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
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Western Massachusetts romantic hotels

Two Adirondack chairs facing a river with a forested hill in the background.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A restaurant interior with white tables, cushioned booths, and a bar area.
A hotel room with a fireplace, a desk, a television, and a poster of a lake scene.

1. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
£86
includes taxes & fees
10 Nov - 11 Nov
The Yankee Inn
A lodge with a large building and a dock by a lake, surrounded by forest.
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A lakeside dock with kayaks and a covered boat ramp.
A lakeside lodge with a dock, fishing rods, and outdoor seating.

2. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Gustavo
£91
includes taxes & fees
22 Nov - 23 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A four-poster bed with a wooden headboard, two bedside tables with lamps, and a framed picture on the wall.
A hotel with a sign reading "D. HOTEL & SUITES" on the facade.
An outdoor patio with white chairs and tables, a central fire feature, and string lights.
A bedroom with a four-poster bed, a leather sofa, a wooden coffee table, and a view of greenery through the window.

3. D. Hotel Suites & Spa

D. Hotel Suites & Spa
Holyoke
United States
Devon
£95
includes taxes & fees
2 Nov - 3 Nov
D. Hotel Suites & Spa
A two-story house with a red door, green shutters, and a snow-covered front yard.
A wooden gazebo with a peaked roof, surrounded by a gravel area with potted plants.
A red building with white trim, surrounded by lush greenery and fruit trees.
A room with a built-in bench, a window with curtains, and a wooden railing.

4. Centennial House

Centennial House
Northfield
United Kingdom
Alan
£136
includes taxes & fees
1 Nov - 2 Nov
Centennial House
Dining
Living area
Room
Interior

5. Garden Gables

Garden Gables
Lenox
£163
includes taxes & fees
1 Nov - 2 Nov
Garden Gables
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".
A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.

6. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
£109
includes taxes & fees
1 Nov - 2 Nov
Berkshires Untold
A large, historic building with a prominent tower and a well-lit entrance labeled "Bollywood".
A spacious outdoor seating area with a fire feature, white brick walls, and multiple windows with shutters.
A long dining table set with white tableware, flanked by windows and a skylight.
A spacious living room with a fireplace, comfortable seating, and elegant chandeliers.

7. Inn on Boltwood

Inn on Boltwood
Amherst
United States
Mindy
£172
includes taxes & fees
1 Nov - 2 Nov
Inn on Boltwood
A bedroom with a bed, a nightstand, a lamp, and a window with curtains.
A cozy room with a bed, breakfast area, and a wall with Alice in Wonderland-themed decor.
A residential garden with a lawn, a variety of plants, and a pathway.
A living room with two armchairs, a coffee table, a lamp, a mirror, and a chandelier.

8. Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
Liberty Heights
United States
Peter
£89
includes taxes & fees
28 Oct - 29 Oct
Naomi's Inn Bed & Breakfast
Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.
A row of colorful Victorian-style houses with a prominent red one labeled "PORCHES."
A cozy living room with a fireplace, a red armchair, a bookshelf, and a coffee table.
A hallway with a collection of plates on the walls, leading to a staircase.

9. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
North Adams
United States
Ram
£131
includes taxes & fees
24 Nov - 25 Nov
The Porches Inn at Mass MoCA
A red building with a sign reading "Shaker Mill Inn."
A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.
A covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.
A cozy room with a bed, a sofa, a small table, and a desk. There are two lamps on the bed and a window with curtains.

10. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
United States
Mahadeva
£94
includes taxes & fees
2 Nov - 3 Nov
Shaker Mill Inn
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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
"We had a great 2 night stay in a 2 bedroom deluxe suite with our 5-person family for Family Weekend at Williams College, as our daughter just started her college career there. The accommodations were perfect, immaculate, comfortable, spacious and exactly what we needed. We had fun in the pool and playing pool - and the outdoor hotter looked inviting although it was busy so we didn't get into it on this trip. Looking forward to staying again, perhaps when there's some snow on the ground! Highly recommend staying at this lovely resort!"
Anonymous traveller 2-night trip
Posted 4 hours ago
Vacation Village in the Berkshires
La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

8/10 Good
"The hotel overall was extremely kid friendly. The pool/arcade were amazing. However, not a huge deal the TV kept cutting out no matter what channel it was on. It was annoying. The staff and the clientele were amazing. We go to the area frequently from CT to go to six flags. This is our go to place."
Catherine 1-night trip
Posted 22 hours ago
La Quinta Inn & Suites by Wyndham Springfield MA

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