A lake with a rocky shoreline and a forested island.

Search Winery Hotels in Western Massachusetts

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Check availability on Western Massachusetts Winery Hotels

Tonight
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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
Beth
₹14,371
₹16,052 total
includes taxes & fees
28 Oct - 29 Oct
Hotel Northampton
An outdoor patio area with seating, a fire feature, and a view of the building's exterior.
A modern bar area with a long counter, multiple screens, and a seating area with metal chairs.
A modern bar area with a long counter, multiple bar stools, and a wooden accent wall.
A hotel room with two beds, a large window with a view of trees, and a wall mural.

2. Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield
West Springfield
United States
Amy
₹12,692
₹14,526 total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott West Springfield
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.
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.

3. D. Hotel Suites & Spa

D. Hotel Suites & Spa
Holyoke
United States
Patricia
₹11,771
₹13,774 total
includes taxes & fees
27 Oct - 28 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 lodge with a dock, fishing rods, and outdoor seating.
A dining area with large windows, wooden furniture, and a view of a lake.
A lakeside dock with kayaks and a covered boat ramp.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Bob
₹11,516
₹12,864 total
includes taxes & fees
2 Nov - 3 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
An indoor swimming pool with a pool lift, a changing room, and a view of the outside.
A spacious dining area with multiple tables and chairs, a sofa, and patterned curtains.
A narrow hallway with two beverage dispensers and a snack shelf.
A hotel room with two beds, a desk with a flat-screen TV, a chair, and a bedside table with lamps.

5. Hampton Inn & Suites Springfield/Downtown

Hampton Inn & Suites Springfield/Downtown
South End
United Kingdom
Claire
₹11,356
₹12,883 total
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn & Suites Springfield/Downtown
A modern restaurant with high tables and bar stools, a fireplace, and a TV mounted on the wall.
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.
A hotel room with two beds, a microwave, a small table with a phone and a coffee maker, a sink, and a large window with curtains.

6. Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst
Northampton
United Kingdom
Glenn
₹11,847
₹13,233 total
includes taxes & fees
8 Nov - 9 Nov
Quality Inn & Suites Northampton - Amherst
A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.
A cozy living room with a fireplace, a blue sofa, a red armchair, and a coffee table with books and a teapot.
A loft bedroom with a sloped ceiling, a ceiling fan, a floor lamp, a bed with a patterned bedspread, a chair, and a small table.
A bed with a white lace bedspread, a tray with cookies and a bottle, and two glasses of red wine.

7. Brook Farm Inn

Brook Farm Inn
Lenox
₹18,826
₹21,803 total
includes taxes & fees
2 Nov - 3 Nov
Brook Farm Inn
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.
A modern living room with a grey sofa, a wooden coffee table, and a dining area with a round table and chairs.
A grassy outdoor area with four blue Adirondack chairs arranged in a circle.
A hotel room with two beds, a desk, a TV, and a window with curtains.

8. East Rock Inn

East Rock Inn
Great Barrington
United States
ERIK
₹13,306
₹14,863 total
includes taxes & fees
9 Nov - 10 Nov
East Rock Inn
A large, two-story building with a symmetrical facade, multiple windows, and a well-maintained lawn.
A grand staircase with a wooden handrail and patterned carpet, leading to an upper floor.
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.

9. Gateways Inn & Restaurant

Gateways Inn & Restaurant
Lenox
United States
Robin
₹24,037
₹28,051 total
includes taxes & fees
2 Nov - 3 Nov
Gateways Inn & Restaurant
A hotel with a central entrance, flagpoles, outdoor seating, and a landscaped area.
Lobby
A hotel with a covered patio, a stone fountain, and a brick pathway.
Room

10. Comfort Inn & Suites Sturbridge - Brimfield

Comfort Inn & Suites Sturbridge - Brimfield
Sturbridge
United States
Talitha
₹9,789
₹10,934 total
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn & Suites Sturbridge - Brimfield
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Top Western Massachusetts Hotel Reviews

The Yankee Inn

The Yankee Inn

10/10 Excellent
"Not enough bath clothes towels not enough outlets around the bed for people who have cpap or breathing problems."
Mark 1-night trip
Posted 2 days ago
The Yankee Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"The staff was very pleasant and helpful. Breakfast was good. They had delicious and fresh muffins. Parking was right outside our door."
Leslie 2-night trip
Posted 4 days ago
Quality Inn Great Barrington

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