Book Cheap Hotels in Pittsfield

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Sep 12 - Sep 14

Most frequently booked Pittsfield hotels

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Free cancellation
Reserve now, pay when you stay
4.09 km from city centre
The price is CA $136 per night
CA $136
CA $182 total
Oct 1 - Oct 2
includes taxes & fees
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Hot tub
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road, Pittsfield, MA
Free cancellation
Reserve now, pay when you stay
4.78 km from city centre
The price is CA $98 per night
CA $98
CA $109 total
Sep 4 - Sep 5
includes taxes & fees
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking and Crane Museum of Papermaking are located nearby.
Parking included
Free WiFi
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 out of 5
1055 South Street, Pittsfield, MA
4.63 km from city centre
The price is CA $195 per night
CA $195
CA $217 total
Sep 7 - Sep 8
includes taxes & fees
Stay at this hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Hot tub
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street, Pittsfield, MA
Free cancellation
0.11 km from city centre
The price is CA $150 per night
CA $150
CA $167 total
Sep 4 - Sep 5
includes taxes & fees
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berkshire Museum and Colonial Theater are located nearby.
Pool
Pet-friendly
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
Free cancellation
Reserve now, pay when you stay
5.01 km from city centre
The price is CA $146 per night
CA $146
CA $163 total
Sep 4 - Sep 5
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Tracy Brook Wildlife Sanctuary are located nearby.
Breakfast included
Pet-friendly
Hotel On North

Hotel On North

3.5 out of 5
297 North Street, Pittsfield, MA
Free cancellation
Reserve now, pay when you stay
0.48 km from city centre
The price is CA $219 per night
CA $219
CA $244 total
Sep 28 - Sep 29
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Barrington Stage Company and Berkshire Athenaeum are located nearby.
Pet-friendly
Parking included
Berkshire Inn

Berkshire Inn

2 out of 5
150 W Housatonic St, Pittsfield, MA
Free cancellation
Reserve now, pay when you stay
0.88 km from city centre
The price is CA $116 per night
CA $116
CA $130 total
Sep 4 - Sep 5
includes taxes & fees
Stay at this motel in Pittsfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Colonial Theater and Berkshire Museum are located nearby.
Pool
Parking included
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

3 out of 5
1032 South Street, Pittsfield, MA
Free cancellation
Reserve now, pay when you stay
4.57 km from city centre
The price is CA $218 per night
CA $218
CA $244 total
Sep 7 - Sep 8
includes taxes & fees
Stay at this 3-star hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Pet-friendly
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St., Pittsfield, MA
0.37 km from city centre
The price is CA $142 per night
CA $142
CA $159 total
Oct 1 - Oct 2
includes taxes & fees
Stay at this 4-star guesthouse in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Colonial Theater and Berkshire Museum are located nearby.
Pet-friendly
Parking included
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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.

Top family friendly Pittsfield hotel deals

Hotel On North

Hotel On North

297 North Street, Pittsfield, MA
The price is CA $219 per night from Sep 28 to Sep 29
CA $219
CA $244 total
Sep 28 - Sep 29
includes taxes & fees

Top cheap Pittsfield hotel deals

Berkshire Inn

Berkshire Inn

150 W Housatonic St, Pittsfield, MA
The price is CA $116 per night from Sep 4 to Sep 5
CA $116
CA $130 total
Sep 4 - Sep 5
includes taxes & fees

Top hotels in Pittsfield for Extended Stay

Mountainside Condo Ski In Ski Out

Mountainside Condo Ski In Ski Out

Hancock
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.

Pittsfield hotels essential information

Accommodation
1,339 hotels
Lowest Price
CA $98
Highest Price
CA $219
Popular hotels
Berkshire Mountain Lodge, FairBridge Inn Express, Holiday Inn Express & Suites Pittsfield - Berkshires by IHG, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Best Western Plus Berkshire Hills Inn & Suites, Hotel On North, Berkshire Inn, Hilton Garden Inn Lenox Pittsfield, The Central Downtown Inn & Suites

Frequently asked questions

What are the top kid-friendly hotels in Pittsfield?
From cool amenities to more room to move, kid-friendly hotels come with features that can help turn an everyday family vacation into a fantastic one. These Pittsfield properties make traveling with little ones child's play: The whole team will enjoy their time at Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel. A sauna and a swimming pool are a few of the things that help make this property an appealing option. Alternatively, spend your nights in Pittsfield at The Central Downtown Inn & Suites. Take advantage of pet-friendly facilities, laundry facilities and more here.
Where can I find cheap hotels in Pittsfield?
At Travelocity you'll find really nice hotels in Pittsfield at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Pittsfield rather than in Pittsfield. We may find you even better rates, too.
How do I find the best Pittsfield hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Pittsfield then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Pittsfield?
The cheapest hotel in Pittsfield is CA $98 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Pittsfield?
There are 1,339 hotels in Pittsfield on Travelocity.
What are the best hotels in Pittsfield?
Pittsfield has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Pittsfield for you!
When is the best time to visit Pittsfield?
If you want the joy of a fun-filled trip in peak season, visit Pittsfield during January, February and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as October, November and December.
When is the cheapest time to stay in Pittsfield?
Based on historic data is usually the cheapest month to visit Pittsfield. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Pittsfield?
There are multiple hotels in Pittsfield that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Pittsfield. We have plenty of kid-friendly hotels in Pittsfield to choose from on Travelocity!
Why book a hotel in Pittsfield through Travelocity?
Because we have the top hotels in Pittsfield! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Pittsfield on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

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