Romantic Hotels in The Berkshires, MA

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Top The Berkshires Romantic Getaways & Hotels

Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street, West Stockbridge, MA
$165 nightly
The price is $182 total per night
$182 total
Sep 10 - Sep 11
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A library is also provided.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $119 total per night
$119 total
Sep 21 - Sep 22
Total with taxes and fees
If you are ready for a blissful getaway, you and your special someone are sure to love the garden and in-room fireplaces at this romantic condo. Other amenities ...
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
$109 nightly
The price is $122 total per night
$122 total
Sep 10 - Sep 11
Total with taxes and fees
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.
The Dewey

The Dewey

3.5 out of 5
7 Hubbard Street, Lenox, MA
$184 nightly
The price is $206 total per night
$206 total
Sep 15 - Sep 16
Total with taxes and fees
If you're in the mood for love, consider a stay at this romantic guest house, featuring a garden and a lobby fireplace. You'll also love the luxury bedding and ...
Chestnut Lodge

Chestnut Lodge

3.5 out of 5
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 hot tub and ...
Kemble Inn

Kemble Inn

3.5 out of 5
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 hot tub and al fresco dining at this boutique inn. You'll also appreciate the ...
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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
1,110 hotels
Lowest Price
$119
Highest Price
$206
Popular hotels
Shaker Mill Inn, Vacation Village in the Berkshires, Holiday Inn & Suites Pittsfield-Berkshires by IHG, The Dewey, Chestnut Lodge, Kemble Inn