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Popular Hotels in Pittsfield

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The Inn at Stockbridge
The Inn at Stockbridge
9.5 Excellent
30 East Street, Stockbridge, MA, United States
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10.6 mi from city centre, Pittsfield 
ExcellentBased on 85 reviews
9.5

Situated in Stockbridge, The Inn at Stockbridge is an easy drive from Lee and provides free Wi-Fi, a tour desk and an outdoor pool. It is conveniently located for those wanting to visit the area's popular attractions.

Wainwright Inn
Wainwright Inn
9.5 Excellent
518 South Main Street, Great Barrington, MA, United States
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19.1 mi from city centre, Pittsfield 
ExcellentBased on 61 reviews
9.5

This comfortable bed & breakfast in Great Barrington offers free wireless internet, as well as ski lockers and a 24-hour reception. It is ideally located for those wishing to visit local attractions.

Heart OF The Berkshires Motel
Heart OF The Berkshires Motel
970 West Housatonic Street, Pittsfield, MA, United States
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2.9 mi from city centre, Pittsfield 

Heart of the Berkshires Motel is located in Pittsfield and features complimentary Wi-Fi.

Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
9.2 Excellent
70 Pittsfield Road, Lenox, MA, United States
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5.2 mi from city centre, Pittsfield 
ExcellentBased on 196 reviews
9.2

Courtyard by Marriott Lenox Berkshires is located in Lenox and features an indoor pool and free Wi-Fi. It also provides a gift shop and an express check-in and check-out feature.

Church Street Inn
Church Street Inn
8.5 Excellent
16 Church Street, Lenox, MA, United States
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6.7 mi from city centre, Pittsfield 
ExcellentBased on 2 reviews
8.5

The Village Inn Bed and Breakfast is located in Lenox and provides free Wi-Fi. It is conveniently positioned for those wishing to sightsee in the area.

Berkshire Inn
Berkshire Inn
7.4 Good
150 West Housatonic Street, Pittsfield, MA, United States
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1.0 mi from city centre, Pittsfield 
GoodBased on 363 reviews
7.4

Featuring an outdoor pool and free Wi-Fi, this comfortable motel is a short car ride from Lenox. It is ideally located for guests wishing to sightsee in the area.

Lakehouse Inn
Lakehouse Inn
9.5 Excellent
615 Laurel Street, Lee, MA, United States
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8.6 mi from city centre, Pittsfield 
ExcellentBased on 35 reviews
9.5

This comfortable inn in Lee provides free Wi-Fi, as well as ski passes and luggage storage. It also offers free private parking on site and is a short car ride from Tanglewood.

Wheatleigh
Wheatleigh
11 Hawthorne Road, Lenox, MA, United States
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8.0 mi from city centre, Pittsfield 

Located in Stockbridge, Wheatleigh is within easy driving distance of Lenox and features an outdoor pool. The various facilities this luxury hotel offers include room service and babysitting/child services.

Wyndhurst Manor And Club
Wyndhurst Manor And Club
7.6 Good
55 Lee Road, Lenox, MA, United States
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7.6 mi from city centre, Pittsfield 
GoodBased on 2 reviews
7.6

Featuring an outdoor pool, a sauna and outdoor tennis courts, Cranwell Spa and Golf Resort is located in Lenox and offers comfortable accommodation. It provides a spa, as well as a safe, vip rooms and an express check-in and check-out feature.

Kemble Inn
Kemble Inn
8.6 Excellent
2 Kemble Street, Lenox, MA, United States
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6.8 mi from city centre, Pittsfield 
ExcellentBased on 13 reviews
8.6

Kemble Inn is situated in Lenox and offers free wireless internet. It is conveniently located for guests wishing to visit local attractions.

Tips for booking a Pittsfield hotel

Cheapest month:March
Most expensive month:July
Average price in Pittsfield:$154/night
Absolute cheapest price found:$45/night
Cheapest day:Thursday
Most expensive day:Saturday
$83 - $359
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
$108 - $183
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.

Top Rated Pittsfield hotels

Show all 37 hotels
1
Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
9.2 Excellent
70 Pittsfield Road, Lenox, MA, United States
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1.6 mi from city centre, Lenox 

Courtyard by Marriott Lenox Berkshires is located in Lenox and features an indoor pool and free Wi-Fi. It also provides a gift shop and an express check-in and check-out feature.

2
Wyndhurst Manor And Club
Wyndhurst Manor And Club
7.6 Good
55 Lee Road, Lenox, MA, United States
Show on map
1.3 mi from city centre, Lenox 

Featuring an outdoor pool, a sauna and outdoor tennis courts, Cranwell Spa and Golf Resort is located in Lenox and offers comfortable accommodation. It provides a spa, as well as a safe, vip rooms and an express check-in and check-out feature.

3
Berkshire Inn
Berkshire Inn
7.4 Good
150 West Housatonic Street, Pittsfield, MA, United States
Show on map
1.0 mi from city centre, Pittsfield 

Featuring an outdoor pool and free Wi-Fi, this comfortable motel is a short car ride from Lenox. It is ideally located for guests wishing to sightsee in the area.

Cheapest hotels in Pittsfield, Massachusetts

Show all 37 hotels
Berkshire Inn
Berkshire Inn
7.4 Good
150 West Housatonic Street, Pittsfield, MA, United States
Show on map
1.0 mi from city centre,  

Featuring an outdoor pool and free Wi-Fi, this comfortable motel is a short car ride from Lenox. It is ideally located for guests wishing to sightsee in the area.

$71
Avg. per night
Heart OF The Berkshires Motel
Heart OF The Berkshires Motel
970 West Housatonic Street, Pittsfield, MA, United States
Show on map
2.9 mi from city centre,  

Heart of the Berkshires Motel is located in Pittsfield and features complimentary Wi-Fi.

$73
Avg. per night
Wyndhurst Manor And Club
Wyndhurst Manor And Club
7.6 Good
55 Lee Road, Lenox, MA, United States
Show on map
1.3 mi from city centre,  

Featuring an outdoor pool, a sauna and outdoor tennis courts, Cranwell Spa and Golf Resort is located in Lenox and offers comfortable accommodation. It provides a spa, as well as a safe, vip rooms and an express check-in and check-out feature.

$120
Avg. per night
Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
9.2 Excellent
70 Pittsfield Road, Lenox, MA, United States
Show on map
1.6 mi from city centre,  

Courtyard by Marriott Lenox Berkshires is located in Lenox and features an indoor pool and free Wi-Fi. It also provides a gift shop and an express check-in and check-out feature.

$127
Avg. per night
Wainwright Inn
Wainwright Inn
9.5 Excellent
518 South Main Street, Great Barrington, MA, United States
Show on map
0.6 mi from city centre,  

This comfortable bed & breakfast in Great Barrington offers free wireless internet, as well as ski lockers and a 24-hour reception. It is ideally located for those wishing to visit local attractions.

$175
Avg. per night
Church Street Inn
Church Street Inn
8.5 Excellent
16 Church Street, Lenox, MA, United States
Show on map
0.1 mi from city centre,  

The Village Inn Bed and Breakfast is located in Lenox and provides free Wi-Fi. It is conveniently positioned for those wishing to sightsee in the area.

$187
Avg. per night
The Inn at Stockbridge
The Inn at Stockbridge
9.5 Excellent
30 East Street, Stockbridge, MA, United States
Show on map
1.7 mi from city centre,  

Situated in Stockbridge, The Inn at Stockbridge is an easy drive from Lee and provides free Wi-Fi, a tour desk and an outdoor pool. It is conveniently located for those wanting to visit the area's popular attractions.

$282
Avg. per night
Lakehouse Inn
Lakehouse Inn
9.5 Excellent
615 Laurel Street, Lee, MA, United States
Show on map
1.7 mi from city centre,  

This comfortable inn in Lee provides free Wi-Fi, as well as ski passes and luggage storage. It also offers free private parking on site and is a short car ride from Tanglewood.

$306
Avg. per night

Hotel prices in Pittsfield

2 stars and under

$71 - $73

Heart OF The Berkshires Motel
$73
Avg. per night
Berkshire Inn

Best value

$71
Avg. per night
3 stars

$120 - $471

Courtyard by Marriott Lenox Berkshires

#1 Most popular

$127
Avg. per night
Church Street Inn

#2 Most popular

Church Street Inn
8.5 Excellent
$187
Avg. per night
Wyndhurst Manor And Club

Best value

$120
Avg. per night
4 stars +

$282 - $1,083

Wheatleigh

#1 Most popular

$1,083
Avg. per night
Lakehouse Inn

#2 Most popular

Lakehouse Inn
9.5 Excellent
$306
Avg. per night
The Inn at Stockbridge

Best value

$282
Avg. per night

Best prices found by HotelsCombined users in the past 24 hours.

Where to stay in Pittsfield

Pittsfield travel FAQs

  • What are the best hotels in Pittsfield?

    Pittsfield is home to many highly-rated hotels, one of which is Berkshire Inn, which has a current rating of 7.4. For other potential stays, consider Courtyard by Marriott Lenox Berkshires and Kemble Inn, which can also be great places to stay in Pittsfield.

  • How much do hotels in Pittsfield cost?

    Pittsfield hotels have an average price of $174/night (based on searches on HotelsCombined in the last 3 days).

  • How much is a cheap hotel in Pittsfield?

    HotelsCombined searches in the last 3 days suggest cheap Pittsfield hotels have prices starting from as low as $65/night, depending on the popularity of your requested dates.

  • How much is a hotel in Pittsfield tonight?

    Users have found prices for hotels in Pittsfield tonight starting as low as $71, rising to an average cost of $112, based on searches in the last 72 hours.