Find hotels in Sheffield, MA from AED 283

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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, (43 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is AED 666
AED 743 total
includes taxes & fees
4 Mar - 5 Mar
Wilder House Berkshires

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,003 reviews)
"Clean room, great location"
United States
Andrea
The price is AED 278
AED 310 total
includes taxes & fees
5 Mar - 6 Mar
Quality Inn Great Barrington

The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.0 out of 10, Very Good, (15 reviews)
"Antonia was wonderful and made our stay special. She was kind and warm and when we were initially unhappy with our room immediately rectified the situation and in the end our stay was perfect! It’s a charming hotel, clean and centrally located, walking distance to all the local shops in town."
United States
Jamie
The price is AED 592
AED 670 total
includes taxes & fees
22 Feb - 23 Feb
The Millerton Inn

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (834 reviews)
"Clean room and the bed was very comfortable "
United States
Arlan
The price is AED 253
AED 283 total
includes taxes & fees
22 Feb - 23 Feb
Howard Johnson by Wyndham 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, (415 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is AED 386
AED 444 total
includes taxes & fees
20 Feb - 21 Feb
Locust Tree Bed and Breakfast LLC

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 reviews)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is AED 215
AED 236 total
includes taxes & fees
22 Feb - 23 Feb
Pleasant Valley Motel West Stockbridge

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (824 reviews)
"The room was clean, and the staff was friendly and helpful. "
United States
Damien
Monument Mountain Motel

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (570 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is AED 275
AED 308 total
includes taxes & fees
22 Feb - 23 Feb
Travelodge by Wyndham Great Barrington Berkshires

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
The price is AED 735
AED 821 total
includes taxes & fees
22 Feb - 23 Feb
The Berkshire Mountain Inn

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very Good, (283 reviews)
"Great"
United States
Jorge
The price is AED 612
AED 704 total
includes taxes & fees
2 Mar - 3 Mar
Interlaken Inn & Resort

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (767 reviews)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is AED 591
AED 661 total
includes taxes & fees
25 Feb - 26 Feb
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,004 reviews)
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is AED 317
AED 354 total
includes taxes & fees
8 Mar - 9 Mar
Quality Inn Lee - Lenox South

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (847 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is AED 419
AED 550 total
includes taxes & fees
22 Feb - 23 Feb
Berkshire Mountain Lodge

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (734 reviews)
"Great property, very accommodating. "
United States
Shanice
The price is AED 379
AED 423 total
includes taxes & fees
22 Feb - 23 Feb
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (157 reviews)
"We stay here frequently…always super clean and the inn keepers are very kind."
United States
Tracy
The price is AED 777
AED 894 total
includes taxes & fees
20 Feb - 21 Feb
Cornwall Inn and Lodge

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (168 reviews)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is AED 566
AED 651 total
includes taxes & fees
22 Feb - 23 Feb
Blackberry River Inn

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (553 reviews)
"Great friendly staff"
United States
Pablo
The price is AED 404
AED 451 total
includes taxes & fees
22 Feb - 23 Feb
The Little Lion

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (658 reviews)
"The room was clean and the service adequate"
United States
David
The price is AED 234
AED 262 total
includes taxes & fees
5 Mar - 6 Mar
Econo Lodge Lee - Great Barrington

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (83 reviews)
"Basic accommodation that was clean and easy."
United States
Elizabeth
The price is AED 477
AED 549 total
includes taxes & fees
20 Feb - 21 Feb
Hitching Post Country Motel

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (131 reviews)
"The room is clean, exactly how you see it in the picture. Staff is very responsive, we enjoyed our stay and will definitely consider staying there again. "
United States
Michael
The Brooks Motel
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.

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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 The Yankee, Trademark Collection by Wyndham. See all available top hotels, or vacation rentals in Sheffield.
What are some of the best vacation home rentals that Sheffield has to offer?
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This vacation home rental outside of Sheffield is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. 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: Features free self parking, an indoor pool, and complimentary wireless internet access. The Yankee, Trademark Collection by Wyndham and Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG 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 32 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, Lime Kiln Farm Wildlife Sanctuary, and Magnolia Bluffs Casino. A couple of additional sights to add to your agenda are Drury Preserve and Ashley House. 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.