Find & compare romantic hotels in The Berkshires, MA from $101

Name: Chestnut Lodge
Rating: 2

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Top The Berkshires Romantic Getaways & Hotels

Shaker Mill Inn

2 Oak Street, West Stockbridge, MA

$146

includes taxes & fees

$133 per night

Nov 26 - Nov 27

Free WiFi in public areas is available at this bed & breakfast. Take advantage of the free self parking.

Kemble Inn

2 Kemble Street, Lenox, MA

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If you and your special someone are ready for a getaway, you're sure to love the spa tub and al fresco dining at this boutique inn. You'll also appreciate the ...

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Williamstown, MA

Free Cancellation

Reserve now, pay when you stay

$195

includes taxes & fees

$178 per night

Nov 23 - Nov 24

In-room massages, a garden, and in-room fireplaces await visiting couples at this romantic condo. The property also offers a terrace and an outdoor pool.

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

One West Street, Pittsfield, MA

Free Cancellation

$101

includes taxes & fees

$90 per night

Nov 30 - Dec 1

If you're in the mood for love, consider a stay at this romantic hotel, featuring a garden and onsite dining. You'll also love the terrace and bar.

Chestnut Lodge

75 Chestnut Street, Lee, MA

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Rekindle the spark in your relationship. Book a romantic getaway at this guest house where you and your special someone are sure to love the spa tub and ...

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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	998 hotels
Lowest Price	$101
Highest Price	$195
Popular hotels	Shaker Mill Inn, Vacation Village in the Berkshires, Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, Chestnut Lodge, Kemble Inn