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

Find hotels in Pittsfield, MA from CA $86

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 29 - Aug 30
Tomorrow
Aug 30 - Aug 31
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Filter by

Star rating

Guest rating

Our top choices for Pittsfield hotels

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
Guest review highlights
  • Pool for year-round enjoyment
  • Clean and well-kept property
  • Stunning nature view from rooms
CA $121
CA $150 total
includes taxes & fees
Aug 31 - Sep 1
Vacation Village in the Berkshires

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
Guest review highlights
  • Large pool area with hot tub
  • Spacious accommodations with kitchens
  • Safe and clean parking lot
CA $132
CA $178 total
includes taxes & fees
Aug 31 - Sep 1
Berkshire Mountain Lodge

3. Berkshires Untold

Berkshires Untold
Lenox
Guest review highlights
  • Fresh coffee and tea for guests
  • Wonderful food and dining on offer
  • Convenient parking lot on-site
CA $195
CA $217 total
includes taxes & fees
Sep 28 - Sep 29
Berkshires Untold

4. The Yankee Inn

The Yankee Inn
Lenox
Guest review highlights
  • Minutes from Bousquet Ski Area
  • Pool area for guests
  • Breakfast options offered
CA $178
CA $198 total
includes taxes & fees
Sep 16 - Sep 17
The Yankee Inn

5. Hotel On North

Hotel On North
Pittsfield
Guest review highlights
  • Convenient and safe onsite parking
  • Excellent coffee and tea for guests
  • Huge and comfortable premium room
CA $248
CA $277 total
includes taxes & fees
Sep 8 - Sep 9
Hotel On North

6. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
Guest review highlights
  • Friendly staff on hand each day
  • Good American menu at the restaurant
  • Organized buffet breakfast options
CA $164
CA $183 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
Guest review highlights
  • Great pool and hot tub area
  • Responsive staff on hand each day
  • Excellent breakfast with variety
CA $164
CA $183 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

8. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
Guest review highlights
  • Beautiful swimming pool area
  • Convenient on-site parking
  • Excellent buffet breakfast options
CA $176
CA $197 total
includes taxes & fees
Sep 9 - Sep 10
Hampton Inn & Suites Berkshires-Lenox

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
Guest review highlights
  • Beautiful location near the beach
  • Delicious Indian food at restaurant
  • Good breakfast in cozy area
CA $177
CA $197 total
includes taxes & fees
Sep 21 - Sep 22
The Black Swan Lee - Lenox, an Ascend Collection Hotel

10. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
Guest review highlights
  • Hearty breakfast before heading out
  • Extremely clean and updated rooms
CA $248
CA $276 total
includes taxes & fees
Sep 7 - Sep 8
Element by Marriott Lenox Berkshires

11. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
Guest review highlights
  • Free breakfast with delicious options
  • Delicious food and dining on offer
  • Lovely location with beautiful scenery
CA $275
CA $315 total
includes taxes & fees
Aug 31 - Sep 1
The Cornell Inn, Lenox & The Berkshires

12. Berkshire Inn

Berkshire Inn
Pittsfield
Guest review highlights
  • Clean and inviting pool area
  • Peaceful location near nature
  • Easy parking on-site
CA $120
CA $134 total
includes taxes & fees
Sep 27 - Sep 28
Berkshire Inn

13. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
Guest review highlights
  • Breakfast available starting at 6:30 am
  • Competitively priced for the area
  • Helpful team from check-in onwards
CA $159
CA $178 total
includes taxes & fees
Sep 21 - Sep 22
Best Western Plus Berkshire Hills Inn & Suites

14. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
Guest review highlights
  • Nice location near restaurants
  • Friendly and efficient front desk staff
  • Raging hot shower in bathroom
CA $214
CA $239 total
includes taxes & fees
Sep 13 - Sep 14
Hilton Garden Inn Lenox Pittsfield

15. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
Guest review highlights
  • Beautiful grounds with play areas
  • Attentive service at mealtimes
CA $181
CA $202 total
includes taxes & fees
Sep 29 - Sep 30
Jiminy Peak Mountain Resort

16. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
Guest review highlights
  • Convenient parking on the property
  • Ample space to spread out
  • Spacious and clean room
CA $109
CA $122 total
includes taxes & fees
Sep 1 - Sep 2
Howard Johnson by Wyndham Lenox

17. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
Guest review highlights
  • Guest swimming pool on site
  • Firepit in the courtyard
  • Fantastic view with the foliage
CA $247
CA $276 total
includes taxes & fees
Sep 3 - Sep 4
Courtyard by Marriott Lenox Berkshires

18. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
Guest review highlights
  • Board games for younger guests
  • Roomy, generously sized rooms
CA $162
CA $208 total
includes taxes & fees
Sep 21 - Sep 22
Holiday Inn Club Vacations Oak 'n Spruce Resort

19. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
Guest review highlights
  • Spotless rooms throughout the property
  • Plenty of convenient parking
CA $77
CA $86 total
includes taxes & fees
Sep 29 - Sep 30
FairBridge Inn Express

20. The Red Lion Inn

The Red Lion Inn
Stockbridge
Guest review highlights
  • Wonderful breakfast each morning
  • Beautiful pool area with robes
  • Excellent food options in tavern
CA $199
CA $292 total
includes taxes & fees
Sep 29 - Sep 30
The Red Lion Inn
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Pittsfield attractions

A historic stone building with a yellow roof, surrounded by a white fence and lush green grass.

Hancock Shaker Village

9.2/10 (101 reviews)
You can browse the exhibits at Hancock Shaker Village, a museum with a storied past, during your trip to Pittsfield. Wander the lakeside in this quaint area.
See properties
A snow-covered town with buildings, a ski lift, and a mountain in the background.
Photo by Robin/Loving Life

Bousquet Ski Area

8.2/10 (48 reviews)
Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
See properties
A town with historic buildings, a prominent yellow church, and a mountainous backdrop.
Photo by Ed Gaffny

Berkshire Museum

8.4/10 (26 reviews)
You can spend an afternoon exploring the galleries in Berkshire Museum during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
See properties

Colonial Theater

8.0/10 (19 reviews)
You can make plans for a show at Colonial Theater during your trip to Pittsfield. Wander the lakeside in this quaint area.
See properties

Barrington Stage Company

8.0/10 (16 reviews)
You can make plans for a show at Barrington Stage Company on your trip to Pittsfield. Wander the lakeside in this quaint area.
See properties

Onota Lake

Commune with nature and explore the great outdoors at Onota Lake during your travels in Pittsfield. Experience the area's entertainment venues or attend a sporting event.
See properties

Guido's Marketplace

9.6/10 (31 reviews)
You can browse for the perfect souvenirs at Guido's Marketplace during your trip to Pittsfield. Wander the lakeside in this quaint area.
See properties

Learn more about Pittsfield

Nestled in the heart of the Berkshires, this cultural hub boasts the renowned Berkshire Museum and historic Colonial Theatre. Outdoor enthusiasts can hike nearby Pittsfield State Forest trails before exploring the vibrant downtown's farm-to-table restaurants and local art galleries.

See all hotels in Pittsfield
A historic building with a clock, a flag, and a street lamp.

Top Pittsfield Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Location"
patricia 2-night trip
Posted less than an hour ago
Quality Inn Great Barrington
Berkshire Mountain Lodge

Berkshire Mountain Lodge

8/10 Good
"the good….full kitchen, living room, king bedroom, clean bathroom, VERY reasonable nightly rate, especially for central berkshire county in the summer. there is no daily room cleaning, but extra towels, etc are always available from the front desk… the less than good…we’ve stayed here now u time in the past 18 months, but the last couple of stays the rooms have been a little musty and damp, despite (or because of?) the a/c being on constantly. ya gotta hold the handle down on the toilet to get a complete flush. no food service, but the is a stop&shop literally across the street… i would still recommend BML for the room rate and location alone…"
Barry 2-night trip
Posted 2 hours ago
Berkshire Mountain Lodge
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

8/10 Good
"ok"
Ralph 1-night trip
Posted 2 hours ago
The Central Downtown Inn & Suites
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent
"Amazing time. Stayed in the Presidential units. Worth it."
Marsha 5-night trip
Posted 15 hours ago
Holiday Inn Club Vacations Oak 'n Spruce Resort
Hotel On North

Hotel On North

10/10 Excellent
"One of my favorite hotels in America - for real!"
Martha 2-night trip
Posted 16 hours ago
Hotel On North
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"
Dorothy 1-night trip
Posted 19 hours ago
The Red Lion Inn
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything

A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything

10/10 Excellent
"Lovely log cabin with a well appointed kitchen and plenty of condiments and ancillary items. Lots of options for day and night activities."
Rob M. 2-night trip
Posted 21 hours ago
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
Berkshires Untold

Berkshires Untold

10/10 Excellent
"Chic bar and outdoor space. Nice remodel."
Kurt 1-night trip
Posted 1 day ago
Berkshires Untold
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

10/10 Excellent
"Nice, well-maintained property, everything was very clean. The breakfast nook was not overly crazy crowded, which is really good traveling with young children. The staff even apologized for not having the waffle maker as a new one was being delivered. The hot tub was also a plus!"
Corinne 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

More cheap stays in Pittsfield

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
CA $77
CA $86 total
Sep 29 - Sep 30
includes taxes & fees
FairBridge Inn Express
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
CA $109
CA $122 total
Sep 1 - Sep 2
includes taxes & fees
Howard Johnson by Wyndham Lenox
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
CA $128
CA $143 total
Sep 21 - Sep 22
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Quality Inn Great Barrington
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY
CA $158
CA $176 total
Sep 27 - Sep 28
includes taxes & fees
Comfort Inn & Suites East Greenbush - Albany
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

1055 South Street Pittsfield MA
CA $164
CA $183 total
Sep 8 - Sep 9
includes taxes & fees
9.4/10 Exceptional! (176 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
CA $178
CA $198 total
Sep 16 - Sep 17
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
The Yankee Inn

Hotels in Pittsfield with star rating

Find out more about Pittsfield

Top reasons to visit Pittsfield

  • Adventure Activities: Enjoy skiing at local resorts and exploring picturesque trails in the stunning Berkshires.
  • Cultural Experiences: Visit historic houses, the history museum, and experience captivating performances at local theatres.
  • Vibrant Downtown: Discover charming boutiques and family-friendly attractions in Pittsfield's lively downtown area.
  • Scenic Surroundings: Take in breathtaking views at Mount Greylock and immerse yourself in the natural beauty of the region.
  • Diverse Accommodations: Choose from a range of hotels and resorts, perfect for any type of traveller.

Find great hotels in and around Pittsfield

Discover a variety of hotel accommodations in Pittsfield, Massachusetts, perfect for every type of traveller. Whether you're seeking a family-friendly resort or a romantic getaway, you'll find excellent options that cater to your needs. Explore the best Pittsfield hotels, offering inviting atmospheres and convenient amenities for a memorable stay. Experience the charm of the Berkshires while enjoying a ski vacation or a relaxing retreat in this picturesque town.

  • Berkshire Mountain Lodge: Experience the thrill of adventure at the 3-star Berkshire Mountain Lodge, where guests rated their stay an impressive 9.0. This lodge is perfect for those seeking a ski or golf-themed getaway, nestled in the heart of Pittsfield. With easy access to ski shuttles and lifts, outdoor enthusiasts can embrace the slopes or enjoy nearby adventure sports such as ziplining, snow tubing, and biking. The lodge also offers on-site recreation activities, making it an ideal choice for thrill-seekers and nature lovers alike.
  • The Yankee, Trademark Collection by Wyndham: The Yankee offers a budget-friendly option with a guest rating of 9.2, showcasing its appeal for business travellers. Located just 4.8km from Pittsfield, this hotel blends comfort and convenience. With its focus on providing essential amenities for a productive stay, The Yankee is perfect for those on a work trip, providing a welcoming atmosphere for guests looking to balance business with leisure.
  • Holiday Inn & Suites Pittsfield-Berkshires by IHG: This family-friendly 3-star hotel boasts a guest rating of 8.0 and is ideal for those seeking adventure, business travel, and family accommodations. Situated in Pittsfield, the Holiday Inn & Suites offers various recreational activities, including fishing, snowboarding, and horse riding nearby. Families will appreciate the child-friendly amenities, including free cribs and breakfast options. This hotel is a great choice for those looking to create lasting memories with loved ones while enjoying the beautiful Berkshires.

Where to stay near Pittsfield

Pittsfield, Massachusetts, offers an exciting blend of adventure and history, making it a perfect vacation spot for Canadian tourists. Explore the charming downtown area, indulge in delightful shopping experiences, and unwind in scenic surroundings. Whether you're seeking family-friendly activities, romantic getaways, or budget-friendly options, Pittsfield has something for everyone. Don't miss the opportunity to stay at top hotels while immersing yourself in the vibrant atmosphere of this lovely city and its nearby regions.

  • Lenox: Nestled 11.3km from Pittsfield, Lenox is a charming city that offers a delightful mix of culture and romance. Known for its vibrant arts scene, visitors flock here, particularly between June and August, to enjoy music concerts and theatrical performances. The town is surrounded by stunning natural beauty, with picturesque lakes and majestic mountains providing a perfect backdrop for outdoor adventures. Whether you're exploring local galleries or attending events at the conference venue, Lenox promises a rich entertainment experience for all.
  • Lee: Located 16.1km from Pittsfield, Lee is a delightful city that caters to families and couples alike. Its appeal remains steady throughout the year, with peak visitation during the summer months. Lee boasts a variety of attractions, including theatres and music venues, making it an ideal spot for entertainment seekers. The nearby lakes and mountains add to the charm, providing ample opportunities for outdoor activities and exploration. Lee's inviting atmosphere and community spirit make it a must-visit destination.
  • Hancock: Just 11.3km from Pittsfield, Hancock is a haven for adventure enthusiasts and sports lovers. While the number of visitors peaks in March to April and July, this city remains a thrilling destination year-round. Hancock is renowned for its excellent ski resorts and fields, making it a popular choice for winter sports. The surrounding mountains and serene lakes offer stunning views and opportunities for outdoor exploration, ensuring an exciting experience for those seeking adventure.

Things to do in Pittsfield

Pittsfield, Massachusetts offers a variety of exciting activities for adventure seekers, including skiing at local resorts and exploring picturesque trails. The city boasts numerous entertainment options, shopping malls, and family-friendly outings, making it a great destination for sports vacations. Whether you're hitting the slopes or enjoying the vibrant local scene, Pittsfield is sure to provide an unforgettable experience for visitors from Canada.

Shopping

Pittsfield offers a charming shopping experience with local boutiques and markets. Explore the boutiques downtown for unique gifts. If you're up for a drive, head to the Berkshire Mall for a wider selection of stores, or visit the North Adams Market for local treats and artisan crafts.

Recreation

In Pittsfield, visit the Kripalu Centre for Yoga & Health, where you can immerse yourself in yoga classes and holistic wellness programs. For relaxation, the Berkshire Botanical Garden offers serene landscapes perfect for meditation and leisurely strolls amidst beautiful flora.

Adventure

Experience the thrill of hiking at Mount Greylock State Reservation, offering breathtaking views and diverse trails. For water adventures, explore the scenic Housatonic River through kayaking or canoeing, perfect for those seeking excitement amidst nature's beauty.

Nightlife

Pittsfield's nightlife offers a charming mix of local pubs and vibrant venues. Enjoy live music at the Colonial Theatre or unwind with friends at the Tavern at the A. The atmosphere is friendly and welcoming, perfect for a relaxed evening out in this quaint New England city.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Pittsfield

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Pittsfield are March to April and November, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Pittsfield is Tuesday. The most expensive day to stay in Pittsfield is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred hotel type. To find the best prices and deals, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Pittsfield with your flights and activities through an Expedia package.

Find the best attractions in and around Pittsfield

Pittsfield, Massachusetts, is a fantastic destination for adventure seekers and sports enthusiasts alike. Visitors can explore various points of interest, including scenic preserves, historic houses, and beautiful mountains. This charming city offers a blend of culture and outdoor activities, making it perfect for those looking for an adventurous experience while immersing themselves in local history and nature.

  • Hancock Shaker Village: Experience a living museum that showcases the unique culture and traditions of the Shaker community. Wander through restored buildings, gardens, and exhibitions that highlight their innovative craftsmanship and simple lifestyle, all set against a picturesque backdrop.
  • National Shrine of the Divine Mercy: A serene spiritual retreat that offers beautiful gardens and stunning architecture. Visitors can participate in daily Masses and reflections, providing a peaceful environment for contemplation and connection.
  • Norman Rockwell Museum: Dive into the world of America’s beloved illustrator, Norman Rockwell. Explore an extensive collection of his artwork that captures everyday life, along with engaging exhibits that delve into his artistic process and legacy.

Best time to go to Pittsfield

The best time to visit Pittsfield can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Pittsfield falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Pittsfield falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.6°F (-5.2°C)Light RainMostly CloudyAverageAverage
February24.6°F (-4.1°C)Light RainMostly CloudyAverageAverage
March32.4°F (0.2°C)Light RainMostly CloudyAverageSlightly Low
April44.2°F (6.8°C)Light RainMostly CloudyAverageSlightly Low
May56.3°F (13.5°C)Light RainMostly SunnyAverageAverage
June64.0°F (17.8°C)Light RainMostly SunnySlightly HighAverage
July70.3°F (21.3°C)Light RainMostly SunnySlightly HighSlightly High
August68.4°F (20.2°C)Light RainMostly SunnySlightly HighSlightly High
September61.3°F (16.3°C)Light RainMostly SunnyAverageAverage
October50.0°F (10.0°C)Light RainMostly SunnySlightly LowSlightly High
November37.6°F (3.1°C)Light RainMostly SunnySlightly LowSlightly Low
December29.3°F (-1.5°C)Light RainMostly CloudySlightly LowAverage

The nearest major airports for your trip to Pittsfield

When visiting Pittsfield, Massachusetts, you can fly into several major airports. Hartford, CT (BDL-Bradley Intl.) is located 74.0km away, with nearby hotels such as the DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport. ALBany, NY (ALB-Albany Intl.) is closer at 56.3km, offering excellent hotel options like The Landing Hotel at Rivers Casino & Resort, 12.9km away. Worcester, MA (ORH-Worcester Regional) is 115.9km from Pittsfield, with options like Beechwood Hotel, located 8.0km from the airport. Each airport provides convenient access to their respective hotels for a smooth travel experience.

Frequently asked questions

What is the best area to stay in Pittsfield?
The best area to stay in Pittsfield is the downtown district, particularly along North Street and its immediate surroundings.Downtown Pittsfield is the city's commercial and cultural heart. North Street is the main thoroughfare, lined with historic buildings, local shops, and a variety of dining options. You'll find the Beacon Cinema, the Colonial Theatre, and several art galleries within easy walking distance. The area has a pleasant, walkable layout, making it convenient for exploring on foot.Couples looking for a relaxing getaway will appreciate downtown's blend of cultural attractions and dining. You can enjoy a show at the Colonial Theatre, browse the local art scene, and then choose from several restaurants for an evening meal, all without needing to drive. The nearby Springside Park offers pleasant walking trails for a peaceful afternoon.For those travelling for business, downtown Pittsfield offers excellent convenience. Many of the city's key offices and facilities are located here, and hotels in this area often provide amenities such as meeting spaces and good connectivity.
What are the best hotels in Pittsfield that travellers recommend?
Two of the best hotels in Pittsfield that receive consistently high recommendations from travellers are Hotel On North and Hilton Garden Inn Lenox Pittsfield.The 3.5-star Hotel On North, with an outstanding 9.6 rating, is frequently praised for its comfortable and beautiful rooms, as well as its excellent on-site restaurant. Guests also appreciate the exceptional and friendly staff, comfy beds, and super convenient, secure parking. It is also well-located, being just 0.7 km from the Colonial Theater, 0.6 km from the Berkshire Museum, and 0.5 km from the Berkshire Athenaeum.Another highly recommended option is the 3-star Hilton Garden Inn Lenox Pittsfield, which has a 9.2 rating. Travellers often highlight its comfortable and clean rooms, kind staff, and central location. The hotel also features an indoor pool and offers suites and rooms with deep soaking bathtubs. It is conveniently located 1.5 km from Bousquet Ski Area and 0.1 km from Guido's Marketplace.
What are the best family hotels in Pittsfield?
For family-friendly accommodation in Pittsfield, consider the Holiday Inn & Suites Pittsfield-Berkshires by IHG, the Hilton Garden Inn Lenox Pittsfield, and the Berkshire Mountain Lodge.The 3-star Holiday Inn & Suites Pittsfield-Berkshires by IHG, with an 8.0 rating, offers sofa beds, free rollaway extra beds, and free cribs, making it convenient for families. Connecting rooms are also available, and the hotel features child-friendly window designs. Guests frequently mention the beautiful, clean rooms, the fun and amazing pool, and the helpful staff. Its fantastic location is noted, being just 0.1 km from the Berkshire Museum and 0.2 km from the Colonial Theater.Another excellent option is the 3-star Hilton Garden Inn Lenox Pittsfield, which has a high rating of 9.2. This hotel provides connecting rooms, free cribs, and sofa beds, along with a pool for family enjoyment. Free self-parking, free toiletries, and free wired internet in public areas are also provided. It is conveniently located 1.5 km from Bousquet Ski Area and 0.1 km from Guido's Marketplace. Guests appreciate the comfortable, clean rooms, the nice staff, and the central location.The 3-star Berkshire Mountain Lodge, rated 9.0, is also a great choice for families. It offers free cribs, sofa beds, and an indoor pool. Rooms include a kitchen, and guests benefit from free toiletries and free self-parking. The lodge is located 1.4 km from Bousquet Ski Area and 0.4 km from Guido's Marketplace. Visitors frequently comment on the clean, big rooms, the beautiful and central location, and the excellent pool. Find more child-friendly accommodations in Pittsfield
What hotels in Pittsfield offer free breakfast?
For hotels in Pittsfield that offer a complimentary breakfast, both the Holiday Inn Express & Suites Pittsfield - Berkshires by IHG and the Best Western Plus Berkshire Hills Inn & Suites are excellent choices.The Holiday Inn Express & Suites Pittsfield - Berkshires by IHG, with an impressive 9.4 rating, provides a free buffet breakfast daily. Guests can also enjoy free WiFi and free self-parking. It is conveniently located near Guido's Marketplace, just 0.1 km away, and Herman Melville's Arrowhead, 1.5 km away.Another great option is the Best Western Plus Berkshire Hills Inn & Suites, which has an 8.6 rating. This hotel also offers a free buffet breakfast and provides free WiFi, free wired internet, and free self-parking. Many guests have praised the excellent staff, comfortable rooms, and fantastic breakfast. Find more hotels with free breakfast in Pittsfield
What are the top pet-friendly hotels in Pittsfield?
For top pet-friendly hotels in Pittsfield, consider the Holiday Inn & Suites Pittsfield-Berkshires by IHG, Hotel On North, Hilton Garden Inn Lenox Pittsfield, or Best Western Plus Berkshire Hills Inn & Suites.The 3-star Holiday Inn & Suites Pittsfield-Berkshires by IHG, with an 8.0 rating, permits dogs and is conveniently located near the Colonial Theater, Berkshire Museum, and Berkshire Athenaeum. Guests often praise the beautiful, clean rooms and the fun, amazing pool.Another excellent choice is the 3.5-star Hotel On North, boasting a high 9.6 rating. This hotel permits pets and provides food and water bowls, free toiletries, and free WiFi. It also offers free self-parking, which guests find super convenient and secure. The comfortable, beautiful rooms and excellent restaurant are frequently highlighted by visitors.The 3-star Hilton Garden Inn Lenox Pittsfield, rated 9.2, welcomes both dogs and cats and offers suites. Its central location is great, being close to the Bousquet Ski Area and Guido's Marketplace. Guests appreciate the comfortable, clean rooms and the great bar.Finally, the Best Western Plus Berkshire Hills Inn & Suites, with an 8.6 rating, permits dogs and provides a dog exercise area. Guests consistently mention the friendly, helpful staff and the excellent, fantastic free buffet breakfast. See more pet-friendly hotels in Pittsfield
What are the best budget hotels in Pittsfield?
For budget-friendly hotels in Pittsfield, consider the Holiday Inn Express & Suites Pittsfield - Berkshires by IHG, the Hilton Garden Inn Lenox Pittsfield, or the Best Western Plus Berkshire Hills Inn & Suites.The Holiday Inn Express & Suites Pittsfield - Berkshires by IHG, with an excellent 9.4 rating, offers complimentary breakfast and free WiFi, along with free self-parking. It is conveniently located near Herman Melville's Arrowhead, just 1.5 km away, and Guido's Marketplace, a mere 0.1 km from the property.Another great option is the 3-star Hilton Garden Inn Lenox Pittsfield, rated 9.2. Guests frequently praise the comfortable and clean rooms and the kind staff. This hotel also provides free self-parking and complimentary WiFi. It is situated close to Pleasant Valley Wilderness Sanctuary, 3.3 km away, and Herman Melville's Arrowhead, 1.5 km away.The Best Western Plus Berkshire Hills Inn & Suites, rated 8.6, is known for its friendly and helpful staff, comfortable and clean rooms, and excellent breakfast. It offers free parking for RVs, buses, and trucks, as well as complimentary WiFi and free toiletries. View all budget hotels in Pittsfield
What are the most romantic hotels in Pittsfield for couples?
For a romantic stay in Pittsfield, two highly-rated options for couples are the Berkshire Mountain Lodge and the Holiday Inn Express & Suites Pittsfield - Berkshires by IHG.The 3-star Berkshire Mountain Lodge, with a strong 9.0 rating, offers a comfortable and well-appointed experience. Guests frequently highlight the clean and spacious rooms, and the excellent indoor pool. The lodge also provides kitchens in its accommodations, along with free toiletries and free WiFi, which can add a touch of home comfort to a romantic getaway. It is conveniently located just 1.4 km from Bousquet Ski Area.Another excellent choice for couples is the Holiday Inn Express & Suites Pittsfield - Berkshires by IHG, which boasts an impressive 9.4 rating. This hotel offers complimentary breakfast, including a buffet, and free WiFi, ensuring a convenient start to your day. It is situated 1.6 km from Bousquet Ski Area and 3.3 km from Pleasant Valley Wilderness Sanctuary, making it a good base for exploring the local natural beauty. See all romantic hotels in Pittsfield
What are the best hotels in Pittsfield near Pleasant Valley Wilderness Sanctuary?
For hotels in Pittsfield near Pleasant Valley Wilderness Sanctuary, consider the Hilton Garden Inn Lenox Pittsfield or the Holiday Inn Express & Suites Pittsfield - Berkshires by IHG.The 3-star Hilton Garden Inn Lenox Pittsfield, with a 9.2 rating, is located just 3.3 km from the sanctuary, making it a convenient base for exploring. Guests appreciate the comfortable and clean rooms, along with the kind staff. It also offers a pool and complimentary WiFi.Another excellent option is the Holiday Inn Express & Suites Pittsfield - Berkshires by IHG, which has a 9.4 rating. This hotel is also 3.3 km from Pleasant Valley Wilderness Sanctuary and provides amenities such as a pool and complimentary buffet breakfast, making it very suitable for families.
What hotels are near Pittsfield, MA (PSF-Pittsfield Municipal)?
For hotels near Pittsfield, MA (PSF-Pittsfield Municipal), consider the Best Western Plus Berkshire Hills Inn & Suites.This hotel, rated 8.6, is conveniently located just 1.9 kilometres from Pittsfield, MA (PSF-Pittsfield Municipal) and is an excellent choice for families. Guests frequently mention the friendly and helpful staff, as well as the comfortable and clean rooms. It offers a complimentary buffet breakfast and has cribs and sofa beds available, suiting families.
When is the best time to go to Pittsfield?
The best time to go to Pittsfield is during the late spring, summer, and autumn months, from May through October. These months offer the most pleasant weather for outdoor activities and cultural events.Late spring (May to early June) sees the Berkshires come alive with blooming flowers and comfortable temperatures, ideal for exploring the natural beauty without the peak summer crowds. This is a great time for couples to enjoy scenic drives and early-season hikes in places like the Pittsfield State Forest.Summer (June to August) is fantastic for those who want to experience Pittsfield's full range of cultural offerings and outdoor adventures. The weather is warm and sunny, great for enjoying outdoor concerts, farmers' markets, and water activities on Lake Onota or Lake Pontoosuc. Families will find plenty to do, from exploring The Colonial Theatre to visiting Hancock Shaker Village nearby.Autumn (September to October) is perhaps the most famous time to visit, especially for its spectacular foliage. The rolling hills surrounding Pittsfield turn into a breathtaking display of reds, oranges, and golds. The crisp air is great for hiking, apple picking, and enjoying the many harvest festivals.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Pittsfield.
How much is the nightly rate at a Pittsfield hotel?
Prices for hotels in Pittsfield often vary, but you can find a great deal from CA $86 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia