Romantic Hotels in Western Massachusetts, MA

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Top Western Massachusetts Romantic Getaways & Hotels

Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street, West Stockbridge, MA
$146 nightly
The price is $161 total per night
$161 total
Jun 4 - Jun 5
Total includes taxes and fees
This property doesn't skimp on freebies - guests receive free WiFi and free self parking. A library is also provided.
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd, Holyoke, MA
Free Cancellation
$134 nightly
The price is $150 total per night
$150 total
Jun 8 - Jun 9
Total includes 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.
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
$102 nightly
The price is $114 total per night
$114 total
Jun 5 - Jun 6
Total includes 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
Jun 2 - Jun 3
Total includes 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
$160 nightly
The price is $179 total per night
$179 total
Jun 12 - Jun 13
Total includes 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 ...
Hadley Amherst Location.Explore the Valley Colleges!

Hadley Amherst Location.Explore the Valley Colleges!

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This vacation home features a water park, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
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.

Western Massachusetts hotels essential information

Accommodation
1,456 hotels
Lowest Price
$114
Highest Price
$179
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

Vacation Village in the Berkshires

5 out of 5
Posted 4 days ago
Travelocity Verified Review
"Beautiful place to stay. The view is absolutely amazing and the area is very rural. Everyone was extremely friendly and the townsfolk were too. Only problem some might find is if you’re the bottom room your upstairs neighbors might be noisy."
A verified traveler stayed at Vacation Village in the Berkshires
Vacation Village in the Berkshires