A lake with a rocky shoreline and a forested island.

Winery Hotels & Resorts in Western Massachusetts from NZ$235

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Check availability on Western Massachusetts Winery Hotels

Tonight
12 Sept - 13 Sept
Tomorrow
13 Sept - 14 Sept
Next weekend
18 Sept - 20 Sept
In two weeks
25 Sept - 27 Sept

Our top choices for Western Massachusetts hotels with winery

A multi-story hotel with a prominent "Hotel Northampton" sign, featuring a classic architectural style with a brick facade and multiple windows.
A hotel room with two beds, a TV, a desk, and a chair.
A hotel lobby with a glass vase of white flowers on a table, red chairs, and a wooden reception desk.
A hotel room with a desk, chair, lamp, and a large mirror. There is a staircase leading to an outdoor area with a railing.

1. Hotel Northampton

Hotel Northampton
Northampton
United States
steven
NZ$238
includes taxes & fees
20 Sept - 21 Sept
Hotel Northampton
An outdoor patio with white chairs and tables, a central fire feature, and string lights.
A bar area with a wooden counter, bar stools, and a variety of bottles and glasses.
A hotel room with a striped sofa, a bed with a decorative headboard, a large wall painting, and a sunburst light fixture.
A hotel with a sign reading "D. HOTEL & SUITES" on the facade.

2. D. Hotel Suites & Spa

D. Hotel Suites & Spa
Holyoke
United States
Karen
NZ$245
includes taxes & fees
12 Oct - 13 Oct
D. Hotel Suites & Spa
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.
A dining area with large windows, wooden furniture, and a view of a lake.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Susan
NZ$240
includes taxes & fees
22 Sept - 23 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A modern restaurant with high tables and bar stools, a fireplace, and a TV mounted on the wall.
A vending machine stocked with snacks and beverages, and shelves with packaged goods.
A room with a grey sofa, a small table, a lamp, a door, and a framed abstract artwork on the wall.
A hotel lobby with a reception desk, seating area, and a large aquarium.

4. Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst
Northampton
United States
Richard
NZ$243
includes taxes & fees
4 Oct - 5 Oct
Quality Inn & Suites Northampton - Amherst
An outdoor patio area with seating, a fire feature, and a view of the building's exterior.
A hotel room with two beds, a large window with a view of trees, and a wall mural.
A modern bar area with a long counter, multiple bar stools, and a wooden accent wall.
A modern bar area with a long counter, multiple screens, and a seating area with metal chairs.

5. Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield
West Springfield
United States
Christopher
NZ$266
includes taxes & fees
4 Oct - 5 Oct
Courtyard by Marriott West Springfield
A hotel dining area with a long table, chairs, a sofa, and a large pendant light.
A reception area with a wooden reception desk, framed pictures on the wall, a small plant, and a hallway leading to an exit.
An indoor swimming pool with a lifeguard station, pool chairs, and a pool lift.
A hotel room with two beds, a desk with a computer, a TV, and a lamp.

6. Hampton Inn & Suites Springfield/Downtown

Hampton Inn & Suites Springfield/Downtown
South End
United Kingdom
Claire
NZ$235
includes taxes & fees
7 Oct - 8 Oct
Hampton Inn & Suites Springfield/Downtown
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.
A grassy outdoor area with four blue Adirondack chairs arranged in a circle.
A sign for East Rock Inn with a mountainous logo, surrounded by lush greenery and a gravel path leading to a building.
A hotel room with two beds, a desk, a TV, and a window with curtains.

7. East Rock Inn

East Rock Inn
Great Barrington
United States
ERIK
NZ$284
includes taxes & fees
29 Sept - 30 Sept
East Rock Inn
A cozy room with two beds, large windows, and a view of a snowy landscape.
A wooden deck with a green metal table and chairs, surrounded by a wooden railing.
A compact kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, a dishwasher, and a stove.
A pond with a stone border, surrounded by lush greenery and trees.

8. The Creation Station is a cozy place so make yourself at home.

The Creation Station is a cozy place so make yourself at home.
Easthampton Ma.
United States
Paula
NZ$482
includes taxes & fees
16 Sept - 17 Sept
The Creation Station is a cozy place so make yourself at home.
A dining table with plates of food, a coffee cup, and a plant.
Two people sitting on white chairs under a covered porch, one reading a book and the other holding a cup. A small dog is sitting on the ground between them.
A cozy library with wooden bookshelves, a reading area, and a fireplace.
A living room with a fireplace, sofa, armchair, and a TV.

9. Berkshire Valley Inn

Berkshire Valley Inn
Williamstown
United States
Robert
NZ$322
includes taxes & fees
1 Oct - 2 Oct
Berkshire Valley Inn
A large, two-story building with a symmetrical facade, multiple windows, and a well-maintained lawn.
A sign for Gateways Inn advertising mat and mimosa services, with a garden area in the background.
A grand piano in a living room with a sofa, a chandelier, and a fireplace.
A grand staircase with a wooden handrail and patterned carpet, leading to an upper floor.

10. Gateways Inn & Restaurant

Gateways Inn & Restaurant
Lenox
United States
Louise
NZ$347
includes taxes & fees
23 Sept - 24 Sept
Gateways Inn & Restaurant
View all properties

Top Western Massachusetts Hotel Reviews

The Yankee Inn

The Yankee Inn

10/10 Excellent
"Nasically a large motel with both an outdoor and indoor pool. A bit tired, but reasonably close to Lenox and to Tabglewood."
Jacob 1-night trip
Posted 13 hours ago
The Yankee Inn

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