Title: Book The Best Hotels in Sheffield, MA for 2025 from CA $105 - Fully Refundable Options - Expedia.ca

  

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![FTYTP1 The Upper Sheffield Covered Bridge, Sheffield, Massachusetts, USA](https://images.trvl-media.com/place/157238/14d96789-8e82-406f-8456-70392b70b95e.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find hotels in Sheffield, MA from CA $105

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## Go beyond your typical stay in Sheffield

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Sheffield%2C+Massachusetts%2C+United+States+of+America&regionId=157238&latLong=42.109989%2C-73.355141&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&amenities=POOL)

Cabin

[](https://www.expedia.ca/Hotel-Search?destination=Sheffield%2C+Massachusetts%2C+United+States+of+America&regionId=157238&latLong=42.109989%2C-73.355141&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&lodging=CABIN)

Farm

[](https://www.expedia.ca/Hotel-Search?destination=Sheffield%2C+Massachusetts%2C+United+States+of+America&regionId=157238&latLong=42.109989%2C-73.355141&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&lodging=AGRITOURISM)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Sheffield%2C+Massachusetts%2C+United+States+of+America&regionId=157238&latLong=42.109989%2C-73.355141&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&amenities=HOT_TUB)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Sheffield%2C+Massachusetts%2C+United+States+of+America&regionId=157238&latLong=42.109989%2C-73.355141&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&amenities=PETS)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Sheffield%2C+Massachusetts%2C+United+States+of+America&regionId=157238&latLong=42.109989%2C-73.355141&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&travelerType=family_friendly)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Sheffield%2C+Massachusetts%2C+United+States+of+America&regionId=157238&latLong=42.109989%2C-73.355141&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&lodging=APARTMENT)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Sheffield%2C+Massachusetts%2C+United+States+of+America&regionId=157238&latLong=42.109989%2C-73.355141&adults=2&startDate=2025-10-15&d1=2025-10-15&endDate=2025-10-17&d2=2025-10-17&lodging=COTTAGE)

## Check prices for these dates

Tonight

[Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=157238&startDate=2025-10-01&endDate=2025-10-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=157238&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=157238&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=157238&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Compare 1,258 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

![Wilder House Berkshires Room 3](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/f0c223e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/f8f74b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/7fea6163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![45-inch flat-screen TV with digital channels, streaming services](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/8660fa49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wilder House Berkshires

Sheffield

9.8/10

Exceptional

(35)

"Highly recommend this beautiful bed & breakfast! The room was wonderful and overlooked the property, the breakfast was delicious, and the hospitality was amazing. I had a fantastic stay, and will definitely stay at The Wilder House again when I'm in the area."

CA $229

CA $256 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Sheffield-Hotels-Wilder-House-Berkshires.h105813835.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/588051f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/4fd790fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Non Lakeside Superior Room, 2 Queen beds](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/d3eea453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ba9d3ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

9.0/10

Wonderful

(1000)

"Great Indian restaurant in the hotel!"

CA $160

CA $178 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/967b0257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/84274eb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/4a1ad790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshires Untold

Lenox

9.0/10

Wonderful

(738)

"Great location and very clean. Beautifully decorated and the restaurant is amazing. Just wish it offered a free breakfast with the room. "

CA $178

CA $198 total

includes taxes & fees

Oct 2 - Oct 3

[](https://www.expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/f43c89bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/3a8723ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, 1 King Bed, Jetted Tub | Jetted tub](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/f3c92221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Yankee, Trademark Collection by Wyndham

Lenox

9.0/10

Wonderful

(1015)

"Nice area to visit "

CA $162

CA $181 total

includes taxes & fees

Oct 2 - Oct 3

[](https://www.expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 indoor pools, 2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/3c0625c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand Room, 3 Bedrooms](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/5aedd4f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/4f7ca94f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

South Lee

9.0/10

Wonderful

(742)

"The lodging was convenient to all the area attractions."

CA $187

CA $228 total

includes taxes & fees

Oct 2 - Oct 3

[](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/e8f22f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Suite, 1 Queen Bed | Living area](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/d32c867e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/a5a66acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sundeck](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/a02c1cad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Cornell Inn, Lenox & The Berkshires

Lenox

9.0/10

Wonderful

(1000)

"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."

CA $178

CA $253 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Lenox-Hotels-The-Cornell-Inn.h1634230.Hotel-Information)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/b51475ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/f450d89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/74865ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshire Mountain Lodge

Pittsfield

9.0/10

Wonderful

(668)

"Very convenient set up of both room and kitchen, resort very easy to navigate. "

CA $150

CA $198 total

includes taxes & fees

Oct 2 - Oct 3

[](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/4d2e9eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Queen Beds (Main Inn)](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/5f2e6b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room (Firehouse)](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/71ef2331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Red Lion Inn

Stockbridge

8.8/10

Excellent

(1010)

"great place have stayed several times, and hope to return."

CA $229

CA $319 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information)

![Dinner served, American cuisine](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/35e8d8d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, 1 King Bed](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/0f83c46b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pet-friendly](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/ee2d524f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dinner served, American cuisine](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/22d5d509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### the Alander

Copake

9.0/10

Wonderful

(166)

"Good location, clean and nice touches in the rooms (french press coffee pot and freshly ground coffee, Harney teas, Saratoga Spring water, and other nice amenities). The fire pits are a nice plus! "

CA $223

CA $249 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Copake-Hotels-The-Alander.h74111256.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/67e1adab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/a89bc327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/617da859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Pittsfield

9.6/10

Exceptional

(45)

"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"

CA $207

CA $232 total

includes taxes & fees

Oct 2 - Oct 3

[](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information)

![Double Room](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/7ccea5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/0196c962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining room](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/c363d477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Living area](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/572e680f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Brooks Motel

Hillsdale

7.8/10

Good

(102)

"Excelente "

CA $149

CA $167 total

includes taxes & fees

Oct 2 - Oct 3

[](https://www.expedia.ca/Hillsdale-Hotels-Hilldale-Motel.h96999590.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/5000000/4950000/4945500/4945461/663f69c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/5000000/4950000/4945500/4945461/f4d43d3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed with Sofa bed (Dewey Carriage House Inn)](https://images.trvl-media.com/lodging/5000000/4950000/4945500/4945461/468cf971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/5000000/4950000/4945500/4945461/w2880h1917x0y0-550a94f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Constance by the Lenox Collection

Lenox

8.6/10

Excellent

(547)

"Staff was so friendly and helpful. The room was small and comfortable and the grounds were well kept. "

CA $186

CA $208 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Lenox-Hotels-Rookwood-Inn.h4945461.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/41dd4913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub, free toiletries, towels](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/90457db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/3aa4f089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/5f2fc6d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chatham Travel Lodge

Old Chatham

7.8/10

Good

(202)

"Clean, comfortable room. Check in was easy."

CA $161

CA $181 total

includes taxes & fees

Oct 2 - Oct 3

[](https://www.expedia.ca/Old-Chatham-Hotels-Chatham-Travel-Lodge.h12095246.Hotel-Information)

![Library](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/50a90cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/d4318cc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Library](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/e7ac793d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/52bc8d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blackberry River Inn

Norfolk

9.4/10

Exceptional

(136)

"Loved everything especially Lucas and Joe💟☮️"

CA $229

CA $263 total

includes taxes & fees

Oct 2 - Oct 3

[](https://www.expedia.ca/Norfolk-Hotels-Blackberry-River-Inn.h95991149.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/f2aaf746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/9d0420c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/32c535e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

9.4/10

Exceptional

(738)

"Thank you for nice hospity. Staff was very friendly and professional."

CA $232

CA $260 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information)

![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/0fb6095c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/f9deb77e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/f0e5252a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/b0a99b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Econo Lodge Lee - Great Barrington

Lee

6.4/10

(635)

"This property seemed improved over my last stay. It was clean and convenient for access to the local area amenities. I would stay there the next time I am in the area."

CA $94

CA $105 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Lee-Hotels-Econo-Lodge-Lee-Great-Barrington.h913013.Hotel-Information)

![Egyptian cotton sheets, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/b42c4262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/9aaa75ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/549437da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/be4af91d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Prospect Berkshires

Egremont

9.0/10

Wonderful

(7)

"Gorgeous thoughtfully designed cabins with so many amenities/activities. Cliff house restaurant was delicious. Perfect getaway. "

CA $473

CA $575 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/Great-Barrington-Hotels-Prospect-Berkshires.h116739795.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/b4c52f47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/w4000h2033x0y0-e62570a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/ccde32c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/36a39838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Lenox Berkshires

Lenox

9.2/10

Wonderful

(574)

"Fabulous place"

CA $248

CA $277 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/Lenox-Hotels-Courtyard-By-Marriott-Lenox-Berkshires.h18109146.Hotel-Information)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/23000000/22230000/22227200/22227121/ddc846d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Staircase](https://images.trvl-media.com/lodging/23000000/22230000/22227200/22227121/de707444.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/23000000/22230000/22227200/22227121/6cdeed48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 2 Bedrooms (The Dutchess Suite) | Private kitchen](https://images.trvl-media.com/lodging/23000000/22230000/22227200/22227121/bfcf4a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn at Pine Plains

Pine Plains

9.8/10

Exceptional

(294)

"Beautiful place. Accomadating staff. A lovely place to stay"

CA $345

CA $390 total

includes taxes & fees

Oct 2 - Oct 3

[](https://www.expedia.ca/Pine-Plains-Hotels-Inn-At-Pine-Plains.h22227121.Hotel-Information)

![In-room safe, desk, free cribs/infant beds, free rollaway beds](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/7c78ca51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Bedrooms, Non Smoking](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/723a5f12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/7f86e411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/fd39ba7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

7.6/10

Good

(549)

"Excellent location, friendly service, clean, comfortable room."

CA $104

CA $117 total

includes taxes & fees

Oct 2 - Oct 3

[](https://www.expedia.ca/Great-Barrington-Hotels-Travelodge-By-Wyndham-Great-Barrington-Berkshires.h1239604.Hotel-Information)

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://expedia.ca/Hotel-Search?startDate=2025-10-15&endDate=2025-10-16&regionId=157238&adults=2&sort=RECOMMENDED&openPlayBack=true)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSheffield-Hotels.d157238.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSheffield-Hotels.d157238.Travel-Guide-Hotels)

## 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=2025-10-15&endDate=2025-10-16&adults=2&regionId=157238)

![](https://mediaim.expedia.com/destination/1/0c91d6ccb27784bad8a181efd70e605a.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high)

### Stay near popular Sheffield attractions

[](https://expedia.ca/Magnolia-Bluffs-Casino-Hotels.0-l553248621532644877-0.Travel-Guide-Filter-Hotels)

#### Magnolia Bluffs Casino

Why not roll the dice with a visit to Magnolia Bluffs Casino during your travels in Sheffield? Discover the area's breweries or seek out the hiking trails.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532644877)

[](https://expedia.ca/Ashley-House-Hotels.0-l553248621532664810-0.Travel-Guide-Filter-Hotels)

#### Ashley House

You can learn about the history of Sheffield with a trip to Ashley House. Discover the area's breweries or seek out the hiking trails.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532664810)

## More cheap stays in Sheffield

![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Quality Inn

372 Main Street, Rte 7 and Main Street, Great Barrington, MA

CA $129

CA $144 total

Oct 15 - Oct 16

includes taxes & fees

8.2/10 Very Good! (1,000 reviews)

[](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)

![Howard Johnson by Wyndham Lenox](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/35c64b84_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Howard Johnson by Wyndham Lenox

462 Pittsfield Rd, Routes 7 and 20, Lenox, MA

CA $110

CA $123 total

Oct 2 - Oct 3

includes taxes & fees

7.4/10 Good! (802 reviews)

[](https://expedia.ca/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information)

![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd, Lenox, MA

CA $162

CA $181 total

Oct 2 - Oct 3

includes taxes & fees

9/10 Wonderful! (1,014 reviews)

[](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/4c557ede_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Holiday Inn Express Hotel & Suites Great Barrington by IHG

415 Stockbridge Rd, Great Barrington, MA

CA $187

CA $208 total

Oct 26 - Oct 27

includes taxes & fees

8.8/10 Excellent! (665 reviews)

[](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)

![Holiday Inn Express & Suites Pittsfield - Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

1055 South Street, Pittsfield, MA

CA $207

CA $232 total

Oct 2 - Oct 3

includes taxes & fees

9.4/10 Exceptional! (45 reviews)

[](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information)

![Quality Inn](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/1d74d3f4_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Quality Inn

170 Housatonic Street, Lee, MA

CA $129

CA $144 total

Oct 26 - Oct 27

includes taxes & fees

8.2/10 Very Good! (1,008 reviews)

[](https://expedia.ca/Lee-Hotels-Quality-Inn.h459706.Hotel-Information)

## Hotels in Sheffield with star-rating

![4 Star Hotels](https://images.trvl-media.com/lodging/17000000/16730000/16725200/16725119/04d25b53_w.jpg)

4 Star Hotels

13 properties

[](https://expedia.ca/4Star-Sheffield-Hotels.s40-0-d157238.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_w.jpg)

3 Star Hotels

120 properties

[](https://expedia.ca/3Star-Sheffield-Hotels.s30-0-d157238.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_w.jpg)

2 Star Hotels

100 properties

[](https://expedia.ca/2Star-Sheffield-Hotels.s20-0-d157238.Travel-Guide-Filter-Hotels)

## Find out more about Sheffield

### Top reasons to visit Sheffield

-   **Outdoor Adventure:** Sheffield is a haven for outdoor enthusiasts, offering skiing, hiking, and eco-friendly experiences amidst stunning natural beauty.
-   **Picturesque Landscapes:** Nestled in the Berkshires, Sheffield boasts breathtaking scenery, ideal for relaxation and exploration.
-   **Charming Accommodations:** From quaint bed & breakfasts to unique agritourism stays, visitors can find a perfect place to rest.
-   **Historical Exploration:** The town's rich history invites visitors to discover its cultural heritage and charming architecture.
-   **Welcoming Atmosphere:** Sheffield offers a warm, friendly vibe, making it a peaceful getaway with low crowds.

### Find great hotels near Sheffield

Sheffield, Massachusetts, offers a charming selection of accommodations perfect for every traveller. From inviting bed & breakfasts to unique agritourism properties, you’ll find options that cater to families, adventurers, and pet owners alike. Whether you're seeking luxury hotels or cozy lodgings, Sheffield's hospitality scene promises an unforgettable stay amidst its scenic beauty and vibrant community.

-   **[Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG:](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)** Embrace the charm of the Berkshires at this inviting 3.5-star resort, perfect for families, business travellers, and those seeking an LGBTQIA-friendly atmosphere. Located 19.3km from Sheffield, the resort features a range of amenities tailored to both leisure and work. Families can enjoy the mini-golf, shared playground, and arcade game room, while business guests have access to a fully equipped business centre. With its welcoming environment and recreational activities, this resort is a delightful blend of relaxation and productivity.
-   **[Quality Inn:](https://www.expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)** For the adventurous spirit, Quality Inn is the ideal choice, situated 9.7km from Sheffield. This hotel caters to those who appreciate both business convenience and outdoor thrills. Guests can easily access nearby skiing, hiking, and snowshoeing, making it perfect for action-packed getaways. The property offers essential business amenities, ensuring that work commitments are met while adventure awaits just outside the door. With its focus on recreation and comfort, Quality Inn is a fantastic option for active travellers.
-   **[Holiday Inn Express Hotel & Suites Great Barrington by IHG:](https://www.expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)** Just 11.3km from Sheffield, this hotel welcomes guests with its modern, LGBTQIA-friendly environment and business-focused amenities. Ideal for corporate travellers, it features a 24-hour business centre, meeting rooms, and conference space. Guests appreciate the contemporary accommodations and thoughtful services, making it a convenient base for both work and leisure. With its friendly atmosphere and comfortable lodging, Holiday Inn Express is perfect for those who value both productivity and relaxation.

### Where to stay near Sheffield

Sheffield, Massachusetts, offers a delightful blend of adventure and relaxation for Canadian travellers. Nestled in the picturesque Berkshires, this charming town is perfect for skiing and outdoor sports, while its historical vibes invite exploration. Nearby areas boast stunning scenery, family-friendly activities, and a warm, welcoming atmosphere. With low crowds and fresh air, Sheffield is an ideal destination for those seeking a peaceful getaway, complete with lovely campgrounds and friendly people to enhance your experience.

-   **[Great Barrington:](https://www.expedia.ca/Great-Barrington-Hotels.d110336.Travel-Guide-Hotels)** Located 9.7km from Sheffield, Great Barrington is a vibrant city that attracts visitors year-round, with a notable peak from June to August. This area is a haven for outdoor enthusiasts, offering thrilling skiing and adventure sports. The local ski resorts provide excellent facilities for both beginners and seasoned skiers. Beyond winter sports, visitors can enjoy breathtaking views at nearby lakes and mountains, as well as explore the scenic landscapes of the national state park. Great Barrington’s charm lies in its rich mix of outdoor activities and tranquil nature.
-   **[The Berkshires:](https://www.expedia.ca/The-Berkshires-Hotels.d6047665.Travel-Guide-Hotels)** Just 17.7km from Sheffield, The Berkshires is renowned for its stunning natural beauty and outdoor adventures. While visitor numbers peak during the summer months, the area remains a popular escape throughout the year. The Berkshires is famous for its ski fields and resorts, making it a hotspot for winter sports enthusiasts. The picturesque landscapes include serene lakes and majestic mountains, perfect for hiking, biking, or simply soaking in the scenery. Additionally, The Berkshires offers a lively cultural scene with various events and conferences, making it a versatile destination.
-   **[Ashley Falls:](https://www.expedia.ca/Ashley-Falls-Hotels.d901768766462177280.Travel-Guide-Hotels)** Situated only 6.4km from Sheffield, Ashley Falls is a charming city that sees a moderate flow of visitors, particularly from July to August and in October. This area is ideal for those seeking adventure, with excellent skiing opportunities available at local resorts. The presence of beautiful lakes and parks enhances the outdoor experience, providing spaces for relaxation and recreation. Ashley Falls combines small-town charm with access to exhilarating sports, making it a delightful stop for any traveler looking for both action and tranquility.

### Things to do near Sheffield

Sheffield, Massachusetts, offers a variety of activities for adventure and sports enthusiasts, making it ideal for a ski vacation. Visitors can enjoy skiing at local resorts, explore various attractions, and relax at wellness retreats. Additionally, Sheffield features a golf club and meeting rooms for those looking to combine recreation with business. With its picturesque landscapes and numerous outdoor options, Sheffield promises an exciting getaway for all.

**Shopping**

In Sheffield, enjoy unique finds at the local shops. If you're up for a drive, visit [Lee Premium Outlets](https://www.expedia.ca/Lee-Premium-Outlets-Hotels.0-l6127084-0.Travel-Guide-Filter-Hotels), located 22.5km away, for a variety of brand-name discounts. Also, check out the [Berkshire Mountain Country Store](https://www.expedia.ca/Berkshire-Mountain-Country-Store-Hotels.0-l553248621532665264-0.Travel-Guide-Filter-Hotels) and [Hoffman's Pottery](https://www.expedia.ca/Hoffmans-Pottery-Hotels.0-l553248621532665251-0.Travel-Guide-Filter-Hotels), both 24.1km away, for charming gifts.

**Recreation**

[Lake Mansfield Park](https://www.expedia.ca/Lake-Mansfield-Park-Hotels.0-l553248621560926695-0.Travel-Guide-Filter-Hotels) offers a tranquil setting for relaxation and leisurely strolls amidst nature. [Music Mountain](https://www.expedia.ca/Music-Mountain-Hotels.0-l553248621561735303-0.Travel-Guide-Filter-Hotels) provides an entertaining atmosphere with live concerts, perfect for enjoying vibrant performances. [Greenock Country Club](https://www.expedia.ca/Greenock-Country-Club-Hotels.0-l553248621560926703-0.Travel-Guide-Filter-Hotels) invites you to embrace the outdoors with golf, surrounded by beautiful landscapes and fresh air.

**Adventure**

Experience the thrill of skiing at [Ski Butternut](https://www.expedia.ca/Ski-Butternut-Hotels.0-l6182072-0.Travel-Guide-Filter-Hotels), located 8.0km from Sheffield, where the slopes cater to all skill levels. For a scenic hike, explore [Housatonic River Walk](https://www.expedia.ca/Housatonic-River-Walk-Hotels.0-l553248621532665241-0.Travel-Guide-Filter-Hotels), 9.7km away, offering captivating outdoor vistas. Don't miss the excitement of ziplining at [Catamount Aerial Adventure Park](https://www.expedia.ca/Catamount-Aerial-Adventure-Park-Hotels.0-l553248621532664791-0.Travel-Guide-Filter-Hotels), 12.9km from Sheffield.

**Nightlife**

Experience the vibrant nightlife in Sheffield by visiting the [Mahaiwe Performing Arts Center](https://www.expedia.ca/Mahaiwe-Performing-Arts-Center-Hotels.0-l553248621532665242-0.Travel-Guide-Filter-Hotels) for a captivating show, or enjoy a delightful evening at [Infinity Music Hall and Bistro](https://www.expedia.ca/Infinity-Music-Hall-And-Bistro-Hotels.0-l553248621532664806-0.Travel-Guide-Filter-Hotels), where culture and romance blend perfectly. Don't miss the [Berkshire Theatre Festival](https://www.expedia.ca/Berkshire-Theatre-Festival-Hotels.0-l553248621532665249-0.Travel-Guide-Filter-Hotels) for more entertaining performances, all within a short drive.

*\*Distances are measured in a straight line; actual driving distances may vary depending on the route.*

### Booking tips and Expedia advantages for Sheffield

To save money on your trip to Sheffield, Massachusetts, consider visiting during the off-peak months of January and March to April when accommodation prices are lower. Tuesdays are the most affordable days to stay, while Saturdays tend to be pricier. Use Expedia to find tailored deals by filtering for Eco-certified hotels and sorting prices from lowest to highest. Additionally, combining your hotel, flights, and activities into a package can lead to significant savings. Take advantage of free local attractions and consider walking for cost-effective transportation around the charming town.

-   **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Sheffield are January and March to April, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
-   **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Sheffield is Tuesday. The most expensive day to stay in Sheffield is Saturday.
-   **Find cheap hotels on Expedia:** Utilize Expedia’s search tool to customize your travel preferences, such as your budget, desired location, and the type of accommodation you prefer. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the best prices and offers, simply arrange the price filter from lowest to highest.
-   **Consider bundling your trip:** You can save money by combining your hotel stay in Sheffield with your flights and activities through an Expedia package.

### Find the best attractions near Sheffield

Sheffield, Massachusetts, is an ideal destination for outdoor enthusiasts and adventure seekers, offering a range of activities from skiing to eco-friendly experiences. Visitors can explore beautiful state parks, nature reserves, and serene lakes, making it a perfect spot for sports vacations and connecting with nature. Whether you're looking for thrilling adventures or peaceful retreats, Sheffield provides a diverse array of attractions that cater to every type of traveler.

-   **[Taconic State Park:](https://www.expedia.ca/Taconic-State-Park-Hotels.0-l553248621532664790-0.Travel-Guide-Filter-Hotels)** Located 12.9km from Sheffield, this park is a haven for adventure seekers and nature lovers. Explore scenic trails, enjoy hiking, and immerse yourself in the vibrant outdoor atmosphere.
-   **[Housatonic River:](https://www.expedia.ca/Housatonic-River-Hotels.0-l682155708745285632-0.Travel-Guide-Filter-Hotels)** A mere 9.7km away, the Housatonic River offers stunning views and a serene environment. Perfect for canoeing and fishing, it invites visitors to relish the tranquility of nature.
-   **[Umpachene Falls Park:](https://www.expedia.ca/Umpachene-Falls-Park-Hotels.0-l553248621560926710-0.Travel-Guide-Filter-Hotels)** Just 6.4km from Sheffield, this picturesque waterfall park is ideal for a romantic getaway or an adventurous day out. Enjoy hiking trails and breathtaking views of cascading water.

### Best time to go to Sheffield

The best time to visit Sheffield is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

| **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** |
| --- | --- | --- | --- | --- | --- |
| January | 23.2°F (-4.9°C) | Light Rain | Mostly Cloudy | Average | Slightly Low |
| February | 24.8°F (-4.0°C) | Light Rain | Mostly Cloudy | Slightly Low | Average |
| March | 32.5°F (0.3°C) | Light Rain | Mostly Cloudy | Average | Slightly Low |
| April | 44.2°F (6.8°C) | Light Rain | Mostly Cloudy | Average | Slightly Low |
| May | 55.9°F (13.3°C) | Light Rain | Mostly Sunny | Average | Average |
| June | 63.7°F (17.6°C) | Light Rain | Mostly Sunny | Slightly High | Average |
| July | 69.8°F (21.0°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High |
| August | 67.8°F (19.9°C) | Light Rain | Mostly Sunny | Average | Slightly High |
| September | 60.8°F (16.0°C) | Light Rain | Mostly Sunny | Slightly High | Average |
| October | 49.8°F (9.9°C) | Light Rain | Mostly Sunny | Average | Slightly High |
| November | 37.8°F (3.2°C) | Light Rain | Mostly Sunny | Slightly Low | Average |
| December | 29.7°F (-1.3°C) | Light Rain | Mostly Cloudy | Slightly Low | Average |

### The nearest major airports for your trip to Sheffield

For your trip to Sheffield, Massachusetts, you can fly into several major airports. Hartford, CT ([BDL](https://www.expedia.ca/Bradley-Intl-Airport-Hotels.0-aBDL-0.Travel-Guide-Filter-Hotels)\-Bradley Intl.) is 59.5km away, with nearby hotel options like the [DoubleTree by Hilton Hartford - Bradley Airport](https://www.expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information), just 1.6km from the airport. Albany, NY ([ALB](https://www.expedia.ca/Albany-Intl-Airport-Hotels.0-aALB-0.Travel-Guide-Filter-Hotels)\-Albany Intl.) is 80.5km away, offering hotels such as the [Park Manor Hotel](https://www.expedia.ca/Clifton-Park-Hotels-Park-Manor-Hotel.h895584.Hotel-Information), located 12.9km from the airport. Newburgh, NY ([SWF](https://www.expedia.ca/Stewart-Intl-Airport-Hotels.0-aSWF-0.Travel-Guide-Filter-Hotels)\-Stewart Intl.) is 91.7km from Sheffield, with options like [The Dutchess Inn and Spa at Beacon](https://www.expedia.ca/Newburgh-Hotels-The-Dutchess-Inn-And-Spa-At-Beacon.h18730652.Hotel-Information), 9.7km away. Each airport provides convenient access to these hotels, making your stay comfortable as you explore the region.

## Recent reviews of Sheffield hotels

![The Red Lion Inn](//images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg)

### The Red Lion Inn

5/5 Excellent

"Great place! Food excellent ss well!"

A verified traveller stayed at The Red Lion Inn

Posted 23 hours ago

[](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information)

![The Yankee, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg)

### The Yankee, Trademark Collection by Wyndham

5/5 Excellent

"I honestly just spent the night as part of a longer road-trip, but I found it quiet and comfortable, and the room was very clean when I arrived. Slept well, but unfortunately had to leave before breakfast."

A verified traveller stayed at The Yankee, Trademark Collection by Wyndham

Posted 1 day ago

[](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

![The Black Swan Lee - Lenox, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/30000/20500/20447/588051f1_y.jpg)

### The Black Swan Lee - Lenox, an Ascend Collection Hotel

5/5 Excellent

"The staff was helpful, friendly. Nice location. The room was very clean and quiet, but so much of the place is brown. Brown carpet, brown paneled walls, brown chair, brown furniture, brown lamps. A minor detraction, but I look at hotel decor with a discerning eye and I like things to be less bland/mundane."

A verified traveller stayed at The Black Swan Lee - Lenox, an Ascend Collection Hotel

Posted 2 days ago

[](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information)

![Quality Inn](//images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg)

### Quality Inn

5/5 Excellent

"Clean Room, good parking, conveniently located near down town."

A verified traveller stayed at Quality Inn

Posted 2 days ago

[](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)

![Berkshires Untold](//images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg)

### Berkshires Untold

5/5 Excellent

"Absolutely loved this place. It was quant, hip, affordable and just all around stunning! Worth it all! Would stay there again in a heartbeat. "

A verified traveller from Rochester stayed at Berkshires Untold

Posted 3 days ago

[](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information)

![Berkshire Mountain Lodge](//images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg)

### Berkshire Mountain Lodge

5/5 Excellent

"A bit out dated but nice area for fireplace during winter overlooking the pool. Rugs need to go in the hallways, they are UGLY! Service was friendly, the rooms are equiped with utensils, fridge, microwave etc and spacious. Hot tub and grills. Recommend"

A verified traveller stayed at Berkshire Mountain Lodge

Posted 3 days ago

[](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information)

![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](//images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c_y.jpg)

### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

5/5 Excellent

"Clean property with plenty to do!"

A verified traveller stayed at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Posted 3 days ago

[](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)

![Holiday Inn Express & Suites Pittsfield - Berkshires by IHG](//images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915_y.jpg)

### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

5/5 Excellent

"Easy to find nice staff very clean facility"

A verified traveller from Bronx stayed at Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Posted 4 days ago

[](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information)

![Hampton Inn & Suites Berkshires-Lenox](//images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/59f14822_y.jpg)

### Hampton Inn & Suites Berkshires-Lenox

5/5 Excellent

"Felt comfortable and safe. Nice pool and gym facility."

A verified traveller stayed at Hampton Inn & Suites Berkshires-Lenox

Posted 5 days ago

[](https://expedia.ca/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information)

## Frequently asked questions

### When is the best time to go to Sheffield?

> The most popular time to visit Sheffield is during the summer months, particularly July. This is when the city comes alive with a range of festivals, outdoor events, and delightful weather, with average temperatures around 20°C. The pleasant climate makes it superb for exploring Sheffield's beautiful parks, such as the expansive Graves Park or the lush Botanical Gardens.
> 
>   
> 
> During the peak season, from June to August, Sheffield experiences a vibrant atmosphere, drawing in visitors eager to enjoy the outdoors. As you wander through the city, you can take advantage of the many opportunities for sightseeing, including the iconic Winter Garden and the fascinating Kelham Island Museum, which highlight the city's rich industrial heritage.
> 
>   
> 
> For those who appreciate a lively cultural scene, July offers a multitude of events that showcase local music, art, and food. The city's welcoming ambiance is complemented by numerous outdoor dining options, where you can enjoy a meal while soaking in the summer sun.
> 
>   
> 
> If you are seeking a more budget-friendly experience, consider visiting Sheffield in late autumn, particularly in October. During this time, the crowds diminish, allowing for a more intimate exploration of the city. The autumn foliage adds a beautiful backdrop as you visit attractions like the Millennium Gallery or indulge in the local café culture.

### Can I cancel my hotel reservation on Expedia?

> You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Sheffield.

### How can I save on a Sheffield hotel booking with Expedia?

> With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Sheffield hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.

### How much is the nightly rate at a Sheffield hotel?

> Prices for hotels in Sheffield often vary, but you can find a great deal from CA $105 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

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![QR code to download the app](data:image/png;base64,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)