Find & compare romantic hotels in Western Massachusetts, MA from $104

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Western Massachusetts Romantic Getaways & Hotels

Hadley Amherst Location.Explore the Valley Colleges!

Hadley Amherst Location.Explore the Valley Colleges!

Get rates
A spa tub is featured at this vacation home, along with a garden and barbecue grills.
Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street, West Stockbridge, MA
The price is $132 per night
$132
per night
May 19 - May 20
Free WiFi in public areas is available at this bed & breakfast. Take advantage of the free self parking.
Federal House Inn

Federal House Inn

3.5 out of 5
1560 Pleasant Street, Route 102, South Lee, MA
Get rates
Consider a romantic getaway at this adults-only bed & breakfast, featuring a garden, in-room fireplaces, and onsite dining.
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd, Holyoke, MA
Free Cancellation
The price is $122 per night
$122
per night
Apr 29 - Apr 30
A spa, a garden, and a spa tub await visiting couples at this romantic hotel. The property also offers a lobby fireplace and champagne service.
Kemble Inn

Kemble Inn

3.5 out of 5
2 Kemble Street, Lenox, MA
Get rates
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

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
The price is $169 per night
$169
per night
Apr 27 - Apr 28
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

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3 out of 5
One West Street, Pittsfield, MA
Free Cancellation
The price is $104 per night
$104
per night
Apr 29 - Apr 30
Rekindle the romance with your special someone. Consider booking a getaway at this hotel where you're sure to love the in-room massages and garden. Other amenities ...
Chestnut Lodge

Chestnut Lodge

3.5 out of 5
75 Chestnut Street, Lee, MA
Get rates
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 ...
Don't see what you're looking for?
See all available properties in Western Massachusetts
View all properties
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
1,347 hotels
Lowest Price
$104
Highest Price
$169
Popular hotels
D. Hotel Suites & Spa, Shaker Mill Inn, Vacation Village in the Berkshires, Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, Federal House Inn, Chestnut Lodge, Hadley Amherst Location.Explore the Valley Colleges!, Kemble Inn

Recent Western Massachusetts hotel reviews by fellow wanderers

D. Hotel Suites & Spa

D. Hotel Suites & Spa

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"I needed a solo getaway and this hotel was perfect for it!"
A verified traveler stayed at D. Hotel Suites & Spa
D. Hotel Suites & Spa

Explore more Romantic Getaways & Hotels

Types of hotels

Hotels near…

Hotels by star rating

Areas of Western Massachusetts

Popular Romantic Getaways & Hotels Destinations