Romantic Hotels in Western Massachusetts, MA
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Top Western Massachusetts Romantic Getaways & Hotels

Hadley Amherst Location.Explore the Valley Colleges!
This vacation home features a water park, a garden, and laundry facilities. Barbecue grills are provided for your convenience.

Shaker Mill Inn
2 Oak Street, West Stockbridge, MA
$165 nightly
The price is $182 total per night
$182 total
Oct 1 - Oct 2
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.

D. Hotel Suites & Spa
1 Country Club Rd, Holyoke, MA
Free Cancellation
$134 nightly
The price is $150 total per night
$150 total
Oct 1 - Oct 2
Total with taxes and fees
A spa, a garden, and a hot tub await visiting couples at this romantic hotel. The property also offers a lobby fireplace and champagne service.

The Dewey
7 Hubbard Street, Lenox, MA
$170 nightly
The price is $190 total per night
$190 total
Sep 29 - Sep 30
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 ...

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $143 total per night
$143 total
Sep 29 - Sep 30
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
One West Street, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $110 total per night
$110 total
Oct 5 - Oct 6
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.

Chestnut Lodge
75 Chestnut Street, Lee, MA
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 ...
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Western Massachusetts hotels essential information
Accommodation | 1,488 hotels |
---|---|
Lowest Price | $110 |
Highest Price | $190 |
Popular hotels | D. Hotel Suites & Spa, Shaker Mill Inn, Vacation Village in the Berkshires, Holiday Inn & Suites Pittsfield-Berkshires by IHG, The Dewey, Chestnut Lodge, Hadley Amherst Location.Explore the Valley Colleges!, Kemble Inn |
Recent Western Massachusetts hotel reviews by fellow wanderers

Vacation Village in the Berkshires
5 out of 5
Posted 13 hours ago
Travelocity Verified Review
"Absolutely fantastic!!! This just be our new escape from reality place. Everything was top shelf. "
A verified traveler stayed at Vacation Village in the Berkshires
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