A snow-covered town with a prominent church steeple, red brick buildings, and a clear blue sky.

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Our top choices for Greenfield luxury hotels

A traditional white building with black shutters, a stone pathway leading to the entrance, and a signboard advertising a breakfast buffet.

1. Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (61 reviews)
The price is ￥42,630
￥46,893 total
includes taxes & fees
Nov 15 - Nov 16
Inn on Putney Road
A grassy outdoor area with two Adirondack chairs under a tree, a small building, and a road in the background.

2. Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.4 out of 10, Exceptional, (106 reviews)
The price is ￥48,095
￥52,184 total
includes taxes & fees
Nov 15 - Nov 16
Chesterfield Inn
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.
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Top Greenfield Hotel Reviews

The Ellery

The Ellery

10/10 Excellent
"We booked two rooms for two nights and they were both neat and clean. The beds were very comfortable, and the staff was so friendly and welcoming. Would highly recommend staying at this property!"
Jennifer 2-night trip
Posted 2 hours ago
The Ellery

Frequently asked questions

Are you searching for a great accommodation for your luxury holiday in Greenfield?
Use Expedia to help you arrange a flight to Westfield, MA (BAF-Barnes Municipal) airport or Bradley Intl. Airport (BDL) airport, and then choose from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you'd like to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Greenfield offers. Greenfield has some interesting things to see and do including Old Greenfield Village and Connecticut River, so you might want to take in the local sights during your visit.
When can I expect good weather in Greenfield?
Planning for the weather is an important factor for making your trip to Greenfield a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Greenfield are January, March, November, and February, with each month seeing an average of 9 inches of snowfall.
What's there to see and do in Greenfield?
Enjoy Greenfield and visit Old Greenfield Village, Connecticut River, and Museum of Our Industrial Heritage. If you have a little extra time during your trip, you might want to make a stop at Greenfield Beach and Eunice Williams Covered Bridge.
How can I get around Greenfield?
It's easier to get around town comfortably when you know your options. If you want to venture outside of the area, hop on a train at Greenfield Station.