---
title: "Sheffield Guest Houses from CA $151 | Expedia.ca"
description: "Book the best Guest Houses in Sheffield, MA in 2026. Compare rates from CA $151, guest reviews and availability of 0 stays. Most stays are fully refundable."
canonical: "https://www.expedia.ca/Sheffield-Guest-Houses.d157238-aaGuestHouses.Travel-Guide-Accommodation"
language: en-CA
market: CA
currency: CAD
prices_as_of: 2026-11-13T18:10:43Z
---

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# Search Guest Houses in Sheffield from CA $151
![A lakeside town with autumn foliage, a bridge, and a rocky shoreline.](https://images.trvl-media.com/place/157238/fa907155-2162-417d-b699-61f648b85b84.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

[Check prices for these dates, December 13–14, 2026](https://www.expedia.ca/Hotel-Search?regionId=157238&startDate=2026-12-13&endDate=2026-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&lodging=GUEST%5FHOUSE)

[View in a map](https://www.expedia.ca/Hotel-Search?regionId=157238&stayLength=1&daysInFuture=30&pwaOverlay=map)

## Our top choices for Sheffield guest houses

### [1\. 9 Academy](https://www.expedia.ca/Salisbury-Hotels-9-Academy.h102680999.Hotel-Information)

![A modern kitchen with a dining area, a large window, and a view of the garden.](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/8d4ea02b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

- Location: Salisbury
- Guest rating: 9.4/10 (Exceptional, 15 reviews)
- Price: CA $778, CA $895 total, includes taxes & fees, Nov 15 - Nov 16, for Our top choices for Sheffield guest houses
- Review: Incredible space. I plan on staying again anytime I’m in the area. Wonderful staff, very easy check in and check out. Excellent room and amenities., by Kyle

### [2\. Hideaway Inn Lenox](https://www.expedia.ca/Lenox-Hotels-Hideaway-Inn-Lenox.h125074901.Hotel-Information)

![A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.](https://images.trvl-media.com/lodging/126000000/125080000/125075000/125074901/cf5c2eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Lenox
- Guest rating: 8/10 (Very good, 71 reviews)
- Price: CA $152, CA $169 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Sheffield guest houses
- Review: What a unique stay! Wish we could have stayed longer., by Kristina

### [3\. Cornwall Inn and Lodge](https://www.expedia.ca/Torrington-Hotels-Cornwall-Inn-And-Lodge.h17278254.Hotel-Information)

![A dining area with wooden tables and chairs, large windows with white frames, and wall-mounted light fixtures.](https://images.trvl-media.com/lodging/18000000/17280000/17278300/17278254/7b493baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Cornwall Bridge
- Guest rating: 9.2/10 (Wonderful, 179 reviews)
- Price: CA $302, CA $347 total, includes taxes & fees, Nov 17 - Nov 18, for Our top choices for Sheffield guest houses
- Review: Very nice., by K

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](https://www.expedia.ca/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28&regionId=157238&adults=2&lodging=GUEST%5FHOUSE&sort=RECOMMENDED&openPlayBack=true)

## 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](https://www.expedia.ca/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28&adults=2&regionId=157238)

![A lakeside town with autumn foliage, a bridge, and a rocky shoreline.](https://images.trvl-media.com/place/157238/fa907155-2162-417d-b699-61f648b85b84.jpg?impolicy=fcrop&w=900&h=505&p=1&q=high)

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