsfield
  • Inexpensive property
  • Check in time: 15:00
Knights Inn Lenox in Lenox
+1-888-897-9207
474 Pittsfield Rd., Lenox, MA 01240 +1-888-897-9207 ~3.36 miles south of Pittsfield
  • 2 star Downtown property
  • Check in: 2.00 pm
Yankee Inn - Lenox
+1-888-311-4278
461 Pittsfield Rd., Lenox, MA 01240 +1-888-311-4278 ~3.41 miles south of Pittsfield
  • Economy hotel
  • Hotel has 96 rooms
From£114
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox
+1-888-469-4795
445 Pittsfield Rd., Lenox, MA 01240 +1-888-469-4795 ~3.46 miles south of Pittsfield
  • Mid-scale Mountain property
  • Fitness center on property
From£85
Average 3.0 /5 Review Score Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites : 1350 West Housatonic St.
+1-888-734-9421
1350 West Housatonic St., Pittsfield, MA 01201 +1-888-734-9421
  • Midscale Rural hotel
  • Hotel has 3 floors
From£62
Very good 4.0 /5 Read Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only : 55 Lee Rd.
+1-888-841-5292
55 Lee Rd., Lenox, MA 01240 +1-888-841-5292 ~3.89 miles south of Pittsfield
  • 4 star Resort hotel
  • Check in: 3PM
From£108
Average 3.0 /5 Latest Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox in Lenox
+1-888-455-5160
462 Pittsfield Rd., Lenox, MA 01240 +1-888-455-5160 ~4.43 miles south of Pittsfield
  • Two star Resort hotel
  • Free complimentary breakfast
From£51
Average 3.0 /5 Read Reviews Call BookMore Details
Life House Berkshires
+1-888-965-8297
194 Pittsfield Rd., Lenox, MA 01240 +1-888-965-8297 ~4.63 miles south of Pittsfield
  • Low priced Suburban property
  • Comp. Breakfast
From£38
Average 3.0 /5 Latest Reviews Call BookMore Details
Eastover Estate & Retreat
+1-888-906-6358
430 East St., Lenox, MA 01240 +1-888-906-6358 ~5.53 miles south of Pittsfield
  • High-end Mountain hotel
  • Check in time: 4:00PM
From£85
Average 3.5 /5 Latest Reviews Call BookMore Details
The Cornell Inn, Lenox - Lenox
+1-888-749-6785
203 Main St., Lenox, MA 01240 +1-888-749-6785 ~6.07 miles south of Pittsfield
  • Mid-scale Mountain hotel
  • 28 rooms in property
From£47
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Dewey by The Lenox Collection
+1-888-878-9982
7 Hubbard St., Lenox, MA 01240 +1-888-878-9982 ~6.30 miles south of Pittsfield
  • Expensive hotel
  • 12 rooms in property
From£59
Average 3.0 /5 Hotel Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center in Richmond
+1-888-389-4485
802 State Rd., Richmond, MA 01254 +1-888-389-4485 ~6.43 miles west of Pittsfield
  • 3-star Rural property
  • 3 meeting rooms in hotel
From£118
Very good 4.5 /5 Hotel Reviews Call BookMore Details
The Whitlock by The Lenox Collection in Lenox
+1-888-389-4121
16 Church St., Lenox, MA 01240 +1-888-389-4121 ~6.74 miles south of Pittsfield
  • Midscale hotel
  • 30 sleeping rooms in hotel
From£157
Average 3.0 /5 Latest Reviews Call BookMore Details
The Constance by The Lenox Collection
+1-888-675-2083
11 Old Stockbridge Rd., Lenox, MA 01240 +1-888-675-2083 ~6.81 miles south of Pittsfield
  • Expensive property
  • Hotel has 3 floors
From£177
Average 3.0 /5 Read Reviews Call BookMore Details
Kemble Inn
+1-800-716-8490
2 Kemble St., Lenox, MA 01240 +1-800-716-8490 ~6.85 miles south of Pittsfield
  • 3-star Mountain hotel
  • Check in time: 3:00 PM
From£208
Very good 4.0 /5 Reviews Call BookMore Details
Brook Farm Inn
+1-800-805-5223
15 Hawthorne St., Lenox, MA 01240 +1-800-805-5223 ~7.08 miles south of Pittsfield
  • Four star Rural hotel
  • Comp. Breakfast
From£94
Very good 4.0 /5 Review Score Call BookMore Details
Canyon Ranch Lenox
+1-888-965-1860
165 Kemble St., Lenox, MA 01240 +1-888-965-1860 ~7.50 miles south of Pittsfield
  • Affordable property
  • Fitness + Health Center
From£70
Average 3.0 /5 Recent Reviews Call BookMore Details
Apple Tree Inn - Lenox
+1-888-788-5576
10 Richmond Mountain Rd., Lenox, MA 01240 +1-888-788-5576 ~7.56 miles southwest of Pittsfield
  • High end Mountain property
  • 34 rooms in hotel
From£78
Average 3.0 /5 Hotel Reviews Call BookMore Details
Club Wyndham Bentley Brook : 1 Corey Rd.
+1-888-897-9207
1 Corey Rd., Hancock, MA 01237 +1-888-897-9207 ~7.65 miles north of Pittsfield
  • Three Star Mountain hotel
  • 152 suites in hotel
From£70
Very good 4.0 /5 Reviews Call BookMore Details
Jiminy Peak Mountain Resort
+1-888-311-4278
37 Corey Rd., Hancock, MA 01237 +1-888-311-4278 ~7.86 miles north of Pittsfield
  • Three Star Mountain hotel
  • Gym / Fitness Center Available
From£82
Very good 4.0 /5 Latest Reviews Call BookMore Details
Wheatleigh
+1-888-469-4795
Hawthorne Rd., Lenox, MA 01240 +1-888-469-4795 ~7.89 miles southwest of Pittsfield
  • Midscale hotel
  • 2 floors in property
From£315
Very good 4.0 /5 Recent Reviews Call BookMore Details
Seven Hills Inn : 40 Plunkett St.
+1-888-734-9421
40 Plunkett St., Lenox, MA 01240 +1-888-734-9421 ~8.11 miles south of Pittsfield
  • Expensive Resort property
  • 2 floors in hotel
From£144
Very good 4.5 /5 Reviews Call BookMore Details
Black Swan Inn Lee Lenox An Ascend Hotel : 435 Laurel St.
+1-888-841-5292
435 Laurel St., Lee, MA 01238 +1-888-841-5292 ~8.92 miles south of Pittsfield
  • Midscale Lake property
  • Gym is available on property
From£47
Very good 4.0 /5 Review Score Call BookMore Details
Quality Inn - Lee
+1-888-455-5160
435 Laurel St., Lee, MA 01238 +1-888-455-5160 ~8.94 miles south of Pittsfield
  • Mid-scale Lake hotel
  • Fitness center on property
From£51
Very good 4.0 /5 Reviews Call BookMore Details
Rodeway Inn
+1-888-965-8297
200 Laurel St., Lee, MA 01238 +1-888-965-8297 ~9.28 miles south of Pittsfield
  • 2 star property
From£47
Average 3.0 /5 Reviews Call BookMore Details
Chambery Inn
+1-888-906-6358
199 Main St., Lee, 01238 +1-888-906-6358 ~9.77 miles south of Pittsfield
  • Mid-scale property
  • 9 rooms in property
From£70
Very good 4.5 /5 Latest Reviews Call BookMore Details
33 Main - Lenox
+1-888-749-6785
33 Main St., Lenox, MA 01238 +1-888-749-6785 ~10.02 miles south of Pittsfield
  • Luxurious Five Star property
From£157
Average 3.0 /5 Recent Reviews Call BookMore Details
Applegate Inn in Lee
+1-888-878-9982
279 West Park St., Lee, MA 01238 +1-888-878-9982 ~10.15 miles south of Pittsfield
  • 3 star Rural hotel
  • Comp. Breakfast
From£126
Very good 4.0 /5 Recent Reviews Call BookMore Details
Pilgrim Inn : 165 Housatonic St.
+1-888-389-4485
165 Housatonic St., Lee, MA 01238 +1-888-389-4485 ~10.30 miles south of Pittsfield
  • Three Star property
  • Check-in time: 3:00 PM
From£63
Average 3.0 /5 Latest Reviews Call BookMore Details
Pleasant Valley Motel West Stockbridge in West Stockbridge
+1-888-389-4121
42 Stockbridge Rd., West Stockbridge, MA 01266 +1-888-389-4121 ~10.45 miles southwest of Pittsfield
  • Two-star hotel
  • Check-in: 13:00
From£47
Average 3.0 /5 Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington - Lee
+1-888-675-2083
980 Pleasant St., Lee, MA 01238 +1-888-675-2083 ~11.85 miles south of Pittsfield
  • Economy property
  • Check in: 11:00
From£37
Average 3.0 /5 Reviews Call BookMore Details
The Red Lion Inn
+1-800-716-8490
30 Main St., Stockbridge, MA 01262 +1-800-716-8490 ~12.12 miles south of Pittsfield
  • 3-star Rural property
  • Hotel has a green policy Read more
From£63
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort - South Lee
+1-800-805-5223
190 Meadow St., South Lee, MA 01260 +1-800-805-5223 ~12.22 miles south of Pittsfield
  • 3 star Mountain property
  • Has environment-friendly policy Read more
From£70
Very good 4.0 /5 Guest Reviews Call BookMore Details
Berkshire Hills Country Inn : 1146 Cold Spring Rd.
+1-888-965-1860
1146 Cold Spring Rd., Williamstown, MA 01267 +1-888-965-1860 ~16.45 miles north of Pittsfield
  • 3-star Mountain hotel
From£34
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
+1-888-788-5576
415 Stockbridge Road41, Great Barrington, MA 01230 +1-888-788-5576 ~17.14 miles south of Pittsfield
  • Midscale Mountain property
  • Check-in time: 3:00pm
From£63
Average 3.0 /5 Latest Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires - Great Barrington
+1-888-897-9207
400 Stockbridge Rd., Great Barrington, MA 01230 +1-888-897-9207 ~17.19 miles south of Pittsfield
  • Inexpensive Resort hotel
From£37
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi - Great Barrington
+1-888-311-4278
249 Stockbridge Rd., Great Barrington, MA 01230 Website +1-888-311-4278 ~17.53 miles south of Pittsfield
  • 3 star Resort hotel
  • Hotel has 5 suites
From£85
Very good 4.0 /5 Guest Reviews Call BookMore Details
Howard Johnson by Wyndham Williamstown - Williamstown
+1-888-469-4795
213 Main St., Williamstown, MA 01267 +1-888-469-4795 ~17.64 miles north of Pittsfield
  • Low Cost Mountain hotel
  • Check in time: 2:00 pm
From£47
Average 3.0 /5 Hotel Reviews Call BookMore Details
Williamstown Motel : 295 Main St.
+1-888-734-9421
295 Main St., Williamstown, MA 01267 +1-888-734-9421 ~17.74 miles north of Pittsfield
  • Cheap Suburban hotel
  • Check in time: 2:00
From£51
Very good 4.0 /5 Read Reviews Call BookMore Details
Tourists - North Adams
+1-888-841-5292
915 State Rd., North Adams, MA 01247 +1-888-841-5292 ~17.79 miles north of Pittsfield
  • Midscale hotel
  • 48 rooms in property
From£70
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Orchards Hotel
+1-888-455-5160
222 Adams Rd., Williamstown, MA 01267 +1-888-455-5160 ~17.88 miles north of Pittsfield
  • High end Suburban property
  • Gym / Fitness Center Available
From£85
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn N Stes Marriott
+1-888-965-8297
430 Main St., Williamstown, MA 01267 +1-888-965-8297 ~17.92 miles north of Pittsfield
  • Mid-scale hotel
  • Fitness / Gym is on-site
From£70
Very good 4.0 /5 Recent Reviews Call BookMore Details
Maple Terrace Motel : 555 Main St.
+1-888-906-6358
555 Main St., Williamstown, MA 01267 +1-888-906-6358 ~18.04 miles north of Pittsfield
  • Two star Rural hotel
  • Check in: 2 pm
From£46
Very good 4.0 /5 Review Score Call BookMore Details
The Williams Inn - Williamstown
+1-888-749-6785
1090 Main St., Williamstown, MA 01267 +1-888-749-6785 ~18.31 miles north of Pittsfield
  • Four star Suburban hotel
  • 9 meeting rooms in hotel
From£74
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hotel Downstreet
+1-888-878-9982
40 Main St., North Adams, MA 01247 +1-888-878-9982 ~18.49 miles north of Pittsfield
  • Three Star Downtown property
  • 7 floors in hotel
From£107
Very good 4.0 /5 Read Reviews Call BookMore Details

Next: See My Pittsfield Hotels with Pricing

When should you visit Pittsfield, MA?

Pittsfield's continental climate makes summers a joy, with temperatures only reaching 90 degrees Fahrenheit a handful of times during the season. Many days enjoy average highs in the mid- to high 70s, so this time of year is ideal for sightseeing. However, be prepared to pay extra for your flights and accommodations. While Pittsfield doesn't have the dramatic tourist increases of larger cities, accommodations are limited and providers will charge according to demand.

You can save some money and still enjoy superb weather during the late spring and early fall. The rest of the spring and fall are usually sunny, but bring a coat to protect yourself from a chill in the air.

Pittsfield's cold winters are bitterly cold, with an average of nearly 74 inches of snow falling from December to February every year. If you don't particularly like the cold, you may want to save your sightseeing for the warmer months.

What hotels have the best discounted rates in Pittsfield, MA?

Members of leading hotel groups often discount their rates for special travelers. You could stand to save a significant amount of money at the following Pittsfield establishments.

Independent (SPHC) Berkshire Plaza Hotel, formerly the Crown Plaza Pittsfield-Berkshires, treats AAA and CAA auto club members, Entertainment Card holders, U.S. and Canadian government employees (including U.S. state government workers), and seniors to generous discounts. You'll love the facilities, including a heated indoor pool, Jacuzzi, sauna, and fitness center. When you're keeping fit, you can afford to indulge in the hotel's One West Restaurant, cocktail lounge, or lively sports bar. The rooms are chic and well-appointed, with complimentary Wi-Fi, flat-screen TVs, and plush beds. Request a room in a Quiet Zone for the best night's sleep.

Hilton Garden Inn Lenox Pittsfield has special rates for AAA auto club members, seniors and AARP members, government and military personnel, and travel agents. This full-featured hotel has beautiful guest rooms with high-definition TVs, ergonomic work zones, coffee- and tea-making facilities, and Serta beds for the best night's sleep. The Garden Grille & Bar serves a lavish buffet each morning and American favorites for dinner. Guests love the heated indoor pool, fitness center, and soothing hot tub.

Where are the hotels with the most value near Pittsfield?

Extend the value of your stay at the following Pittsfield hotels offering great facilities and plenty of benefits.

Yankee Suites Extended Stay is set up for extended getaways, so it offers all the comforts of home. You can save money by using your in-room kitchen and eating in. The hotel also has its own coin laundry so that you can catch up on your washing. You won't find sneaky surcharges for Wi-Fi, and parking is also free at a nearby secure location. Special weekly and monthly rates can also help you save money at the Yankee Suites Extended Stay.

The Berkshire Inn is a friendly family-owned and operated hotel nestled in the tranquil Berkshire Mountains. Its elegant rooms feature either a single king bed or pair of queens, along with air conditioning, flat-screen TVs, microwaves, and refrigerators. Internet access is free throughout the hotel, as is the seasonal continental breakfast. You'll love the outdoor pool during summer and the inn's easy access to the Berkshires.

What should you do while visiting Pittsfield, MA?

For a small city, Pittsfield punches above its weight with a host of arts attractions and regular cultural events. Culture vultures shouldn't miss the following attractions while they're in town.

Downtown Pittsfield is like a large outdoor gallery full of amazing sculptures to delight passers-by. These colorful works were created by some of the country's leading artists including Ze'ev Willy Neumann and Jack Howard-Potter. See them all on the ArtScape self-guided tour.

Downtown Pittsfield also has the Colonial Theater, which dates to 1903. Over $22 million in renovations helped restore this theater, one of the only remaining from the Vaudeville era, to its former glory. Luminaries such as John Barrymore, Douglas Fairbanks Sr., and John Philip Sousa have all graced its stage. Today, the Colonial Theater continues its rich tradition, hosting musical and theatrical performances. The Berkshire Theatre Group regularly stages plays and musicals at the Colonial Theater.

Albany Berkshire Ballet is also based in Pittsfield. This professional company stages classical and contemporary dance productions at the Colonial Theater and around the country. Co-productions with the Albany Symphony Orchestra are unmissable.

Barrington Stage Company, which developed the Tony Award-winning "The 25th Annual Putnam County Spelling Bee," is proudly based in Pittsfield. This dynamic theater company stages its works at the Boyd-Quinson Mainstage, Mr. Finn's Cabaret, and the St. Germain Stage. It also has a youth theater division which offers family-friendly productions.

The Berkshire Museum is a large arts and natural history museum with a rich history dating back to 1903. Its collections of Ancient Egyptian and Babylonian art are particularly impressive, but modern works from celebrated artists exist here, including Thomas Dewing, Robert Reid, Gregory Crewdson, and Peter Garfield. Traveling exhibitions help complement the museum's permanent collection. You can also see the best of independent and foreign film at the museum's Little Cinema every week.

Pittsfield is a small city that's big on charm. Whether you love sightseeing or you're simply looking to escape the hustle and bustle of your everyday routine, Pittsfield makes the ideal travel destination.

Recent traveler guest reviews of Pittsfield, MA

Below are reviews of the city of Pittsfield, MA from an actual visitor's perspective.

"Beautiful Area"
Score 5.0 / 5

I grew up in Lenox & Pittsfield and live in California and I love visiting Family primarily but also so many beautiful places in the Berkshires especially in the Fall.

Patricia K., from 25-Oct-2024
"Pleasant Community"
Score 4.0 / 5

Pleasant community.

Gerard V., from 19-Mar-2024
"Love Barrington Stage!"
Score 5.0 / 5

Love Barrington Stage!

Michael M., from 13-Mar-2024
"Berkshire Botanical Gardens, Norman Rockwell Museum & Edith Wharton Grounds"
Score 4.0 / 5

Nice views. We visited Berkshire Botanical Gardens, Norman Rockwell Museum and Edith Wharton Grounds. We'll have to come back for the house tour.

Susan M., from 01-May-2023
"In the heart of the Berkshires!"
Score 5.0 / 5

In the heart of the Berkshires, so much to do! Even has a museum associated with the Smithsonian!

Lisa K., from 21-Mar-2023
"Quality Atmosphere!"
Score 5.0 / 5

Small unpretentious Berkshires community with quality atmosphere!

Richard S., from 16-Nov-2022
"Located across from a gym."
Score 5.0 / 5

Gym across the street

William H., from 08-Nov-2022
"Mount Greylock & Beautiful Views!"
Score 5.0 / 5

Love the Berkshire Museum…. Quirky! Drove to top of Mt. Greylock… beautiful views. Patrick's Pub is a great restaurant nearby and we didn't have to make reservations 😊 All in all a very good experience…thanks!

Fran R., from 13-Oct-2022
"The Berkshires are beautiful this time of year!"
Score 5.0 / 5

The Berkshires are beautiful this time of year, and I didn't spend a lot of time in the room.

John H., from 06-Sep-2022
"Conveniently Located"
Score 4.0 / 5

Convenient; been here many times.

Charles N., from 02-Aug-2022
"Beautiful area with lots to do!"
Score 5.0 / 5

Beautiful area with lots to do.

Melvyn Y., from 07-Jul-2022
"Nice!"
Score 4.0 / 5

Nice!

Contina G., from 13-Dec-2021
"Nice People"
Score 5.0 / 5

The people of Pittsfield are warm and friendly.

Maria P., from 14-Jun-2014
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