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Top hotels and accommodation in Pittsfield

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1016)
"Very nice stay"
The price is NZ$235
includes taxes & fees
31 July - 1 Aug
Best Western Plus Berkshire Hills Inn & Suites

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1008)
"Good basic convenient accommodation in a heavily touristy area."
The price is NZ$188
includes taxes & fees
11 Aug - 12 Aug
Quality Inn

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
10.0 out of 10, Exceptional, (3)
"Our stay was terrific, and we appreciated the staff's attentiveness, especially Anthony's."
The price is NZ$251
includes taxes & fees
31 July - 1 Aug
Holiday Inn Express & Suites Pittsfield - Berkshires

Huttopia Berkshires

1.0 star property
The price is NZ$226
includes taxes & fees
24 Aug - 25 Aug
Huttopia Berkshires

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (531)
"Clean, comfortable and great staff. Highly recommend and will be staying there again in the future."
The price is NZ$194
includes taxes & fees
11 Aug - 12 Aug
Berkshire Mountain Lodge

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (838)
"I like this place a lot and have stayed here many times over the years. Comfortable stay at a reasonable price at a convenient location in Pittsfield. "
The price is NZ$228
includes taxes & fees
4 Aug - 5 Aug
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (787)
"It was a good place to sleep for a quick visit to Pittsfield. Glad we booked there. "
The price is NZ$161
includes taxes & fees
30 July - 31 July
Berkshire Inn

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (746)
"Staff were excellent and welcoming."
The price is NZ$351
includes taxes & fees
4 Aug - 5 Aug
Hotel On North

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (637)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is NZ$382
includes taxes & fees
24 Aug - 25 Aug
Hilton Garden Inn Lenox Pittsfield

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (299)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is NZ$221
includes taxes & fees
30 July - 31 July
The Central Downtown Inn & Suites

FairBridge Inn Express

2.5 star property
5.4 out of 10, (755)
"Close to our target event a plus"
The price is NZ$132
includes taxes & fees
11 Aug - 12 Aug
FairBridge Inn Express

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1009)
"Best Quality- excellent location for dining - walk to restaurants. "
The price is NZ$238
includes taxes & fees
27 Aug - 28 Aug
Quality Inn

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1012)
"Great place"
The price is NZ$316
includes taxes & fees
30 July - 31 July
Hotel Downstreet, Ascend Hotel Collection

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (725)
"Great quiet stay. "
The price is NZ$184
includes taxes & fees
30 July - 31 July
The Villager Motel

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (719)
"No complaints at all. Great place to stay!"
The price is NZ$282
includes taxes & fees
27 Aug - 28 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

The Revival House

3.0 star property
9.6 out of 10, Exceptional, (7)
"Beautifully renovated historical bed and breakfast that offers historical details along with modern touches. Our room was spacious and very clean and common areas are appointed with great attention to detail. "
The price is NZ$334
includes taxes & fees
30 July - 31 July
The Revival House

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (768)
"Was great loved the jacuzzi tub "
The price is NZ$184
includes taxes & fees
30 July - 31 July
Howard Johnson by Wyndham Lenox

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (567)
"The staff, room and property was wonderful! "
The price is NZ$209
includes taxes & fees
17 Aug - 18 Aug
Maple Terrace Motel

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1912)
"Great stay with all plenty of things to do…"
The price is NZ$181
includes taxes & fees
25 Aug - 26 Aug
Vacation Village in the Berkshires
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near top Pittsfield attractions

Berkshire Museum
Berkshire Museum

Berkshire Museum

You can spend an afternoon studying the exhibits at Berkshire Museum in Pittsfield. Wander the lakeside in this family-friendly area.

Guido's Marketplace

Guido's Marketplace

You can do some window-shopping at Guido's Marketplace during your trip to Pittsfield. Wander the lakeside in this quaint area.

Learn more about Pittsfield

Come to Pittsfield and enjoy its baseball, entertainment and opera.

Pittsfield showing a city

Top Pittsfield Hotel Reviews

Frequently asked questions

Where is the best place for a stay in Pittsfield?

Hotel On North is a favourite with Expedia customers. This hotel offers free parking and a bar. Other top choices based on traveller reviews include Hilton Garden Inn Lenox Pittsfield and Best Western Plus Berkshire Hills Inn & Suites. See all available top hotels, or vacation rentals in Pittsfield.

What are some of the best holiday rentals that Pittsfield has to offer?

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table: This highly rated holiday home rental in Pittsfield is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Another good choice for your trip to Pittsfield is Hancock Village Inn at Jiminy Peak. See all vacation rentals in Pittsfield.

If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?

Yes! You'll find that most hotel room reservations are fully refundable if cancelled before the hotel’s cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.

What's the best budget-friendly hotel in Pittsfield?

Based on our traveller reviews, Berkshire Inn is a top choice for a less expensive stay. View all budget hotels in Pittsfield.

What's the best family accommodation in Pittsfield?

Holiday Inn & Suites Pittsfield-Berkshires by IHG is a hotel with an indoor pool and a restaurant, and it's a top choice on Expedia for families. Other options for your child-friendly holiday include Best Western Plus Berkshire Hills Inn & Suites and Holiday Inn Express & Suites Pittsfield - Berkshires. Also, attractions such as Berkshire Museum and Bousquet Ski Area are fun for children of all ages. Find more child-friendly accommodations in Pittsfield.

What's the best place to stay for couples in Pittsfield?

Hotel On North is a favourite hotel for couples, and features premium bedding and flat-screen TVs. See all romantic hotels in Pittsfield.

What is the top LGBTQ-friendly place to stay in Pittsfield?

Holiday Inn & Suites Pittsfield-Berkshires by IHG is a top LGBTQ-friendly hotel, and features free Wi-Fi and free Internet. Hilton Garden Inn Lenox Pittsfield is another good option for your trip. See all available hotels listed as LGBTQ-friendly in Pittsfield.

What's the best dog-friendly accommodation option in Pittsfield?

Holiday Inn & Suites Pittsfield-Berkshires by IHG is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. Other good choices for you and your pet's trip include Best Western Plus Berkshire Hills Inn & Suites and The Central Downtown Inn & Suites. See more pet-friendly hotel accommodations in Pittsfield.

What's the best high-end hotel in Pittsfield?

Yankee Suites Extended Stay is a 4-star guest house with a terrace, and a popular choice for Expedia travellers looking for a luxurious stay. Find more luxury hotels in Pittsfield.

What's the best boutique accommodation in Pittsfield?

Hotel On North is a favourite 3.5-star hotel with our travellers looking for stylish accommodation, and features 45 guestrooms, a restaurant and a bar.

What's the best hotel for a golf holiday in Pittsfield?

FairBridge Inn Express is one of the top choices for golfers, based on our travel data. You can tee off at Wyndhurst Golf & Club during your trip. See more golf hotels in Pittsfield.

What's the best hotel in Pittsfield to absorb the local history?

Based on our travel expertise, Berkshire Mountain Lodge is a top 3-star lodge for history seekers booking on Expedia, and it offers free parking and in-room kitchens. Other choices near historic sites include Hilton Garden Inn Lenox Pittsfield and Berkshire Inn. Also, Colonial Theater and Hancock Shaker Village are a couple of local landmarks worth a visit. See more options for historical stays in Pittsfield.

What's the best accommodation option for a ski holiday in Pittsfield?

Hilton Garden Inn Lenox Pittsfield is a top hotel for hitting the ski slopes, and features free WiFi and free parkingThis hotel is adjacent to Bousquet Ski Area. Other good choices for your stay near the slopes include FairBridge Inn Express and The Central Downtown Inn & Suites. See all ski hotels in Pittsfield.

What are some accommodation options with pools in Pittsfield?

Hilton Garden Inn Lenox Pittsfield is a top hotel with a pool, free WiFi and free self-parking. Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more! is an additional hotel with an on-site pool. View all hotels with pools in Pittsfield.

What is the best spa hotel in Pittsfield?

Berkshire Mountain Lodge is a top spa hotel featuring a fitness centre and an indoor pool. Spend the afternoon relaxing in the hot tub and sauna. Another popular spa hotel in Pittsfield is Hilton Garden Inn Lenox Pittsfield. See all spa hotels in Pittsfield.

What is staying in Pittsfield like?

Visitors to Pittsfield will definitely enjoy the sporting events, entertainment and theatres. Tourists can also enjoy the city's museums, lake views and ski areas. In Pittsfield, there are 71 hotels and other accommodation options to choose from. Find out more about Pittsfield.

What should I do while I'm visiting Pittsfield?

Cultural venues include Berkshire Museum, Colonial Theater and Barrington Stage Company. Landmarks like Hancock Shaker Village and Herman Melville's Arrowhead might be worth a visit. A couple of additional sights to add to your itinerary are Bousquet Ski Area and Housatonic River. Take a look at what more there is to see and do in Expedia's Pittsfield guide.

How should I get around Pittsfield?

To see more of 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 temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pittsfield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.