Sheffield hotels from HK$524

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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 HK$1,071
HK$1,197 total
includes taxes & fees
6 Apr - 7 Apr
Wilder House Berkshires

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (60 reviews)
"Comfortable stay "
United States
Paul
The price is HK$773
HK$1,126 total
includes taxes & fees
30 Mar - 31 Mar
Becket Motel

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (172 reviews)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is HK$1,147
HK$1,318 total
includes taxes & fees
31 Mar - 1 Apr
Blackberry River Inn

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.4 out of 10, Exceptional, (136 reviews)
"Beautiful property and rooms."
United States
Kara
The price is HK$1,291
HK$1,417 total
includes taxes & fees
30 Mar - 31 Mar
Gedney Farm

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is HK$2,389
HK$2,883 total
includes taxes & fees
30 Mar - 31 Mar
The Old Inn On The Green

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 HK$822
HK$946 total
includes taxes & fees
3 Apr - 4 Apr
Locust Tree Bed and Breakfast LLC

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (83 reviews)
"Checkin was easy, room was clean and comfortable "
United States
Greg
The price is HK$1,018
HK$1,171 total
includes taxes & fees
30 Mar - 31 Mar
Hitching Post Country Motel

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,001 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 HK$659
HK$736 total
includes taxes & fees
13 Apr - 14 Apr
Quality Inn Lee - Lenox South

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
"owners was nice, room was clean"
United States
tom
The price is HK$744
HK$831 total
includes taxes & fees
30 Mar - 31 Mar
Sunset Inn

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (376 reviews)
"Yes the room was spotless and always the staff is ready to answer any questions that we might have. We have been enjoying the Chambery Inn for many years always had a great stay and again looking for our next visit. Vincent Farricielli and Roibert Modena. "
United States
robert
The price is HK$1,339
HK$1,496 total
includes taxes & fees
28 Apr - 29 Apr
Chambery Inn

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (659 reviews)
"Good to stay. "
United States
Ibinabo
The price is HK$526
HK$587 total
includes taxes & fees
12 Apr - 13 Apr
Econo Lodge Lee - Great Barrington

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 HK$1,657
HK$1,906 total
includes taxes & fees
1 Apr - 2 Apr
Cornwall Inn and Lodge

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (137 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
The price is HK$2,577
HK$2,878 total
includes taxes & fees
30 Mar - 31 Mar
Devonfield Inn B&B

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"Room was spotless, staff was very kind!"
United States
Ilia
The price is HK$765
HK$855 total
includes taxes & fees
15 Apr - 16 Apr
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (858 reviews)
"Great place to enjoy with the whole family!!!"
United States
Elizabeth
The price is HK$881
HK$1,137 total
includes taxes & fees
1 Apr - 2 Apr
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (295 reviews)
"Friendly staff, great location, beautiful views, cozy room."
United States
Elizabeth
The price is HK$1,060
HK$1,244 total
includes taxes & fees
4 Apr - 5 Apr
Lakehouse Inn

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
United States
Steven
The price is HK$1,776
HK$2,083 total
includes taxes & fees
3 Apr - 4 Apr
The Inn at Stockbridge

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 HK$1,034
HK$1,155 total
includes taxes & fees
6 Apr - 7 Apr
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (673 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is HK$1,146
HK$1,280 total
includes taxes & fees
3 Apr - 4 Apr
Hilton Garden Inn Lenox Pittsfield

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (840 reviews)
"Staff was super nice! Everything was clean and neat. "
United States
Elizabeth
The price is HK$619
HK$691 total
includes taxes & fees
30 Mar - 31 Mar
Howard Johnson by Wyndham Lenox
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 Adventures: Sheffield offers thrilling activities like skiing and hiking amidst stunning national parks and serene nature reserves.
  • Charming Local Culture: Discover local art galleries and engage with the rich history of the area, providing a taste of its unique heritage.
  • Family-Friendly Fun: Enjoy apple picking and exciting rides, ensuring a delightful experience for visitors of all ages.
  • Picturesque Accommodations: Stay in charming agritourism properties and inviting bed and breakfasts in a friendly community setting.
  • Scenic Day Trips: Explore nearby attractions for memorable excursions in the picturesque Berkshires.

Find great hotels near Sheffield

Sheffield, Massachusetts, offers a delightful array of accommodation options, including charming agritourism properties and inviting bed and breakfasts. Perfect for families and pet-friendly travellers alike, you can enjoy a memorable vacation experience surrounded by nature. With convenient access to nearby attractions and accommodations in Great Barrington, Sheffield is an ideal destination for those seeking adventure and relaxation in the picturesque Berkshires.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Nestled in the picturesque Berkshires, this 3.5-star resort combines comfort with family-friendly amenities, making it ideal for a fun-filled vacation. Located 19.3km from Sheffield, it offers easy access to skiing activities and other winter sports. The resort boasts an array of facilities tailored for children, including an arcade game room, a shared playground, and onsite mini-golf. With options for relaxing stays or exciting adventures, this resort is perfect for families and business travellers alike, ensuring a memorable experience for all.
  • Quality Inn: Situated a mere 9.7km from Sheffield, Quality Inn caters to the adventurous spirit in every traveller. This accommodation is perfect for those seeking business travel or thrilling outdoor experiences. Guests can indulge in a variety of adventure sports, such as skiing lessons, snowboarding, snow tubing, and hiking or biking nearby. The hotel's focus on recreation ensures that each guest can enjoy both relaxation and excitement during their stay, making it an excellent choice for active visitors.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: Located 11.3km from Sheffield, the Holiday Inn Express Hotel & Suites Great Barrington is an inviting choice for business travellers and those seeking an LGBTQIA welcoming environment. This hotel prides itself on inclusivity and comfort, providing essential amenities for a pleasant stay. Its affiliation with LGBTQI travel guides ensures that all guests feel at home, making it a friendly and accommodating option for anyone visiting the area.

Where to stay near Sheffield

Sheffield, Massachusetts, offers a delightful escape for travellers seeking adventure and relaxation amidst the stunning Berkshire surroundings. Explore the charming local history, enjoy beautiful evenings, and soak in the serene scenery. Nearby, you'll find family-friendly activities and romantic spots perfect for couples. The area boasts a range of accommodations, ensuring a pleasant stay in this friendly community. Discover the best of Sheffield and its picturesque surroundings for an unforgettable holiday experience.

  • The Berkshires: Located 17.7km from Sheffield, The Berkshires is a picturesque region known for its stunning landscapes and outdoor adventures. Visitors flock here for a blend of activities such as skiing, hiking, and enjoying the breathtaking scenery throughout the year. The area boasts several ski resorts and fields, making it a winter wonderland during the colder months. With tranquil lakes and majestic mountains, The Berkshires offers an ideal backdrop for both relaxation and exploration, particularly in the summer months when outdoor activities are at their peak.
  • Great Barrington: Just 9.7km from Sheffield, Great Barrington is a vibrant city that attracts outdoor enthusiasts and sports lovers alike. The city experiences a steady influx of visitors year-round, with peaks during the summer months. Known for its excellent skiing opportunities and charming downtown area, Great Barrington features inviting parks and lovely lakes perfect for leisurely strolls. This city captures the essence of adventure, inviting travellers to indulge in a variety of sports and outdoor activities, all while enjoying the natural beauty that surrounds it.
  • Mount Washington: A quaint village situated 8.0km from Sheffield, Mount Washington offers a serene escape for those seeking outdoor experiences. The village showcases remarkable scenery, particularly for hikers and skiers drawn to its natural beauty and adventure opportunities. With its proximity to national state parks and stunning mountain peaks, Mount Washington is perfect for nature lovers. The area sees a consistent flow of visitors, particularly in February and during the summer, making it an excellent destination for those looking to immerse themselves in the great outdoors.

Things to do near Sheffield

Sheffield, Massachusetts, offers a delightful blend of adventure and relaxation, perfect for outdoor enthusiasts. Engage in thrilling activities such as skiing at local resorts, or enjoy a leisurely day of apple picking. Art galleries provide a taste of local culture, while family outings and exciting rides ensure fun for all ages. Don't miss the opportunity to explore nearby attractions on day trips, making Sheffield a charming destination for your vacation.

Shopping

In Sheffield, you can enjoy local shopping experiences at charming stores like Hoffman's Pottery. If you're up for a drive, visit Lee Premium Outlets, located 22.5km away, offering a range of brand-name outlets, or the Berkshire Mountain Country Store, situated 24.1km from Sheffield.

Recreation

Lake Mansfield Park offers a tranquil retreat with picturesque views and serene walking paths, perfect for relaxation and rejuvenation. Music Mountain hosts delightful concerts, providing an entertaining atmosphere to unwind. For outdoor enthusiasts, Undermountain Golf Course delivers a refreshing sporting experience amidst beautiful landscapes.

Adventure

At Ski Butternut, 8.0km from Sheffield, experience exhilarating skiing amidst a vibrant sports atmosphere. Alternatively, the Catamount Ski Area, 12.9km away, offers thrilling slopes for snow enthusiasts. For a scenic adventure, the Housatonic River Walk, 9.7km distant, features picturesque hiking trails surrounded by nature.

Nightlife

Experience the vibrant nightlife in Sheffield by visiting the Mahaiwe Performing Arts Center for live performances, or enjoy a meal and music at Infinity Music Hall and Bistro. For a classic theatre experience, catch a show at the Berkshire Theatre Festival, all offering enchanting cultural vibes.

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

Booking tips and Expedia advantages for Sheffield

For a budget-friendly trip to Sheffield, consider visiting in January or March to April, when accommodation prices are lower. Tuesday is the most economical day to stay, while Saturday tends to be pricier. Use Expedia to find the best hotel deals by sorting prices from lowest to highest. Combining your hotel, flights, and activities into one package can also yield savings. Explore free activities in the area to further 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: Utilise Expedia’s search tool to refine your choices based on your budget, preferred location, and the type of hotel you desire. To find the most affordable prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel booking in Sheffield with your flights and activities through an Expedia package.

Find the best attractions near Sheffield

Sheffield, Massachusetts, offers an ideal destination for adventure and outdoor enthusiasts. With its stunning national parks, serene nature reserves, and picturesque lakes, visitors can indulge in eco-friendly activities and thrilling adventures. Whether you're skiing in the winter or enjoying hiking and exploring the natural beauty during warmer months, Sheffield promises a memorable escape into the great outdoors.

  • Haystack Mountain State Park: Experience breathtaking views and invigorating hikes in this stunning national park. With trails that wind through lush forests and rocky terrains, it’s perfect for outdoor enthusiasts seeking adventure and scenic beauty.
  • Housatonic River: Enjoy leisurely strolls along the banks of the Housatonic River, where the tranquil waters offer a serene backdrop for picnics and nature photography. This picturesque river is ideal for fishing and canoeing, connecting you with the local wilderness.
  • Three Mile Pond Wildlife Management Area: Immerse yourself in the eco-friendly vibes of this nature reserve, perfect for birdwatching and hiking. Discover diverse wildlife while exploring well-maintained trails that showcase the area's natural beauty.

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

For your visit to Sheffield, Massachusetts, you can fly into several major airports. ALBany International Airport (ALB) is situated 80.5km away, with notable hotels like the Park Manor Hotel and The Landing Hotel at Rivers Casino & Resort, both 12.9km from the airport. Hartford's Bradley International Airport (BDL) is 59.5km from Sheffield, offering options like the DoubleTree by Hilton Hartford and Simsbury 1820 House, 1.6km and 11.3km away, respectively. Lastly, Stewart International Airport (SWF) in Newburgh, 511.3km from Sheffield, features hotels such as The Dutchess Inn and Spa at Beacon, just 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 traveller data. This B&B offers free breakfast and free parking. Two other options 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 holiday rentals that Sheffield has to offer?
Peace and quiet on the lake: This holiday home rental outside of Sheffield is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games 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 reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If your reservation is non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Sheffield.
What are some accommodation options 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 feature an on-site pool. View all hotels with pools in Sheffield.
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 accommodation options to choose from. Find out more about Sheffield.
What are the top places to visit in Sheffield?
Favourite places to visit include Housatonic River, Lime Kiln Farm Wildlife Sanctuary and Magnolia Bluffs Casino. A couple of additional sights to add to your itinerary are Mount Everett State Reservation and Thom Reed UFO Monument Park. Take a look at what more there is to see and do in Expedia's Sheffield guide.
What's the seasonal weather like in Sheffield?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Sheffield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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