A lake with a rocky shoreline and a forested island.

Find Romantic Hotels in Western Massachusetts, MA

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Check availability on Western Massachusetts Romantic Hotels

Tonight
10 Sept - 11 Sept
Tomorrow
11 Sept - 12 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Western Massachusetts romantic hotels

1. Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
United States
Maya H.
£159
includes taxes & fees
16 Sept - 17 Sept
Berkshire Village Carriage House - Super Private!!

2. Cozy & Spacious Entire Home in Springfield

Cozy & Spacious Entire Home in Springfield
Forest Park
United States
Lorrie
£270
includes taxes & fees
13 Sept - 14 Sept
Cozy & Spacious Entire Home in Springfield

3. Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Hancock
United States
John F.
£184
includes taxes & fees
14 Sept - 15 Sept
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

4. Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
Forest Park
United States
Carol F.
£393
includes taxes & fees
12 Sept - 13 Sept
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

5. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA
North Adams
United States
Jennifer O.
£349
includes taxes & fees
15 Sept - 16 Sept
A roomy remodeled retreat close to MassMoCA

6. A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Granby
United States
Kristen S.
£189
includes taxes & fees
20 Sept - 21 Sept
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

7. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
United States
Tania J.
£232
includes taxes & fees
13 Sept - 14 Sept
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

8. 2 Bed Berkshire Apt minutes to Jiminy Peak Ski

2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Stephentown
United States
Christine P.
£209
includes taxes & fees
13 Sept - 14 Sept
2 Bed Berkshire Apt minutes to Jiminy Peak Ski

9. Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Collinsville
United States
Mike
£359
includes taxes & fees
13 Sept - 14 Sept
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

10. Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Hoosick Falls
United States
Anita T.
£286
includes taxes & fees
13 Sept - 14 Sept
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
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Find out more about Western Massachusetts

Western Massachusetts attractions for couples

Western Massachusetts offers a delightful mix of cultural and outdoor experiences perfect for adventurous families. Start your exploration in Northampton, where you can stroll through the charming streets lined with unique boutiques and enjoy a meal at one of the many farm-to-table restaurants. Just a short drive away, the Smith College Botanic Garden provides a stunning backdrop for a family picnic or a leisurely walk among vibrant blooms. For thrill-seekers, Mount Greylock State Reservation offers hiking trails with breathtaking views and the chance to reach the highest point in Massachusetts. Meanwhile, the Norman Rockwell Museum in Stockbridge is a must-visit for art aficionados, showcasing the iconic works of the beloved American illustrator. After a day of adventure, unwind in the Berkshires, where luxury hotels like the Wheatleigh or the Blantyre provide a tranquil retreat with attentive service, ensuring you feel pampered and rejuvenated. With a blend of culture, nature, and high-quality accommodation, Western Massachusetts promises an enriching getaway for the whole family.

Top Western Massachusetts Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Beautiful location and views. Spacious room with all amenities."
Sherry 1-night trip
Posted 3 hours ago
Vacation Village in the Berkshires

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