Farmstay in Sheffield
Massachusetts
United States of America
Farmstay
Expedia.ca

Sheffield Travel Guide Hotels in Sheffield Flights to Sheffield Car Rentals in Sheffield Sheffield Vacation Packages Vacation Rentals in Sheffield

A lakeside town with autumn foliage, a bridge, and a rocky shoreline.

Search Farmstay in Sheffield from CA $280

Where to?

Dates

your current months are November, 2026 and December, 2026.

November 2026

SunSunday

MonMonday

TueTuesday

WedWednesday

ThuThursday

FriFriday

SatSaturday

December 2026

SunSunday

MonMonday

TueTuesday

WedWednesday

ThuThursday

FriFriday

SatSaturday

Travellers

Room 1

Adults

ChildrenAges 0 to 17

Need to book 9 or more rooms?

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Sheffield farmstays

A white house with a red barn in the background, a covered porch, and a solar panel roof.

A compact kitchen with wooden cabinetry, a built-in stove, and a coffee maker.

A kitchen with wooden shelves, a sink, and a dining area with a table and chairs.

A bedroom with a large bed, two bedside lamps, a wooden headboard, a decorative pillow, a dresser, a painting, and a window.

1. the suite @ barn & bike - private, bucolic, serene setting

the suite @ barn & bike - private, bucolic, serene setting

Red Hook

9.8 out of 10, Exceptional, (16 reviews)

9.8/10

Exceptional

(16 reviews)

"The host was great, we enjoyed the suite, it was perfect for our ski trip. Lots of food options near, ver accomating."

William D.

The price is CA $281

CA $281

CA $342 total

includes taxes & fees

Nov 23 - Nov 24

the suite @ barn & bike - private, bucolic, serene setting

A wooden deck with a metal railing overlooking a lake, a lamp post, and a grassy area with trees.

A kitchen with wooden cabinets, a central island, and a dining area with chairs.

A rustic room with a wooden floor, a piano, a dining table with chairs, and a sofa.

A cozy living room with a fireplace, a television, and a patterned sofa.

2. Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent

Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent

Ghent

10.0 out of 10, Exceptional, (9 reviews)

10/10

Exceptional

(9 reviews)

"wonderful location"

Jon R.

The price is CA $494

CA $494

CA $859 total

includes taxes & fees

Nov 11 - Nov 12

Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent

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.

View all properties

Learn more about Sheffield

Tucked in the Berkshires, this charming town offers scenic hikes at Bartholomew's Cobble and local art at the Sheffield Historical Society. Catch live performances at the Berkshire Theatre Festival in nearby Stockbridge or sample farm-fresh produce at the weekend farmers' market on the town green.

See all hotels in Sheffield

Top reviews in Sheffield

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

A hotel room with two beds, a desk, a television, and a dresser.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

10/10 Excellent

Excellent room! Clean and good breakfast!

Kelly

Reviewed October 10, 2026Reviewed October 10, 2026

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

A hotel room with a wooden dresser, a television, a microwave, and a mirror.

A bathroom with a white tiled floor, a wooden vanity with drawers, a white toilet, a bathtub, and a shower with a handheld showerhead.

A row of white plastic chairs on a covered outdoor area with a white building in the background.

Monument Mountain Motel

Great Barrington

10/10 Excellent

Perfect motel for an overnight stay. The room and bathroom were fresh and clean. The man and woman staff were friendly and polite.

Paul

Reviewed October 5, 2025Reviewed October 5, 2025

Monument Mountain Motel

A covered porch with white railings and rocking chairs.

A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

A bedroom with a wooden bed, two bedside tables, a window with curtains, and a radiator.

A two-story building with a flat roof, solar panels, and a small patio area.

Locust Tree Bed and Breakfast LLC

East Canaan

10/10 Excellent

Owner was so kind . I made a mistake with my booking day, but owner solved the issue right on the spot.

Michel

Reviewed October 17, 2024Reviewed October 17, 2024

Locust Tree Bed and Breakfast LLC

A large, two-story white building with a symmetrical facade, columns, and a central entrance.

A pool table in a room with a patterned rug, a shelf with decorative items, and a window with a view of greenery.

A small cabin with two Adirondack chairs in a grassy field, surrounded by trees and a mountain in the background.

A dining table with pastries, a coffee pot, and a vase of sunflowers.

Granville House

Housatonic

10/10 Excellent

Wonderful! Will stay again!

Rebecca

Reviewed July 29, 2023Reviewed July 29, 2023

Granville House

A white two-story house with a covered driveway leading to an entrance.

A bathroom with a toilet, sink, bathtub, and a glass-enclosed shower.

A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

A dining area with multiple tables set for service, wooden floors, and large windows offering a view of the outdoors.

Blackberry River Inn

Norfolk

10/10 Excellent

Very nice place , staff was very nice also.

Mark

Reviewed July 21, 2026Reviewed July 21, 2026

Blackberry River Inn

A two-story building with a gabled roof and a chimney.

A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.

A bathroom with a toilet, a shower with glass doors, and a towel rack with towels.

A large house with a balcony and a grassy yard.

The Little Lion

Great Barrington

10/10 Excellent

We had a great stay at the Briarcliff. The owners of the motel were very friendly and welcoming. The room was cozy and comfortable and the homemade scones were delicious! We will definitely stay here again!

Janice

Reviewed October 14, 2014Reviewed October 14, 2014

The Little Lion

A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

A bar area with a bartender preparing drinks, shelves of liquor bottles, and a pink upholstered sofa in the foreground.

A dog standing at a door entrance with a wooden floor and a mat with paw prints.

A modern living room with a sofa, armchair, and coffee table. There is a bed with a headboard and pillows, a lamp, and a shelf with items.

the Alander

Copake

10/10 Excellent

Loved our stay, staff very attentive and helpful!!

Kelly

Reviewed May 24, 2025Reviewed May 24, 2025

the Alander

A large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn.

A framed painting of a white horse on a wooden dresser, a white fireplace with a black mantle, and two green vases with white flowers on the wall.

A bathroom with a freestanding bathtub, a shower area, and a window with blinds.

A dining area with yellow chairs and tables, a kitchen in the background, and a clock on the wall.

The White Hart

Salisbury

10/10 Excellent

They upgraded us to a 2-room suite at no extra charge!

Andy

Reviewed May 14, 2018Reviewed May 14, 2018

The White Hart

A multi-story building with a symmetrical facade, multiple balconies, and a central tower.

A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.

A café with a display case, a frozen food section, and a marketplace sign.

A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee

10/10 Excellent

Great well run resort property

Andrea

Reviewed July 1, 2026Reviewed July 1, 2026

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

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 dining area with large windows, wooden furniture, and a view of a lake.

A lakeside lodge with a dock, fishing rods, and outdoor seating.

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

10/10 Excellent

Clean rooms and lovely view

Laraib

Reviewed May 21, 2026Reviewed May 21, 2026

The Black Swan Lee - Lenox, an Ascend Collection Hotel

A motel with a two-story structure, multiple rooms with red doors, and a central staircase.

A circular pool with a tiled edge, surrounded by a concrete deck and a grassy area with chairs and a small shed.

A hotel room with a sofa, a wooden table, a lamp, a telephone, and a painting on the wall.

A modern bathroom with a white sink, a toilet, and a bathtub.

Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

10/10 Excellent

Clean basic and friendly! Why overpay elsewhere? Right next to Cafe Adam…. Perfect location

Suzie

Reviewed June 16, 2024Reviewed June 16, 2024

Travelodge by Wyndham Great Barrington Berkshires

A red building with a sign reading "Shaker Mill Inn."

A cozy living room with a sofa, a small table, and a bookshelf. There is a window with curtains, and a painting on the wall.

A covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.

A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.

Shaker Mill Inn

West Stockbridge

10/10 Excellent

The Shaker Inn is a very unique place. Enjoy our stay .

Richard

Reviewed October 11, 2024Reviewed October 11, 2024

Shaker Mill Inn

Explore a world of travel with Expedia

Lodging
Flights
Packages
Cars
Vacation Rentals

Apartments in Huntington
Standard Link for Apartments in Huntington
Resorts in The Berkshires
Standard Link for Resorts in The Berkshires
Chestnut Lodge
Standard Link for Chestnut Lodge
Pet-Friendly Hotels in Sheffield
Standard Link for Pet-Friendly Hotels in Sheffield
Hotels near Lee Premium Outlets
Standard Link for Hotels near Lee Premium Outlets
Aparthotels in Williamstown
Standard Link for Aparthotels in Williamstown
Pittsfield Hotels
Standard Link for Pittsfield Hotels
Pet-Friendly Hotels in Stockbridge
Standard Link for Pet-Friendly Hotels in Stockbridge
Luxury Hotels in The Berkshires
Standard Link for Luxury Hotels in The Berkshires
B&B in Lee
Standard Link for B&B in Lee
Cabin Rentals in Westfield
Standard Link for Cabin Rentals in Westfield
Stockbridge Hotels
Standard Link for Stockbridge Hotels
Historic 1804 house in N Becket Village in the Berkshires
Standard Link for Historic 1804 house in N Becket Village in the Berkshires
Cheap Hotels in Lenox
Standard Link for Cheap Hotels in Lenox
B&B in North Adams
Standard Link for B&B in North Adams
Resorts in Mount Washington
Standard Link for Resorts in Mount Washington
Hotels near Frelinghuysen Morris House and Studio
Standard Link for Hotels near Frelinghuysen Morris House and Studio
Sheffield Hotels
Standard Link for Sheffield Hotels
Country Houses in Alford
Standard Link for Country Houses in Alford
Pet-Friendly Hotels in The Berkshires
Standard Link for Pet-Friendly Hotels in The Berkshires
Relais & Chateaux Hotels in The Berkshires
Standard Link for Relais & Chateaux Hotels in The Berkshires
The Whitlock
Standard Link for The Whitlock
B&B in Florida
Standard Link for B&B in Florida
Hotels near Tanglewood Music Center
Standard Link for Hotels near Tanglewood Music Center
Cabin Rentals in Chicopee
Standard Link for Cabin Rentals in Chicopee
Hotels near National Shrine of the Divine Mercy
Standard Link for Hotels near National Shrine of the Divine Mercy
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Standard Link for Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Cabin Rentals in Granby
Standard Link for Cabin Rentals in Granby
Hostels in Springfield
Standard Link for Hostels in Springfield
The Red Door B&B
Standard Link for The Red Door B&B
Cheap Hotels in The Berkshires
Standard Link for Cheap Hotels in The Berkshires
B&B in Adams
Standard Link for B&B in Adams
Hupi House
Standard Link for Hupi House
Chalets in Western Massachusetts
Standard Link for Chalets in Western Massachusetts
West Stockbridge Hotels
Standard Link for West Stockbridge Hotels
Family Hotels in The Berkshires
Standard Link for Family Hotels in The Berkshires
Hotels near Maple Corner Farm Cross Country Ski Area
Standard Link for Hotels near Maple Corner Farm Cross Country Ski Area
Cottages in Mill River
Standard Link for Cottages in Mill River
Motels in North Adams
Standard Link for Motels in North Adams
Cottages in The Berkshires
Standard Link for Cottages in The Berkshires
Private Island
Standard Link for Private Island
Washington Hotels
Standard Link for Washington Hotels
Villas in Beartown State Forest
Standard Link for Villas in Beartown State Forest
Resorts in Lenox
Standard Link for Resorts in Lenox
One Bedroom Luxury Cottage at Blantyre
Standard Link for One Bedroom Luxury Cottage at Blantyre
Condo Rentals in Otis
Standard Link for Condo Rentals in Otis
Motels in Egremont
Standard Link for Motels in Egremont
Quality Inn Great Barrington
Standard Link for Quality Inn Great Barrington
Cabin Rentals in Savoy
Standard Link for Cabin Rentals in Savoy
Chalets in Becket
Standard Link for Chalets in Becket
Chalets in Mount Washington
Standard Link for Chalets in Mount Washington
Lenox Hotels
Standard Link for Lenox Hotels
Historic Rectory Retreat in Stockbridge – Getaway for 8
Standard Link for Historic Rectory Retreat in Stockbridge – Getaway for 8
Luxury Hotels in Berkshire County
Standard Link for Luxury Hotels in Berkshire County
B&B in Russell
Standard Link for B&B in Russell
Cheap Hotels in Sandisfield
Standard Link for Cheap Hotels in Sandisfield
B&B in Haydenville
Standard Link for B&B in Haydenville
Becket Hotels
Standard Link for Becket Hotels
B&B in Hadley
Standard Link for B&B in Hadley
Cheap Hotels in Lee
Standard Link for Cheap Hotels in Lee
Lee Hotels
Standard Link for Lee Hotels
Condo Rentals in Florida
Standard Link for Condo Rentals in Florida
Great Barrington Hotels
Standard Link for Great Barrington Hotels
The Egremont Village Inn
Standard Link for The Egremont Village Inn
Motels in Granville
Standard Link for Motels in Granville
Apartments in Cheshire
Standard Link for Apartments in Cheshire

Flights to West Stockbridge
Standard Link for Flights to West Stockbridge
Flights to Stockbridge
Standard Link for Flights to Stockbridge
Flights from Becket
Standard Link for Flights from Becket
Flights to The Berkshires
Standard Link for Flights to The Berkshires
Flights to Great Barrington
Standard Link for Flights to Great Barrington
Flights from Plattsburgh (PBG) to Pittsfield (PSF)
Standard Link for Flights from Plattsburgh (PBG) to Pittsfield (PSF)
Flights from Seattle (SEA) to Pittsfield (PSF)
Standard Link for Flights from Seattle (SEA) to Pittsfield (PSF)
Flights from Phoenix (PHX) to Pittsfield (PSF)
Standard Link for Flights from Phoenix (PHX) to Pittsfield (PSF)
Flights from Toronto (YYZ) to Pittsfield (PSF)
Standard Link for Flights from Toronto (YYZ) to Pittsfield (PSF)
Flights to Lenox
Standard Link for Flights to Lenox
Flights from Lenox
Standard Link for Flights from Lenox
Flights from Ithaca (ITH) to Pittsfield (PSF)
Standard Link for Flights from Ithaca (ITH) to Pittsfield (PSF)
Flights from Boston (BOS) to Pittsfield (PSF)
Standard Link for Flights from Boston (BOS) to Pittsfield (PSF)
Flights to Sheffield
Standard Link for Flights to Sheffield

Visit Great Barrington
Standard Link for Visit Great Barrington
Visit South Egremont
Standard Link for Visit South Egremont
Visit Stockbridge
Standard Link for Visit Stockbridge
Ventfort Hall Mansion and Gilded Age Museum
Standard Link for Ventfort Hall Mansion and Gilded Age Museum
Great Barrington Vacations
Standard Link for Great Barrington Vacations
National Shrine of the Divine Mercy
Standard Link for National Shrine of the Divine Mercy
Lenox Library
Standard Link for Lenox Library
Visit South Lee
Standard Link for Visit South Lee
Visit October Mountain State Forest
Standard Link for Visit October Mountain State Forest
Norman Rockwell Museum
Standard Link for Norman Rockwell Museum

Hertz Rental Cars in The Berkshires
Standard Link for Hertz Rental Cars in The Berkshires
Car rental Great Barrington
Standard Link for Car rental Great Barrington
Car rental Stockbridge
Standard Link for Car rental Stockbridge
Avis Rental Cars in Lenox
Standard Link for Avis Rental Cars in Lenox
Nextcar Rental Cars in The Berkshires
Standard Link for Nextcar Rental Cars in The Berkshires
Car rental Lenox
Standard Link for Car rental Lenox

The Berkshires Vacation Rentals
Standard Link for The Berkshires Vacation Rentals

Search Farmstay in Sheffield from CA $280

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Sheffield farmstays

1. the suite @ barn & bike - private, bucolic, serene setting

2. Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent

Learn more about Sheffield

Top reviews in Sheffield

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent

Explore a world of travel with Expedia