A lake with a rocky shoreline and a forested island.

Winery Hotels & Resorts in Western Massachusetts from NZ$212

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Western Massachusetts Winery Hotels

This weekend
Next weekend

Our top choices for Western Massachusetts hotels with winery

1. The Ellery

The Ellery
3.5 star property
Northampton
9.4 out of 10, Exceptional, (1,003 reviews)
"great and quaint stay"
United States
Adalie
The price is NZ$209
includes taxes & fees
2 Dec - 3 Dec
The Ellery

2. D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,082 reviews)
"Nice stay will be coming back again!"
United States
Devon
The price is NZ$245
includes taxes & fees
29 Nov - 30 Nov
D. Hotel Suites & Spa

3. TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.6 out of 10, Exceptional, (113 reviews)
"What a lovely property- such a great place to stay when in the Amherst area - staff is excellent- the rooms are all perfect and the amenities are outstanding"
United States
Sarah
The price is NZ$285
includes taxes & fees
29 Nov - 30 Nov
TownePlace Suites by Marriott Hadley Amherst

4. Blue A Modern Hotel, an Ascend Collection Hotel

Blue A Modern Hotel, an Ascend Collection Hotel
2.0 star property
West Springfield
9.2 out of 10, Wonderful, (394 reviews)
"Overall great stay! Very helpful staff and the rooms were beautiful. I stayed alone and felt very comfortable."
United States
Samantha
The price is NZ$206
includes taxes & fees
23 Nov - 24 Nov
Blue A Modern Hotel, an Ascend Collection Hotel

5. Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area
2.5 star property
Hadley
9.0 out of 10, Wonderful, (1,002 reviews)
"SPacious room, indoor pool, easy drive to Northampton. We enjoyed our stay."
United States
Esther
The price is NZ$233
includes taxes & fees
17 Nov - 18 Nov
Hampton Inn Hadley-Amherst Area

6. Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (708 reviews)
"Super clean room, excellent temperature control wihh the the room a/c. Breakfast was hot and fresh, eggs, sausage, fruit, yogurts, oatmeal with all the toppings"
United States
Caroline
The price is NZ$248
includes taxes & fees
2 Dec - 3 Dec
Fairfield Inn & Suites Springfield Holyoke

7. Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,005 reviews)
"The hotel was clean and fresh, my son enjoyed the games area. The room was comfortable and the bathroom had a great shower. Breakfast was good and the staff got me vegetarian options when asked."
United Kingdom
Shama
The price is NZ$194
includes taxes & fees
29 Nov - 30 Nov
Tru by Hilton Chicopee Springfield

8. River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.4 out of 10, Very good, (305 reviews)
"Super friendly and helpful staff, convenient parking, decently sized room."
United States
Brandon
The price is NZ$187
includes taxes & fees
4 Nov - 5 Nov
River Valley Inn

9. Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
2.5 star property
Hadley
9.2 out of 10, Wonderful, (1,002 reviews)
"Very clean spacious room and friendly staff. Will definitely stay here again!!"
United States
Jennifer
The price is NZ$232
includes taxes & fees
1 Dec - 2 Dec
Comfort Inn & Suites Hadley - Amherst

10. Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
3.0 star property
Hadley
9.4 out of 10, Exceptional, (847 reviews)
"Great breakfast, excellent staff"
United States
Jenny
The price is NZ$291
includes taxes & fees
29 Nov - 30 Nov
Homewood Suites by Hilton Hadley Amherst

11. Old Mill Inn

Old Mill Inn
3.0 star property
Hatfield
9.4 out of 10, Exceptional, (551 reviews)
"The Old Mill is a great, unique hotel for staying in Western MA. The room was well decorated to match the historic usage of the building. Also, the bed was comfortable and the bathroom was great. It’s very convenient for getting around by I91 and 5&10. The area is beautiful in the fall."
United States
Wayne
The price is NZ$317
includes taxes & fees
9 Nov - 10 Nov
Old Mill Inn

12. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,010 reviews)
"The location was good for our trip."
United States
Basil
The price is NZ$196
includes taxes & fees
20 Nov - 21 Nov
The Yankee Inn

13. Black Walnut Inn

Black Walnut Inn
2.0 star property
North Amherst
9.8 out of 10, Exceptional, (166 reviews)
"A great old historic B&B in a beautiful neighborhood with an extremely helpful staff who even made breakfast to order for me. I enjoyed it and the area so much that I stayed an extra night."
United States
Douglas
The price is NZ$348
includes taxes & fees
18 Nov - 19 Nov
Black Walnut Inn

14. Inn on Boltwood

Inn on Boltwood
3.0 star property
Amherst
9.4 out of 10, Exceptional, (899 reviews)
"the wonderful stay!"
United States
Yong
The price is NZ$409
includes taxes & fees
8 Nov - 9 Nov
Inn on Boltwood

15. Hampton Inn Chicopee/Springfield

Hampton Inn Chicopee/Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,001 reviews)
"Amazing breakfast!"
United States
Jessica
The price is NZ$213
includes taxes & fees
3 Dec - 4 Dec
Hampton Inn Chicopee/Springfield

16. Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
3.0 star property
Northampton
9.2 out of 10, Wonderful, (1,006 reviews)
"Nice, clean, room; friendly staff; good breakfast options"
United States
Erik
The price is NZ$292
includes taxes & fees
9 Nov - 10 Nov
Fairfield Inn & Suites Springfield Northampton/Amherst

17. Hotel UMass

Hotel UMass
2.5 star property
Amherst
9.0 out of 10, Wonderful, (1,010 reviews)
"Lovely room, great location, staff excellent"
United States
Lyla
The price is NZ$220
includes taxes & fees
1 Dec - 2 Dec
Hotel UMass

18. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (977 reviews)
"Very nice hotel"
United States
Philip
The price is NZ$230
includes taxes & fees
29 Nov - 30 Nov
Hotel On North

19. Courtyard by Marriott Hadley Amherst

Courtyard by Marriott Hadley Amherst
3.0 star property
Hadley
9.0 out of 10, Wonderful, (786 reviews)
"Excellent."
United States
Yuki
The price is NZ$284
includes taxes & fees
15 Nov - 16 Nov
Courtyard by Marriott Hadley Amherst

20. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.8 out of 10, Exceptional, (27 reviews)
"excellent lakeside view"
United States
mike
The price is NZ$216
includes taxes & fees
21 Nov - 22 Nov
Berkshire Lake Lodge
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.

Top Western Massachusetts Hotel Reviews

Explore a world of travel with Expedia