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Top 10 Sheffield hotels and places to stay

The Black Swan Lee - Lenox, Ascend Hotel Collection
3.0 star property
9.0 out of 10, Wonderful, 1,007 reviews
"View was excellent Look of hotel - needs freshening up Reception and service also excellent "
The price is CA $173
CA $194 total
includes taxes & fees
Jun 12 - Jun 13
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, 890 reviews
"Always a great HISTORIC INN "
The price is CA $222
CA $279 total
includes taxes & fees
Jun 17 - Jun 18
The Red Lion Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 star property
9.0 out of 10, Wonderful, 479 reviews
"Accessible to the Divine Mercy Shrine... comfortably secured, easy access to restaurant 51 Park, quaint and quite relaxing...the very situation we customers neede. May 22-29 we were in Calif stayed at IHG in Fremont, California. 31st of May we drove to Baltimore, NJ, NY then to thw SHRINE. Last year my brother & I stayed overnight at Oak 'n Spruce Resort...same place, as I visited the Shrine of Divine Mercy. Thank you much! Emilee Nicole & "Fritz" were helpful."
The price is CA $218
CA $257 total
includes taxes & fees
Jun 10 - Jun 11
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
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Seven Hills Inn
4.0 star property
7.8 out of 10, Good, 467 reviews
"Great breakfast, amazing property, comfortable beds! Water in shower wasn’t hot, had to take a “warm-cold” fast shower but it didn’t matter. The view, the quiet, nature and siting areas made the stay perfect. Will come again!!"
Seven Hills Inn
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, 155 reviews
"They greeted us as soon as we checked in with apple cider and brownies. The room was super cute. Breakfast was delicious. The only negative was it could be noisy when people are walking in hallway. We will definitely stay again. "
The price is CA $205
CA $241 total
includes taxes & fees
Jun 10 - Jun 11
Lakehouse Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, 651 reviews
"I loved the staff and the accommodations. I’d recommend this property. "
The price is CA $257
CA $288 total
includes taxes & fees
Jun 9 - Jun 10
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, 1,002 reviews
"The staff was very friendly and the breakfast was delicious. The outdoor areas were beautiful. The room was beautifully designed"
The price is CA $160
CA $188 total
includes taxes & fees
Jun 9 - Jun 10
The Cornell Inn, Lenox
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, 604 reviews
"Cozy little room, very clean and comfortable, close to amenities, would definitely stay here again!"
The price is CA $117
CA $131 total
includes taxes & fees
Jun 9 - Jun 10
Monument Mountain Motel
Apple Tree Inn
3.0 star property
8.2 out of 10, Very good, 215 reviews
"The Appletree Inn newly aquired by Claire Collery, is a treasure! Claire, has taken every effort to make the Inn welcoming, elegant and comfortable for each guest who comes through their doors. The pool was clean and delightfully refreshing while looking out on the Berkshire Hills. The room in the lodge, was basic, but extremely clean and quiet. The main Inn had their "soft opening" of the bar last night, and it was just lovely, and a delicious breakfast with top notch Depot coffee awaited us...
The price is CA $234
CA $262 total
includes taxes & fees
Jun 24 - Jun 25
Apple Tree Inn
Quality Inn
2.5 star property
8.2 out of 10, Very good, 1,010 reviews
"Really clean and great staff"
The price is CA $142
CA $158 total
includes taxes & fees
Jun 12 - Jun 13
Quality Inn
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, 503 reviews
"Very nice place! Great pool and hot tub. A shower at the pool area would’ve been a nice addition to rinse off chlorine. Overall a great value for the money spent. "
The price is CA $179
CA $200 total
includes taxes & fees
Jun 17 - Jun 18
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, 356 reviews
"Amazing place.."
The price is CA $307
CA $343 total
includes taxes & fees
Jun 7 - Jun 8
Chambery Inn
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, 32 reviews
"Great and excellent. Breakfast is perfect. "
The price is CA $248
CA $285 total
includes taxes & fees
Jun 17 - Jun 18
Blackberry River Inn
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, 459 reviews
"No amenities but that didn’t matter to us. Just needed a clean and quiet place for the night. I would stay here again"
The price is CA $103
CA $115 total
includes taxes & fees
Jun 9 - Jun 10
Travelodge by Wyndham Great Barrington Berkshires
The Briarcliff Motel
3.0 star property
8.8 out of 10, Excellent, 386 reviews
"Great deal!"
The price is CA $162
CA $182 total
includes taxes & fees
Jun 9 - Jun 10
The Briarcliff Motel
The Ponds at Foxhollow by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, 110 reviews
"Comfortable condo accommodations. Ample size, Workable kitchen. Comfortable bed. Lovely setting. And a community facility with a pool, workout equipment, and sauna too! Small but tangible complaint: outside lighting is very bright and shines into BR window. "
The Ponds at Foxhollow by Capital Vacations
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, 386 reviews
"Wonderful place to stay in western Massachusetts."
The price is CA $309
CA $340 total
includes taxes & fees
Jun 18 - Jun 19
Shaker Mill Inn
Econo Lodge Lee - Great Barrington
2.0 star property
6.4 out of 10, 511 reviews
"Great"
The price is CA $96
CA $107 total
includes taxes & fees
Jun 11 - Jun 12
Econo Lodge Lee - Great Barrington
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, 325 reviews
"Host was excellent and helpful. Location is quiet and close to nearby towns for activities. "
The price is CA $144
CA $165 total
includes taxes & fees
Jun 8 - Jun 9
Locust Tree Bed and Breakfast LLC
The Lenox Collection
3.5 star property
8.6 out of 10, Excellent, 213 reviews
"This was the best stay we have had in a hotel in a very long time. We were at The Constance for four nights. May 13th with checkout Friday morning, May 17, 2024. The building is very old, and it had a lot of charm and character. Comfortable front porch with plenty of seating, and tables and chairs for your use. There was also a quaint parlor with chairs, couches, fireplace, and piano to the right of the front desk where we spent a rainy afternoon catching up on our reading. The rooms were very...
The price is CA $145
CA $162 total
includes taxes & fees
Jun 24 - Jun 25
The Lenox Collection
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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.

More cheap stays in Sheffield

Accommodation near Sheffield attractions

Sheffield Travel Info

Number of hotels
1,142
Highest price
CA $309
Lowest price
CA $96
Known attractions
Bash Bish Falls State Park, Les Trois Emme Winery and Umpachene Falls Park

Frequently asked questions

Where is the best place to stay in Sheffield?

Race Brook Lodge is one of the top choices for your stay based on our traveler data. This hotel offers 2 bars and a restaurant. Other good choices for your trip to the area are Life House Berkshires and The Red Lion Inn. See all available top hotels, or vacation rentals in Sheffield.

What are some of the best vacation home rentals that Sheffield has to offer?

Pristine Home In Becket Woods: This vacation home rental outside of Sheffield is located near skiing and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a private yard, a spa tub, and a selection of books so you can immerse yourself in your vacation. See all vacation rentals in Sheffield.

If I need to cancel my hotel reservation in Sheffield, will I receive a refund?

Yes! The majority of hotel room reservations are refundable provided that you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your check-in date. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Sheffield.

Where can I learn more about changing or cancelling my trip to Sheffield?

To access more information about changing or cancelling your trip to Sheffield, go to https://www.expedia.com/service/.

What's the best place to stay near Ashley House?

Sheffield 1802 House is one of the top choices for your stay based on our traveler data, and this 3.5-star B&B offers free breakfast and free parking. It's located 3.2 mi (5.1 km) from Ashley House. Another good option is Locust Tree Bed and Breakfast, located 3.8 mi (6.2 km) away.

What about the best place to stay near Magnolia Bluffs Casino?

One of the top choices for your stay is Sheffield 1802 House, located 1.6 mi (2.6 km) from Magnolia Bluffs Casino, and this 3.5-star B&B offers free breakfast and free parking.

What are some accommodations with pools in Sheffield?

Race Brook Lodge : Features 2 bars, a seasonal outdoor pool, and free self parking. The Red Lion Inn and The Yankee, Trademark Collection by Wyndham are a couple of other choices that offer an onsite pool. View all hotels with pools in Sheffield.

What is the best accommodation for staying close to Albany International Airport (ALB)?

Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.

What's it like staying in Sheffield?

Visitors can enjoy all that Sheffield has to offer including the casinos and local tours. In Sheffield, there are 30 hotels and other accommodations to choose from. Find out more about Sheffield.

What should I see while I'm in Sheffield?

Favorite places to visit include Magnolia Bluffs Casino, Housatonic River, and Thom Reed UFO Monument Park. A couple of additional sights to add to your agenda are Ashley House and Mount Everett State Reservation. Check out what more to see and do in Expedia's Sheffield guide.

What's the weather like in Sheffield?

The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Sheffield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

Sheffield Hotel Reviews
Expedia verified reviews