Find hotels in Sheffield, MA from AED 246

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Our top choices for Sheffield hotels

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (44 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is AED 591
AED 660 total
includes taxes & fees
8 Apr - 9 Apr
Wilder House Berkshires

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (838 reviews)
"Nice place and very reasonable for great location "
United States
Raymond
The price is AED 220
AED 246 total
includes taxes & fees
9 Apr - 10 Apr
Monument Mountain Motel

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (889 reviews)
"This was a great stay! The room and hotel itself were up to date and was overall a great location to check out the Berkshires. We ate one night at the hotel too and the dinner was really good! I recommend the mushroom ravioli, would stay again."
United States
Payton
The price is AED 339
AED 378 total
includes taxes & fees
9 Apr - 10 Apr
Berkshires Untold

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (446 reviews)
"Had everything we needed. Very thoughtful touches. "
United States
Mark
The price is AED 372
AED 408 total
includes taxes & fees
9 Apr - 10 Apr
Shaker Mill Inn

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,002 reviews)
"Great location, friendly staff"
United States
James
The price is AED 247
AED 276 total
includes taxes & fees
22 Apr - 23 Apr
Quality Inn Great Barrington

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is AED 525
AED 587 total
includes taxes & fees
13 Apr - 14 Apr
Element Lenox Berkshires

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (895 reviews)
"Overall pleasant stay; great facilities, staff, and location"
United States
Casey
The price is AED 318
AED 437 total
includes taxes & fees
6 May - 7 May
Berkshire Mountain Lodge

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,002 reviews)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is AED 261
AED 286 total
includes taxes & fees
8 Apr - 9 Apr
Pleasant Valley Motel West Stockbridge

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,003 reviews)
"Room was spotless, staff was very kind!"
United States
Ilia
The price is AED 378
AED 422 total
includes taxes & fees
26 Apr - 27 Apr
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (555 reviews)
"Clean … check in , good location for us .. we’ll be back in Maynn"
United States
Kathleen
The price is AED 404
AED 451 total
includes taxes & fees
8 Apr - 9 Apr
The Little Lion

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (575 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is AED 275
AED 308 total
includes taxes & fees
12 Apr - 13 Apr
Travelodge by Wyndham Great Barrington Berkshires

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (844 reviews)
"Staff was super nice! Everything was clean and neat. "
United States
Elizabeth
The price is AED 290
AED 324 total
includes taxes & fees
19 Apr - 20 Apr
Howard Johnson by Wyndham Lenox

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
The price is AED 487
AED 544 total
includes taxes & fees
8 Apr - 9 Apr
Hideaway Inn Lenox

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (416 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is AED 386
AED 444 total
includes taxes & fees
13 Apr - 14 Apr
Locust Tree Bed and Breakfast LLC

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,000 reviews)
"Great visit all around. Centrally located to the skiing resorts, lots to do in town, decent breakfast spread, clean room, and for a short stay, housekeeping came when unexpected! "
United States
Amy
The price is AED 340
AED 380 total
includes taxes & fees
26 Apr - 27 Apr
Quality Inn Lee - Lenox South

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (87 reviews)
"New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger."
United States
Charline
The price is AED 448
AED 501 total
includes taxes & fees
13 Apr - 14 Apr
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (292 reviews)
"Lovely historical hotel within walking distance to many great shops and restaurants. Staff members maintained good communication and were very helpful throughout our stay. Rooms were clean, quiet, and comfortable. Would definitely stay there again."
United States
Elaine
The price is AED 358
AED 400 total
includes taxes & fees
8 Apr - 9 Apr
The Whitlock

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (214 reviews)
"Delightful and well appointed stay! Close to so many things and very cozy."
United States
Jackie
The price is AED 514
AED 576 total
includes taxes & fees
8 Apr - 9 Apr
the Alander

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (97 reviews)
"Very cosy and friendly "
United States
Dominic
The price is AED 639
AED 714 total
includes taxes & fees
8 Apr - 9 Apr
Granville House

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.6 out of 10, Exceptional, (5 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
The price is AED 735
AED 821 total
includes taxes & fees
12 Apr - 13 Apr
The Berkshire Mountain Inn
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Stay near popular Sheffield attractions

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.

FTYTP1 The Upper Sheffield Covered Bridge, Sheffield, Massachusetts, USA

Top Sheffield Hotel Reviews

More cheap stays in Sheffield

Hotels in Sheffield with star-rating

Find out more about Sheffield

Top reasons to visit Sheffield

  • Outdoor Adventure: Sheffield offers thrilling activities like skiing, hiking, and exploring beautiful parks and lakes.
  • Charming Downtown: Discover historical sites and local shops in Sheffield's picturesque downtown area.
  • Relaxation Options: Unwind at local spas after a day of adventure or enjoy cozy accommodations.
  • Family-Friendly Atmosphere: The town provides a welcoming environment perfect for families and romantic getaways.
  • Unique Lodging: Choose from charming bed & breakfasts or agritourism properties for a memorable stay.

Find great hotels near Sheffield

Discover a range of charming accommodations in Sheffield, Massachusetts, perfect for your getaway. From cozy bed & breakfasts to unique agritourism properties, this picturesque town offers options for every traveler. Enjoy pet-friendly services and family-friendly experiences as you explore the area. Whether you're seeking the best hotels or looking for hotel reviews, Sheffield has a variety of lodging choices to ensure a memorable vacation.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Nestled in the picturesque Berkshires, this 3.5-star resort is perfect for families and LGBTQIA travelers seeking a fun and welcoming vacation. Located 19.3km from Sheffield, the resort offers a variety of amenities tailored for children, including an Arcade Game Room, a shared Playground, and onsite Mini Golf. With ski shuttle access nearby, guests can easily hit the slopes or explore the stunning natural surroundings. This resort is designed for those looking to create unforgettable family memories while enjoying a range of recreational activities.
  • Quality Inn: Situated just 9.7km from Sheffield, Quality Inn is ideal for adventure seekers and business travelers alike. This comfortable lodging offers an array of outdoor activities, including snow tubing, snowboarding, and skiing rentals nearby, making it perfect for winter sports enthusiasts. For those who prefer to explore on foot or bike, hiking and biking trails are also available in the vicinity. With its convenient location and focus on adventure, Quality Inn is a great choice for those looking to blend work and play in a vibrant setting.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: Located 11.3km from Sheffield, this hotel caters to LGBTQIA travelers and business visitors seeking a comfortable stay. The Holiday Inn Express offers modern amenities and a welcoming atmosphere, ensuring guests feel at home. Its affiliation with LGBTQI travel guides highlights its commitment to inclusivity. With easy access to local attractions and business centers, this hotel is a smart choice for those balancing work commitments with leisure activities in the beautiful Berkshires.

Where to stay near Sheffield

Sheffield, Massachusetts, offers a delightful blend of adventure and relaxation for your vacation. Explore the charming downtown filled with historical sites, or venture into the surrounding natural beauty perfect for outdoor activities. Nearby neighborhoods provide a romantic atmosphere and family-friendly vibes, making it an ideal getaway for all. With various vacation packages available, you'll find the best places to stay and experience the warm hospitality of friendly locals during your trip.

  • The Berkshires: Nestled 17.7km from Sheffield, The Berkshires is known for its stunning outdoor experiences and breathtaking scenery. A year-round destination, it sees peak visitor numbers during the summer months. This region is a paradise for adventure seekers, offering a range of activities such as skiing at its renowned ski resorts, hiking through lush mountains, and enjoying serene lakes. The Berkshires also hosts various events and conferences, making it a vibrant hub for culture and recreation.
  • Great Barrington: Located 9.7km from Sheffield, Great Barrington is a charming city that attracts visitors throughout the year. Known for its exhilarating ski fields and adventure sports, this destination peaks in the summer months. The city's proximity to scenic lakes and majestic mountains provides ample opportunities for outdoor enthusiasts. Parks in the area also offer relaxing spaces for picnics and leisurely strolls, making Great Barrington a perfect blend of excitement and tranquility.
  • Ashley Falls: Just 6.4km from Sheffield, Ashley Falls is a cozy city that offers a moderately seasonal travel experience, with peak visitors during the summer and fall. Known for its adventurous spirit, visitors flock to enjoy activities such as skiing and motor racing. The area is also home to beautiful lakes and a national state park, providing breathtaking landscapes and outdoor activities. Ashley Falls is an inviting destination for sports lovers and those seeking to connect with nature.

Things to do near Sheffield

Sheffield, Massachusetts, is a fantastic destination for adventure seekers and outdoor enthusiasts. Visitors can enjoy skiing at local resorts and explore beautiful parks. For relaxation, consider visiting a spa to unwind after a day of outdoor activities. Whether you're hitting the slopes or taking in the scenic views, Sheffield offers a variety of experiences for a memorable vacation.

Shopping

In Sheffield, you can shop at local favorites like Hoffman's Pottery, or visit the Berkshire Mountain Country Store, both located 24.1km away. If you're up for a drive, check out the Lee Premium Outlets, situated 22.5km away, featuring a variety of brand-name stores and family-friendly entertainment.

Recreation

Lake Mansfield Park offers a tranquil setting for relaxation, featuring scenic trails and serene waters perfect for unwinding. Music Mountain presents an entertaining concert experience, where you can enjoy live performances in a vibrant atmosphere. Greenock Country Club invites you to play golf in a beautiful outdoor setting, ideal for sports enthusiasts.

Adventure

Ski Butternut offers thrilling skiing experiences with excellent slopes and lively sports vibes, located 8.0km from Sheffield. For a scenic hike, the Housatonic River Walk, 9.7km away, immerses you in nature’s beauty. For a fun challenge, visit Catamount Aerial Adventure Park, 12.9km away, featuring exciting zipline courses.

Nightlife

Sheffield offers a charming nightlife with venues like the Mahaiwe Performing Arts Center, just 9.7km away, and the Infinity Music Hall and Bistro, 17.7km away, both featuring romantic and cultural performances. The Berkshire Theatre Festival, 19.3km from Sheffield, adds to the vibrant entertainment scene.

*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 during your visit to Sheffield, Massachusetts, consider traveling in January or March to April when accommodation prices are lower. Book your stay for a Tuesday, as it's the cheapest day, and compare room rates through Expedia for the best deals. Look for eco-friendly hotels and sort options by price to find budget-friendly stays. Additionally, consider package deals that combine flights, hotels, and activities for greater savings. Exploring free local attractions will also enhance your experience without straining your budget.

  • 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 options according to your budget, desired location, and preferred hotel style. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are currently available. To find the best prices and deals, simply sort 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 deal.

Find the best attractions in and around Sheffield

Sheffield, Massachusetts, is a fantastic destination for adventure seekers and outdoor enthusiasts. Visitors can explore national parks, nature reserves, and beautiful lakes, offering eco-friendly experiences and thrilling activities. For those planning their stay, there are several hotels conveniently located near Sheffield Botanical Gardens, ensuring a comfortable and enjoyable vacation surrounded by nature.

  • Taconic State Park: Discover the breathtaking beauty of Taconic State Park, located 12.9km from Sheffield. This park offers an array of outdoor adventures, including hiking, camping, and picnicking amid stunning natural scenery and diverse wildlife.
  • Housatonic River: Flowing 9.7km from Sheffield, the Housatonic River is a picturesque spot perfect for kayaking, fishing, or simply enjoying a leisurely stroll along its banks. The serene landscape invites outdoor enthusiasts to embrace nature's tranquility.
  • Ashley House: Situated in Sheffield, the Ashley House is a charming museum that offers a glimpse into local history and culture. Explore its exhibits and learn about the region's heritage in a beautifully preserved setting.

Best time to go to Sheffield

The best time to visit Sheffield is dependent 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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January23.2°F (-4.9°C)Light RainMostly CloudyAverageSlightly Low
February24.8°F (-4.0°C)Light RainMostly CloudySlightly LowAverage
March32.5°F (0.3°C)Light RainMostly CloudyAverageSlightly Low
April44.2°F (6.8°C)Light RainMostly CloudyAverageSlightly Low
May55.9°F (13.3°C)Light RainMostly SunnyAverageAverage
June63.7°F (17.6°C)Light RainMostly SunnySlightly HighAverage
July69.8°F (21.0°C)Light RainMostly SunnySlightly HighSlightly High
August67.8°F (19.9°C)Light RainMostly SunnyAverageSlightly High
September60.8°F (16.0°C)Light RainMostly SunnySlightly HighAverage
October49.8°F (9.9°C)Light RainMostly SunnyAverageSlightly High
November37.8°F (3.2°C)Light RainMostly SunnySlightly LowAverage
December29.7°F (-1.3°C)Light RainMostly CloudySlightly LowAverage

The nearest major airports for your trip to Sheffield

To reach Sheffield, Massachusetts, you have several airport options. Bradley International Airport (BDL) in Hartford, CT, is located 59.5km away. Nearby hotels include the DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport, and Simsbury 1820 House, 11.3km away. Albany International Airport (ALB) in Albany, NY, is 80.5km from Sheffield, with convenient hotel options like Park Manor Hotel and The Landing Hotel at Rivers Casino & Resort, both 12.9km from the airport. Stewart International Airport (SWF) in Newburgh, NY, is 511.3km away, featuring hotels such as The Dutchess Inn and Spa at Beacon, located 9.7km from the airport.

Frequently asked questions

Where is the best place to stay in Sheffield?
Wilder House Berkshires is one of the top choices for your stay based on our traveler data. This B&B offers free breakfast and free parking. Other good choices for your trip to the area are Berkshire Mountain Lodge and Berkshires Untold. See all available top hotels, or vacation rentals in Sheffield.
What are some of the best vacation home rentals that Sheffield has to offer?
Luxury Private Estate in the Berkshires | Whitney by AvantStay: This highly rated vacation home rental in Sheffield offers a fireplace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the foosball table in this rental home to help you unwind. 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?
Berkshire Mountain Lodge: Provides free self parking, an indoor pool, and complimentary wireless internet access. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG 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 34 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 Housatonic River, Magnolia Bluffs Casino, and Ashley House. A couple of additional sights to add to your agenda are Mount Everett State Reservation and Thom Reed UFO Monument Park. 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.