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30 Properties in Berkshire

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Hotels with Swimming Pool in Berkshire. Below are the finest hotels in Berkshire, curated specifically for those who are seeking hotels with Swimming Pool. The collection of hotels in Berkshire ensures an unforgettable stay. Elevate your Berkshire experience where each hotel is a haven designed to cater to your unique desires and preferences. Get Flat 12% OFF* up to AED 500 on your first hotel booking in Berkshire with Swimming Pool using coupon code : “MMTWELCOME”. Book Now Pay Later with Book Hotel @AED 1 “#BreakTheBookingRoutine”. View More
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The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Stockbridge
Homestay
| Sleeps 2 Guests
Swimming PoolSwimming Pool
Breakfast Included
This 4 Star Bed N Breakfast in Berkshire is located in Stockbridge. Full Address of property is 26 Glendale Road, RR 183 View On Map Key amenities of this property are Swimming Pool.
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$ 413

$ 372

+ $ 81 taxes & fees

Per Night

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The Porches Inn

North Adams
Swimming PoolSwimming Pool
Free Cancellation
Breakfast Included
Location of the Hotel is North Adams View On Map (231 River Street). Top Facilities of this Hotel are Swimming Pool.
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Excellent4.7

Based on 331 Ratings and 0 reviews

Location4.3

Cleanliness4.7

Hospitality4.7

(331 Ratings)

$ 152

$ 141

+ $ 56 taxes & fees

Per Night

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The Red Lion Inn

Stockbridge
Swimming PoolSwimming Pool
Free Cancellation
This 4 Star Hotel in Berkshire is located in Stockbridge. Full Address of property is 30 Main Street View On Map Key amenities of this property are Swimming Pool.
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$ 105

$ 87

+ $ 32 taxes & fees

Per Night

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Berkshire Mountain Lodge

Pittsfield | 2.8 km drive to Pittsfield Airport, MA (PSF-Pittsfield Municipal)
Swimming PoolSwimming Pool
Free Cancellation
This property has bigger room options This property has bigger room options
Location of the Hotel is Pittsfield View On Map (8 Dan Fox Dr). Top Facilities of this Hotel are Swimming Pool.
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$ 148

$ 133

+ $ 29 taxes & fees

Per Night

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Berkshire Valley Inn

Hancock
Swimming PoolSwimming Pool
Free Cancellation
Breakfast Included
This 2 Star Hotel in Berkshire is located in Hancock. Full Address of property is 2541 Hancock Rd View On Map Key amenities of this property are Swimming Pool.
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Excellent4.5

Based on 530 Ratings and 0 reviews

Location4

Cleanliness4.6

Room4.3

Hospitality4.7

(530 Ratings)

$ 139

$ 125

+ $ 25 taxes & fees

Per Night

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Vacation Village in the Berkshires

Hancock
Swimming PoolSwimming Pool
Free Cancellation
Location of the Resort is Hancock View On Map (276 Brodie Mountain Rd). Top Facilities of this Resort are Swimming Pool.
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Excellent4.3

Based on 1746 Ratings and 0 reviews

Hospitality4.1

Room4.3

Cleanliness4.5

Value For Money4.1

(1746 Ratings)

$ 152

$ 137

+ $ 27 taxes & fees

Per Night

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Hampton Inn & Suites Berkshires Lenox

Lenox | 3.4 km drive to Pittsfield Airport, MA (PSF-Pittsfield Municipal)
Swimming PoolSwimming Pool
Breakfast Included
This property has bigger room options This property has bigger room options
This 3 Star Hotel in Berkshire is located in Lenox. Full Address of property is 445 Pittsfield Rd View On Map Key amenities of this property are Swimming Pool.
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Excellent4.6

Based on 999 Ratings and 0 reviews

Location4.6

Cleanliness4.7

Room4.6

Hospitality4.7

Value For Money4.3

(999 Ratings)

$ 128

+ $ 13 taxes & fees

Per Night

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Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington | 5.7 km drive to Great Barrington Airport, MA (GBR-Walter J. Koladza)
Swimming PoolSwimming Pool
Breakfast Included
Location of the Hotel is Great Barrington View On Map (249 Stockbridge Rd). Top Facilities of this Hotel are Swimming Pool.
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$ 152

+ $ 18 taxes & fees

Per Night

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Hilton Garden Inn Lenox Pittsfield

Pittsfield | 2.9 km drive to Pittsfield Airport, MA (PSF-Pittsfield Municipal)
Swimming PoolSwimming Pool
Free Cancellation
This 3 Star Hotel in Berkshire is located in Pittsfield. Full Address of property is 1032 South Street View On Map Key amenities of this property are Swimming Pool.
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Excellent4.6

Based on 575 Ratings and 0 reviews

Location4

Cleanliness4.7

Hospitality4.7

(575 Ratings)

$ 151

+ $ 16 taxes & fees

Per Night

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Club Wyndham Bentley Brook

Hancock
Swimming PoolSwimming Pool
Free Cancellation
This property has bigger room options This property has bigger room options
Location of the Hotel is Hancock View On Map (1 Corey Road). Top Facilities of this Hotel are Swimming Pool.
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$ 141

$ 110

+ $ 24 taxes & fees

Per Night

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Little Cat Lodge

Berkshire | 6.0 km drive to Great Barrington Airport, MA (GBR-Walter J. Koladza)
Swimming PoolSwimming Pool
Breakfast Included
This property has bigger room options This property has bigger room options
This 2 Star Hotel in Berkshire is located in Berkshire. Full Address of property is 37 Catamount Rd View On Map Key amenities of this property are Swimming Pool.
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$ 199

$ 160

+ $ 32 taxes & fees

Per Night

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Holiday Inn & Suites Pittsfield-Berkshires

Pittsfield | 4.0 km drive to Pittsfield Airport, MA (PSF-Pittsfield Municipal)
Swimming PoolSwimming Pool
Free Cancellation
Location of the Hotel is Pittsfield View On Map (One West Street). Top Facilities of this Hotel are Swimming Pool.
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Very Good3.9

Based on 685 Ratings and 0 reviews

Hospitality4.2

Room3.7

Cleanliness4.2

(685 Ratings)

$ 109

+ $ 13 taxes & fees

Per Night

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The Yankee, Trademark Collection by Wyndham

Lenox | 3.2 km drive to Pittsfield Airport, MA (PSF-Pittsfield Municipal)
Swimming PoolSwimming Pool
Free Cancellation till 24 hrs before check in
Breakfast Included
This 3 Star Hotel in Berkshire is located in Lenox. Full Address of property is 461 Pittsfield Road View On Map Key amenities of this property are Swimming Pool.
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Excellent4.5

Based on 1000 Ratings and 0 reviews

Cleanliness4.6

Room4.3

Hospitality4.7

(1000 Ratings)

$ 91

$ 85

+ $ 20 taxes & fees

Per Night

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Race Brook Lodge

Berkshire
Swimming PoolSwimming Pool
Location of the Hotel is Berkshire View On Map (864 S Undermountain Rd). Top Facilities of this Hotel are Swimming Pool.
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Excellent4.3

Based on 30 Ratings and 0 reviews

Cleanliness4.4

Room3.9

Hospitality4.2

(30 Ratings)

$ 120

$ 112

+ $ 27 taxes & fees

Per Night

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Holiday Inn Club Vacations Oak n' Spruce Resort

Lee
Swimming PoolSwimming Pool
This property has bigger room options This property has bigger room options
This 3 Star Hotel in Berkshire is located in Lee. Full Address of property is 190 Meadow Street View On Map Key amenities of this property are Swimming Pool.
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$ 87

+ $ 23 taxes & fees

Per Night

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Hotel Downstreet

North Adams
Swimming PoolSwimming Pool
Free Cancellation till 24 hrs before check in
This property has bigger room options This property has bigger room options
Location of the Hotel is North Adams View On Map (40 Main St). Top Facilities of this Hotel are Swimming Pool.
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$ 134

+ $ 16 taxes & fees

Per Night

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Fairfield Inn & Suites by Marriott Williamstown

Williamstown
Swimming PoolSwimming Pool
Breakfast Included
This 3 Star Hotel in Berkshire is located in Williamstown. Full Address of property is 430 Main St View On Map Key amenities of this property are Swimming Pool.
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$ 142

+ $ 17 taxes & fees

Per Night

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Jiminy Peak Mountain Resort

Hancock
Swimming PoolSwimming Pool
This property has bigger room options This property has bigger room options
Location of the Resort is Hancock View On Map (37 Corey Rd). Top Facilities of this Resort are Swimming Pool.
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Very Good4.1

Based on 923 Ratings and 0 reviews

Location4.2

Cleanliness4.1

Room3.8

Hospitality4.1

Value For Money3.9

(923 Ratings)

$ 186

$ 158

+ $ 34 taxes & fees

Per Night

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Holiday Inn Express Great Barrington

Great Barrington | 6.1 km drive to Great Barrington Airport, MA (GBR-Walter J. Koladza)
Swimming PoolSwimming Pool
Free Cancellation
Breakfast Included
This 2 Star Hotel in Berkshire is located in Great Barrington. Full Address of property is 415 Stockbridge Road View On Map Key amenities of this property are Swimming Pool.
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$ 131

+ $ 15 taxes & fees

Per Night

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Berkshire Inn

Pittsfield | 3.2 km drive to Pittsfield Airport, MA (PSF-Pittsfield Municipal)
Swimming PoolSwimming Pool
Free Cancellation
Location of the Hotel is Pittsfield View On Map (150 W Housatonic St). Top Facilities of this Hotel are Swimming Pool.
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Very Good3.8

Based on 759 Ratings and 0 reviews

Location4

Cleanliness4.1

Room3.7

Value For Money4.2

Hospitality3.9

(759 Ratings)

$ 86

$ 77

+ $ 17 taxes & fees

Per Night

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