Compare Ski Hotels in The Berkshires

Name: Holiday Inn & Suites Pittsfield-Berkshires by IHG
Price range: NZ$180

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23 Dec - 24 Dec

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Featured The Berkshires Ski Hotels

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

NZ$219

12 Jan - 13 Jan 2026

includes taxes & fees

Stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in their ...

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd Lenox MA

Fully refundableReserve now, pay when you stay

NZ$147

4 Jan - 5 Jan 2026

includes taxes & fees

Stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...

Berkshire Valley Inn

2541 Hancock Rd Williamstown MA

NZ$241

4 Jan - 5 Jan 2026

includes taxes & fees

Stay at this hotel in Williamstown. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...

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Jiminy Peak Mountain Resort

37 Corey Rd Hancock MA

NZ$425

19 Jan - 20 Jan 2026

includes taxes & fees

Stay at this ski condo in Hancock. Enjoy free parking, 2 restaurants and 2 hot tubs. Our guests praise the property condition in their reviews. Popular attractions ...

Hampton Inn & Suites Berkshires-Lenox

445 Pittsfield Rd Lenox MA

Fully refundableReserve now, pay when you stay

NZ$202

4 Jan - 5 Jan 2026

includes taxes & fees

Stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their ...

Monument Mountain Motel

247 Stockbridge Rd Great Barrington MA

Fully refundableReserve now, pay when you stay

Stay at this motel in Great Barrington. Enjoy free Wi-Fi, free parking and daily housekeeping. Our guests praise the helpful staff and the clean rooms in their ...

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Shaker Mill Inn

2 Oak Street West Stockbridge MA

NZ$221

5 Jan - 6 Jan 2026

includes taxes & fees

Stay at this B&B in West Stockbridge. Enjoy free breakfast, free parking and daily housekeeping. Popular attractions Ebenezer II Gifts and Antiques and Hotchkiss ...

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

249 Stockbridge Rd Great Barrington MA

Fully refundableReserve now, pay when you stay

NZ$260

7 Jan - 8 Jan 2026

includes taxes & fees

Stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean ...

Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street Pittsfield MA

Fully refundable

NZ$180

25 Dec - 26 Dec

includes taxes & fees

Stay at this business-friendly hotel in Pittsfield. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...

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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.

The Berkshires hotels essential information

Accommodation	1,084 hotels
Lowest Price	NZ$147
Highest Price	NZ$425
Popular hotels	Vacation Village in the Berkshires, The Yankee, Trademark Collection by Wyndham, Berkshire Valley Inn, Jiminy Peak Mountain Resort, Hampton Inn & Suites Berkshires-Lenox, Monument Mountain Motel, Shaker Mill Inn, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, Holiday Inn & Suites Pittsfield-Berkshires by IHG