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Pittsfield Hotels

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Our top choices for Pittsfield hotels

1. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (718 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
The price is P7,507
P8,385 total
includes taxes & fees
Nov 15 - Nov 16
Hilton Garden Inn Lenox Pittsfield

2. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (984 reviews)
"Staff very pleasant and accommodating."
United States
Rosemarie
The price is P7,344
P8,203 total
includes taxes & fees
Nov 29 - Nov 30
Hotel On North

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (258 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
The price is P6,484
P7,242 total
includes taxes & fees
Dec 13 - Dec 14
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

4. 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, (1,003 reviews)
"Room was spacious and clean"
United States
James
The price is P5,913
P6,605 total
includes taxes & fees
Dec 1 - Dec 2
Best Western Plus Berkshire Hills Inn & Suites

5. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,269 reviews)
"Excellent stay!!!!"
United States
Susan J
The price is P4,832
P6,803 total
includes taxes & fees
Dec 6 - Dec 7
Berkshire Mountain Lodge

6. 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 P6,199
P6,924 total
includes taxes & fees
Dec 11 - Dec 12
Holiday Inn & Suites Pittsfield-Berkshires by IHG

7. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (944 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
The price is P5,413
P6,046 total
includes taxes & fees
Nov 15 - Nov 16
Berkshire Inn

8. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (436 reviews)
"Consistently, a clean, quiet, convenient location and comfortable stay."
United States
Debra
The price is P6,121
P6,837 total
includes taxes & fees
Nov 17 - Nov 18
The Central Downtown Inn & Suites

9. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (936 reviews)
"Friendly staff"
United States
William
The price is P4,476
P4,999 total
includes taxes & fees
Nov 19 - Nov 20
FairBridge Inn Express

10. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,000 reviews)
"Breakfast was great"
United States
Thomas
The price is P6,936
P7,747 total
includes taxes & fees
Nov 18 - Nov 19
Hampton Inn & Suites Berkshires-Lenox

11. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"The location was good for our trip."
United States
Basil
The price is P7,931
P8,859 total
includes taxes & fees
Dec 12 - Dec 13
The Yankee Inn

12. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (937 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
The price is P4,973
P5,555 total
includes taxes & fees
Nov 21 - Nov 22
Howard Johnson by Wyndham Lenox

13. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (690 reviews)
"Great stay!"
United States
Vandhana
The price is P7,196
P8,038 total
includes taxes & fees
Dec 13 - Dec 14
Courtyard by Marriott Lenox Berkshires

14. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,074 reviews)
"Nice Hotel"
United States
Juan
The price is P6,651
P7,430 total
includes taxes & fees
Nov 17 - Nov 18
Berkshires Untold

15. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,841 reviews)
"Gorgeous setting, comfortable beds and luxurious accommodations."
United States
Carol
The price is P5,057
P6,340 total
includes taxes & fees
Nov 15 - Nov 16
Vacation Village in the Berkshires

16. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,000 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is P10,702
P12,275 total
includes taxes & fees
Nov 15 - Nov 16
The Cornell Inn, Lenox & The Berkshires

17. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,000 reviews)
"Just perfect lodging place for short time travelers"
United States
Bernardo Jr
The price is P5,401
P6,033 total
includes taxes & fees
Dec 6 - Dec 7
Quality Inn Lee - Lenox South

18. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (52 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 P8,539
P9,539 total
includes taxes & fees
Nov 29 - Nov 30
Element by Marriott Lenox Berkshires

19. 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, (1,001 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 P6,688
P7,471 total
includes taxes & fees
Dec 13 - Dec 14
The Black Swan Lee - Lenox, an Ascend Collection Hotel

20. Garden Gables

Garden Gables
4.0 star property
Lenox
10.0 out of 10, Exceptional, (2 reviews)
"Lovely place!"
United States
Eyee
The price is P8,222
P13,754 total
includes taxes & fees
Nov 25 - Nov 26
Garden Gables
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.

Compare top hotels in Pittsfield

3.0 star property
Pittsfield
3.5 star property
Pittsfield
2.5 star property
Pittsfield
2.5 star property
Pittsfield
3.0 star property
Pittsfield
9.2
Wonderful
718 reviews
9.6
Exceptional
984 reviews
9.4
Exceptional
258 reviews
8.4
Very good
1,003 reviews
9.0
Wonderful
1,269 reviews
The price is P7,507
P8,385 total
includes taxes & fees
Nov 15 - Nov 16
The price is P7,344
P8,203 total
includes taxes & fees
Nov 29 - Nov 30
The price is P6,484
P7,242 total
includes taxes & fees
Dec 13 - Dec 14
The price is P5,913
P6,605 total
includes taxes & fees
Dec 1 - Dec 2
The price is P4,832
P6,803 total
includes taxes & fees
Dec 6 - Dec 7
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking

Hotels recommended for families in Pittsfield

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Stay near popular Pittsfield attractions

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.

A historic building with a clock, a flag, and a street lamp.

Top Pittsfield Hotel Reviews

More cheap stays in Pittsfield

Find out more about Pittsfield

Top reasons to visit Pittsfield

  • Adventure and Sports: Pittsfield is a haven for sports enthusiasts, offering skiing and various outdoor activities amidst stunning landscapes.
  • Cultural Exploration: Visitors can discover historic houses and local attractions that reflect the town's rich history.
  • Family-Friendly Atmosphere: Enjoy family-friendly activities, including amusement rides and leisurely picnics in scenic public spaces.
  • Charming Accommodation: A variety of lodging options are available, from cosy hotels to delightful resorts, catering to all types of travellers.
  • Scenic Beauty: The picturesque surroundings of Pittsfield provide breathtaking views, perfect for relaxation and exploration.

Find great hotels in and around Pittsfield

Pittsfield offers a delightful array of accommodation options, from charming resorts to comfortable hotels, perfect for families, couples, and ski enthusiasts alike. Whether you seek a romantic getaway or an adventurous holiday, you'll discover top-rated hotels and spacious suites that cater to every traveller's needs. Explore reviews to find the ideal lodging, ensuring a memorable stay in this picturesque Massachusetts town.

  • The Yankee Inn: Situated a mere 5km from the heart of Pittsfield, The Yankee Inn offers a budget-friendly lodging experience with a commendable guest rating of 9.2 out of 10. This hotel is tailored for travellers seeking a comfortable base for business trips. The property features well-appointed rooms, a relaxing atmosphere, and essential amenities designed to facilitate a productive stay. Guests can enjoy convenient access to local business districts and leisure attractions, making it a sensible choice for both work and relaxation.
  • Holiday Inn & Suites Pittsfield-Berkshires by IHG: Located in Pittsfield, the Holiday Inn & Suites boasts a solid 3-star rating and a guest rating of 8.0 out of 10. This family-friendly accommodation is ideal for those seeking adventure and recreation. With nearby attractions for skiing, hiking, and fishing, guests are encouraged to explore the great outdoors. The hotel features amenities for children, including cribs and child-friendly breakfast options, ensuring a comfortable stay for families. Its well-rounded services cater to both business travellers and those looking for a bit of adventure during their vacation.
  • Best Western Plus Berkshire Hills Inn & Suites: This welcoming accommodation in Pittsfield is known for its budget-friendly prices and a guest rating of 8.6 out of 10. The Best Western Plus Berkshire Hills is a suitable choice for families, business travellers, and pet owners alike. The hotel offers a range of family amenities such as games and first aid kits, ensuring a safe and enjoyable experience for younger guests. Additionally, the property accommodates pets with specific policies in place, making it a versatile option for those travelling with furry companions.

Where to stay near Pittsfield

Pittsfield, Massachusetts offers a delightful blend of adventure and history, making it an ideal destination for tourists. Surrounded by beautiful landscapes, visitors can indulge in skiing and various sports, while also enjoying family-friendly and romantic atmospheres. Explore the town's hidden treasures, relax in its public spaces, and soak in the scenic views that characterise this charming city. Whether seeking thrills or tranquillity, Pittsfield provides a unique experience for every traveller.

  • Lenox: Nestled approximately 11km from Pittsfield, Lenox is a charming city that thrives on its vibrant cultural scene. Known for its romantic ambience and entertainment-themed experiences, this picturesque destination is particularly popular during the warmer months from June to August. Visitors can indulge in an array of activities, such as attending music concerts, theatre performances, or enjoying the winter sports offered at nearby ski resorts. Surrounded by stunning lakes and majestic mountains, Lenox is also home to significant venues for conferences and events, ensuring a blend of leisure and cultural engagement for all travellers.
  • Stockbridge: Located around 19km from Pittsfield, Stockbridge is steeped in history and offers a rich cultural experience. This city sees a steady influx of tourists, particularly from July to September, drawn to its romantic settings and vibrant entertainment options. Visitors can explore local theatres, enjoy live music, or partake in the winter activities available at ski fields. Notable landmarks in the area include serene lakes, historic monuments, and places of worship, creating an inviting atmosphere for tourists seeking both relaxation and cultural enrichment.
  • Lee: Situated about 16km from Pittsfield, Lee is a delightful city that caters to families and couples alike. With a seasonal peak in visitors from June to August, Lee is an excellent choice for those seeking a blend of romance and entertainment. The city boasts a variety of activities, including theatre performances and music concerts, along with access to nearby ski fields for winter sports enthusiasts. The stunning natural landscape features lakes and mountains, complemented by historical monuments, making Lee a wonderful destination for exploring the great outdoors while enjoying local culture.

Things to do near Pittsfield

Shopping

Pittsfield offers a charming shopping experience with local boutiques and shops scattered throughout the downtown area. If you're up for a drive, visit the Berkshire Mall, located 16km away, featuring a variety of retail stores and dining options to explore.

Recreation

Experience tranquil moments at Kripalu Centre for Yoga & Health, where you can engage in yoga classes, meditation sessions, and healthy dining options. For outdoor relaxation, explore the serene trails of Pittsfield State Forest, perfect for leisurely walks and connecting with nature.

Adventure

Experience the thrill of Catamount Aerial Adventure Park, located 35km from Pittsfield. Test your skills on the zipline Ropes Course, soaring through the treetops while enjoying the exhilarating outdoor vibes and stunning views of the surrounding nature.

Nightlife

Visit the Barrington Stage Company for an engaging theatrical performance, then unwind at the Taproom on North Street, where you can enjoy craft cocktails and a relaxed atmosphere. For a lively evening, check out the Berkshire Museum for occasional events and late-night exhibits.

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

Booking tips and Expedia advantages for Pittsfield

Pittsfield offers numerous ways to save during your visit. Enjoy free entry to attractions like the National Shrine of the Divine Mercy, and consider travelling in March to April or November when hotel prices are lower. Tuesdays are the least expensive days to stay, while Saturdays tend to be pricier. Use Expedia's search tool to find budget-friendly accommodations, and consider package deals that combine flights, hotels, and activities for additional savings. Lastly, look for eco-certified hotels to support sustainable travel while keeping costs down.

  • 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: Expedia's search tool enables you to specify your budget, desired location, and additional preferences. You can organise your search results to display prices from lowest to highest, ensuring that the most affordable hotels appear first. Furthermore, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel accommodation in Pittsfield with your flights and activities through an Expedia package deal.

Find the best attractions in and around Pittsfield

Pittsfield, Massachusetts, is an excellent destination for those seeking adventure, skiing, and sports. Visitors can explore a variety of attractions, including historic houses, nature reserves, and mountains. The local points of interest cater to travellers looking for cultural experiences and outdoor activities, ensuring a memorable stay for adventurers and nature lovers alike.

  • Hancock Shaker Village: Immerse yourself in the tranquil atmosphere of this historic village, showcasing the unique lifestyle and craftsmanship of the Shaker community. Explore beautifully restored buildings, gardens, and exhibits that reflect their innovative spirit and dedication to simplicity.
  • National Shrine of the Divine Mercy: Located 18km from Pittsfield, this serene shrine offers a peaceful retreat for reflection and prayer. The stunning architecture and beautifully landscaped grounds create a perfect setting to contemplate spirituality and the importance of mercy.
  • Berkshire Museum: Situated within Pittsfield, this family-friendly museum features a diverse range of exhibits, including natural history, art, and science. Engage with interactive displays and learn about the region's cultural heritage in a welcoming environment.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Accessing Pittsfield, Massachusetts, is convenient via several major airports. Hartford, CT (BDL-Bradley Intl.) is situated 74km away, with nearby hotels such as the 4-star DoubleTree by Hilton Hartford - Bradley Airport, just 2km from the airport. Albany, NY (ALB-Albany Intl.) is closer at 56km, featuring options like The Landing Hotel at Rivers Casino & Resort, located 13km from the airport. New Haven, CT (HVN-Tweed - New Haven Regional) is the furthest at 135km, with the Omni New Haven Hotel at Yale just 5km away. All these hotels provide accessible transport services to their respective airports.

Frequently asked questions

Where is the best place for a stay in Pittsfield?
Berkshire Mountain Lodge is one of the top choices for your stay based on our traveler data. This aparthotel offers an indoor pool and free parking. Other good choices for your trip include FairBridge Inn Express and Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG. See all available top hotels, or vacation rentals in Pittsfield.
If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?
Yes, you'll find most hotel reservations are refundable provided that you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.
What's the best accommodation for a budget-friendly stay in Pittsfield?
Based on our traveler reviews, Berkshire Inn is a top choice for a less expensive stay. View all budget hotels in Pittsfield.
What's the best hotel for a family vacation in Pittsfield?
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other good choices for your kid-friendly vacation include Best Western Plus Berkshire Hills Inn & Suites and Holiday Inn & Suites Pittsfield-Berkshires by IHG. Attractions like Berkshire Museum and Bousquet Ski Area are also fun for kids of all ages. Find more child-friendly accommodations in Pittsfield.
What's the best LGBTQ-friendly place to stay in Pittsfield?
Hotel On North is a top LGBTQ-friendly hotel that features free WiFi and free parking. Holiday Inn & Suites Pittsfield-Berkshires by IHG and Hilton Garden Inn Lenox Pittsfield are other good options for your stay. See all available hotels listed as LGBTQ-friendly in Pittsfield.
What's the best pet-friendly hotel in Pittsfield?
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG is a top hotel for people traveling with their pets, and offers an indoor pool and a 24-hour fitness center for its human guests. Other good choices for you and your pet include Hotel On North and The Central Downtown Inn & Suites. See more pet-friendly hotel accommodations in Pittsfield.
What are some accommodations with pools in Pittsfield?
Hilton Garden Inn Lenox Pittsfield is a top hotel with a pool, free WiFi, and free parking. View all hotels with pools in Pittsfield.
What is staying in Pittsfield like?
Visitors to Pittsfield are sure to enjoy the sporting events, entertainment choices, and theaters. Tourists can also enjoy the city's museums, lake views, and ski areas. In Pittsfield, there are 68 hotels and other accommodations to choose from. Find out more about Pittsfield.
What is there to see in Pittsfield?
Cultural venues include Berkshire Museum, Colonial Theater, and Hancock Shaker Village. Natural beauty is on display at Housatonic River, Onota Lake, and Pontoosuc Lake. A couple of additional sights to add to your agenda are Bousquet Ski Area and Barrington Stage Company. Check out what more to see and do in Expedia's Pittsfield guide.
How can I get around Pittsfield?
To venture out into the surrounding area, ride one of the trains from Pittsfield Intermodal Transportation Center or Pittsfield Station. If you want to venture out around the area, you may want a rental car in Pittsfield for your journey.
What's the seasonal weather like in Pittsfield?
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.

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