Star Rating
Hotel Name
Price Range (USD)to
Amenities

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, Motels & Accommodations

Hotel on North : 297 North St.
+1-888-389-4121
297 North St., Pittsfield, MA 01201
  • Four-star Downtown property
  • Check-in time: 15:00
From$150
Excellent 5.0 /5Reviews CallBookMore Details
Holiday Inn & Suites Pittsfield-Berkshires in Pittsfield
+1-888-675-2083
1 West St., Pittsfield, MA 01201
  • Mid-scale Downtown hotel
  • 2 suites in hotel
Berkshire Inn
+1-800-716-8490
150 West Housatonic St., Pittsfield, MA 01201
  • Cheap Downtown property
  • 36 rooms in hotel
  • Most guests liked the proximity to shopping
  • Most guests loved the minibar
Econo Lodge : 16 Cheshire Rd.
+1-800-805-5223
16 Cheshire Rd., Pittsfield, MA 01201
  • Economical Downtown property
Hilton Garden Inn Lenox Pittsfield
+1-888-965-1860
1032 South St., Pittsfield, MA 01201
  • Affordable Suburban hotel
  • Access to gym on-site
Lenox Inn
+1-888-788-5576
525 Pittsfield Rd., Lenox, MA 01240 ~3.13 miles south of Pittsfield
  • 2 star hotel
  • Check in: 15:00
Knights Inn Lenox : 474 Pittsfield Rd.
+1-888-897-9207
474 Pittsfield Rd., Lenox, MA 01240 ~3.36 miles south of Pittsfield
  • Low-priced Downtown property
  • Check-in: 2.00 pm
  • Breakfast can be improved
  • Internet works perfectly
Yankee Inn in Lenox
+1-888-311-4278
461 Pittsfield Rd., Lenox, MA 01240 ~3.41 miles south of Pittsfield
  • Two star property
  • Check-in: 3:00 PM
  • Tasty breakfast
  • Wonderful sightseeing
From$65
Very Good 4.0 /5Review Score CallBookMore Details
Hampton Inn & Suites Berkshires Lenox
+1-888-469-4795
445 Pittsfield Rd., Lenox, MA 01240 ~3.46 miles south of Pittsfield
  • 3-star Mountain hotel
  • 79 rooms in hotel
From$109
Very Good 4.5 /5Recent Reviews CallBookMore Details
Best Western Plus Berkshire Hills Inn & Suites : 1350 West Housatonic St.
+1-888-734-9421
1350 West Housatonic St., Pittsfield, MA 01201
  • Midscale Rural property
  • Hotel has 19 suites
  • Easily accessible by car and good for sightseeing
  • Great reception
Miraval Berkshires Resort & Spa
+1-888-841-5292
55 Lee Rd., Lenox, MA 01240 ~3.89 miles south of Pittsfield
  • Four star Resort property
  • 19 suites in property
From$138
Very Good 4.0 /5Recent Reviews CallBookMore Details
Howard Johnson by Wyndham Lenox in Lenox
+1-888-455-5160
462 Pittsfield Rd., Lenox, MA 01240 ~4.43 miles south of Pittsfield
  • Two-star Resort hotel
  • Hotel has 2 floors
  • Spacious rooms
  • Room is all right
Days Inn by Wyndham Lenox Ma in Lenox
+1-888-965-8297
194 Pittsfield Rd., Lenox, MA 01240 ~4.63 miles south of Pittsfield
  • Cheap Suburban property
  • Comp. Breakfast
From$49
Average 3.5 /5Reviews CallBookMore Details
Eastover Estate & Retreat - Lenox
+1-888-906-6358
430 East St., Lenox, MA 01240 ~5.53 miles south of Pittsfield
  • High end Mountain property
  • 2 floors in hotel
  • Kind hotel staff
  • Pleasant hotel grounds
From$109
Average 3.5 /5Reviews CallBookMore Details
The Cornell Inn in Lenox
+1-888-749-6785
203 Main St., Lenox, MA 01240 ~6.07 miles south of Pittsfield
  • 3-star Mountain property
  • Comp. Breakfast
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center
+1-888-878-9982
802 State Rd., Richmond, MA 01254 ~6.43 miles west of Pittsfield
  • 3-star Rural hotel
  • Hotel has 3 meeting rooms
From$150
Very Good 4.5 /5Reviews CallBookMore Details
The Rookwood Inn
+1-888-389-4485
11 Old Stockbridge Rd., Lenox, MA 01240 ~6.81 miles south of Pittsfield
  • Four star hotel
From$225
Very Good 4.0 /5Recent Reviews CallBookMore Details
Kemble Inn
+1-888-389-4121
2 Kemble St., Lenox, MA 01240 ~6.85 miles south of Pittsfield
  • Three Star Mountain hotel
  • 3 meeting rooms in property
From$265
Very Good 4.5 /5Recent Reviews CallBookMore Details
Brook Farm Inn
+1-888-675-2083
15 Hawthorne St., Lenox, MA 01240 ~7.08 miles south of Pittsfield
  • 4-star Rural property
  • 3 floors in hotel
From$120
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Canyon Ranch Lenox : 165 Kemble St.
+1-800-716-8490
165 Kemble St., Lenox, MA 01240 ~7.50 miles south of Pittsfield
  • Mid-scale hotel
  • Gym / Fitness Center Available
Apple Tree Inn
+1-800-805-5223
10 Richmond Mountain Rd., Lenox, MA 01240 ~7.61 miles southwest of Pittsfield
  • 3-star Mountain hotel
  • 3 floors in property
Club Wyndham Bentley Brook : 1 Corey Rd.
+1-888-965-1860
1 Corey Rd., Albany, NY 1237 ~7.65 miles north of Pittsfield
  • 3 star hotel
  • 149 sleeping rooms in hotel
From$90
Very Good 4.5 /5Review Score CallBookMore Details
Jiminy Peak Mountain Resort
+1-888-788-5576
37 Corey Rd., Hancock, MA 01237 ~7.86 miles north of Pittsfield
  • Mid-scale Mountain hotel
  • Gym is available on property
Wheatleigh : 11 Hawthorne Rd.
+1-888-897-9207
11 Hawthorne Rd., Lenox, MA 01240 ~7.89 miles southwest of Pittsfield
  • Mid-scale hotel
  • 2 floors in property
Seven Hills Inn - Lenox
+1-888-311-4278
40 Plunkett St., Lenox, MA 01240 ~8.11 miles south of Pittsfield
  • Four star Resort hotel
  • Hotel has 4 suites
From$184
Very Good 4.5 /5Review Score CallBookMore Details
Next 25 Pittsfield Hotels >  [1 - 25 of 50]    
Next: See My Pittsfield Hotels with Pricing

Graph: Next 20 Days of Pittsfield Hotel Prices

Rates shown are nightly rates before taxes and do not necessarily reflect all Pittsfield, MA discounts available. The chart reflects the cheapest Pittsfield hotel for each day and each star rating category.

The Mahican people originally lived in the area now called Pittsfield, but they moved west in the early 1700s after war and disease decimated their population. A trio of entrepreneurs bought land in the area in the 1730s, intending to subdivide and sell it, but when Native American raids threatened, they abandoned their plans. The township grew organically in the mid-1700s when settlers from Westfield, Massachusetts, moved in.

Pittsfield was officially incorporated in 1761. Its name pays tribute to British politician William Pitt. The introduction of Merino sheep in the early 1800s helped Pittsfield become the country's center of wool manufacturing. Its wool sector was the backbone of Pittsfield's economy for nearly 100 years. The Electric Manufacturing Co., which would later become General Electric, moved to Pittsfield in 1891. It brought more jobs to town, helping Pittsfield's population grow to more than 50,000 by 1930.

Today, Pittsfield's population has dipped to around 44,700, but the locals don't seem to mind. The city is proud of its heritage, its vibrant arts scene, and its status as the “Brooklyn of the Berkshires.”

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.

Below is a chart of the current pricing seasonality of hotels and motels in Pittsfield, MA:

seasonality of hotel rates in Pittsfield

Averate Rates by Star Rating

Below are 3 charts displaying average rate trends by star rating class in Pittsfield, MA. Analyze these charts to calculate the least expensive dates to book a room in Pittsfield for any future trips.

Where are the best hotels for luxury in Pittsfield, Maryland?

4 Star Average Prices: $179.80

For a honeymoon or another special getaway, spoil yourself with accommodations at one of Pittsfield's premier hotels. The following establishments celebrate life's luxuries.

Hotel on North in Pittsfield is an elegant boutique hotel where no two guest rooms are quite the same. Each piece of decor has been hand-selected to make your stay special. While the building dates to the 1880s, contemporary additions such as Wi-Fi, smart TVs, and Bluetooth-enabled audio please modern travelers. Unwind with a spa treatment in your room or a board game in the Lounge. Eat on North is the casual but sophisticated on-site restaurant, with former White House chef and local hero Ron Reda at its helm. Its meals showcase sustainable ingredients from Massachusetts, Vermont, and the Hudson Valley.

For a taste of Massachusetts hospitality, stay at White Horse Inn, a sweet boutique bed-and-breakfast in tranquil country surroundings. The rooms feel like home, with premium bedding and cozy fireplaces. Your hosts are welcoming without being overbearing. Their complimentary breakfasts, featuring favorites such as French toast, frittatas, and fresh fruits, are something special. While the White Horse Inn feels a world away from civilization, it's only a short walk from downtown Pittsfield.

What are the most affordable hotels in Pittsfield, MA?

3 Star Average Prices: $144.56

Pittsfield and its surrounding communities have several affordable hotels for travelers on a budget. Enjoy the low rates at the following hotels.

Econo Lodge Pittsfield's affordable rooms are simple but functional, with air conditioning units, coffeemakers, work desks, and flat-screen TVs for lazy nights in your room. It's ideal for budget-friendly extended stays, with an on-site guest laundry and fitness center. Copy and fax services and a small meeting room also make Econo Lodge Pittsfield a good choice for business travel. Help yourself to the free continental breakfast, including pastries and make-your-own waffles, each morning. It's easy to stay up-to-date, with weekday newspapers and Wi-Fi both included in the low room rate.

Days Inn by Wyndham Lenox is a few miles from downtown Pittsfield in Lenox, but its outdoor pool makes it worth the drive for summer travelers. This charming hotel's rooms also offer style for the money, with plush bedding, large 39-inch flat-screen TVs, microwave ovens, and refrigerators. Road trippers will appreciate the free parking, which is large enough to accommodate RVs. The free continental Daybreak breakfast will help you get moving in the morning.

3 Star Hotel Prices in Pittsfield

2 Star Average Prices: $105.17

2 Star Hotel Prices in Pittsfield

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.

FAQs about hotels in Pittsfield

What are the best rated hotels in Pittsfield?

Hotel on North, The Windflower Inn and Hilton Garden Inn Lenox Pittsfield are the best rated hotels based on customer reviews in the last 365 days.

What are the most high-end hotels in Pittsfield?

33 Main, Hotel on North and Miraval Berkshires Resort & Spa are the top 3 luxury hotels near Pittsfield city center.

What hotels are closest to the city center of Pittsfield?

Hotel on North, Holiday Inn & Suites Pittsfield-Berkshires, and Berkshire Inn are the properties closest to Pittsfield city center.

How much does a cheap hotel in Pittsfield cost per night?

In the last year, a 2 star hotel in Pittsfield can be as cheap as $105.17 per night. (based on HotelPlanner prices)

How much does a 3 star hotel in Pittsfield cost per night?

In the last year, the average 3 star hotel in Pittsfield has been $144.56 per night. (based on HotelPlanner prices)

How much does a luxury hotel in Pittsfield cost?

In the last year, the average 4 star hotel in Pittsfield has been $179.80 per night. (based on HotelPlanner prices)

What are the best independent hotels in Pittsfield?

Hotel on North, The Windflower Inn and The Cornell Inn are the best rated independent hotels (not part of a big brand).

What are the best Marriott hotels in Pittsfield?

Fairfield Inn by Marriott and Fairfield Inn N Stes Marriott are the best rated Marriott/Starwood branded hotels (based on customer reviews score).

What are the most popular Choice Hotels branded hotels in Pittsfield?

Black Swan Inn Lee Lenox An Ascend Hotel, Rodeway Inn and Rodeway Inn are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the best IHG hotels in Pittsfield?

Holiday Inn Berkshires, Holiday Inn & Suites Pittsfield-Berkshires and Holiday Inn Club Vacations Oak N Spruce Resort are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

Recent traveler guest reviews of Pittsfield, MA

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

"Nice People"
Score 5.0 / 5

The people of Pittsfield are warm and friendly.

Maria P., from 14-Jun-2014
The average traveler rating of the city of Pittsfield, MA shown above is 5.0 out of 5 based on 1 reviews
Back to Top