Hotels in Sheffield

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Check prices for these dates

Tonight
May 11 - May 12
Tomorrow
May 12 - May 13
Next weekend
May 16 - May 18
In two weeks
May 23 - May 25

Where to stay in Sheffield?

Wilder House Berkshires
Wilder House Berkshires Room 3 | Premium bedding, individually decorated, individually furnished

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (21)
$153 nightly
The price is $171
May 21 - May 22
Total includes taxes and fees
Wilder House Berkshires
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.
trending_down

Our prices for hotels in Sheffield are cheapest in October

See average prices and weather for all months

Price trends for hotels in Sheffield

Pricing is based on two traveler single night rates
May
$209
Average price during May is $209
Jun
$201
Average price during June is $201
Jul
$197
Average price during July is $197
Aug
$191
Average price during August is $191
Sep
$190
Average price during September is $190
Oct
$138
Average price during October is $138
Nov
$168
Average price during November is $168
Dec
$173
Average price during December is $173
Jan
$185
Average price during January is $185
Feb
$175
Average price during February is $175
Mar
$169
Average price during March is $169
Apr
$172
Average price during April is $172
Currently viewing crowd sizes and weather for May.

May

trending_flatModerate crowds
High 66°F / low 46°F. Sunny most days.
66°
weather_sun
May, Moderate crowds, average high temperature 66 degrees Fahrenheit, average low temperature 46 degrees Fahrenheit. Sunny most days.
46°
73°
weather_sun
June, High crowds, average high temperature 73 degrees Fahrenheit, average low temperature 54 degrees Fahrenheit. Sunny most days.
54°
80°
weather_sun
July, High crowds, average high temperature 80 degrees Fahrenheit, average low temperature 60 degrees Fahrenheit. Sunny most days.
60°
78°
weather_sun
August, High crowds, average high temperature 78 degrees Fahrenheit, average low temperature 59 degrees Fahrenheit. Sunny most days.
59°
71°
weather_sun
September, Moderate crowds, average high temperature 71 degrees Fahrenheit, average low temperature 52 degrees Fahrenheit. Sunny most days.
52°
58°
weather_sun
October, High crowds, average high temperature 58 degrees Fahrenheit, average low temperature 42 degrees Fahrenheit. Sunny most days.
42°
46°
weather_partly_sunny
November, Moderate crowds, average high temperature 46 degrees Fahrenheit, average low temperature 31 degrees Fahrenheit. Partly sunny.
31°
36°
ac_unit
December, Moderate crowds, average high temperature 36 degrees Fahrenheit, average low temperature 24 degrees Fahrenheit. Snow likely.
24°
30°
ac_unit
January, Low crowds, average high temperature 30 degrees Fahrenheit, average low temperature 16 degrees Fahrenheit. Snow likely.
16°
33°
ac_unit
February, Low crowds, average high temperature 33 degrees Fahrenheit, average low temperature 17 degrees Fahrenheit. Snow likely.
17°
41°
ac_unit
March, Low crowds, average high temperature 41 degrees Fahrenheit, average low temperature 25 degrees Fahrenheit. Snow likely.
25°
54°
weather_cloudy
April, Low crowds, average high temperature 54 degrees Fahrenheit, average low temperature 35 degrees Fahrenheit. Cloudy most days.
35°
Monthly weather averages (˚F)
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Top landmarks in Sheffield

Magnolia Bluffs Casino

Magnolia Bluffs Casino is 1.7 mi (2.7 km) from central Sheffield, why not stop by during your stay.

See properties in Magnolia Bluffs Casino
Magnolia Bluffs Casino

Learn more about Sheffield

Sheffield is well-known for its attractions such as Housatonic River and Magnolia Bluffs Casino.

See all hotels in Sheffield
A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

Summer Getaway Sale

Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*
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Frequently asked questions

What accommodations do travelers recommend in Sheffield?
Wilder House Berkshires and Race Brook Lodge are a couple of properties that our guests really like.
Can I book a refundable accommodation in Sheffield?
If you want the flexibility to change your travel plans to Sheffield, most accommodations offer refundable* bookable rates. You can find these accommodations by searching our site and using the “fully refundable” filter to narrow the results down.
Where can I stay with my pet in Sheffield?
Your animal companion is welcome at this pet-friendly hotel: Race Brook Lodge.
Where should I consider staying in Sheffield if I want a budget-friendly accommodation?
Race Brook Lodge is an accommodation you might want to consider that’ll save you money.
Where can I stay in Sheffield if I want a vacation rental instead of a traditional hotel?
If you want to find a good alternative to a hotel, browse our selection of 24 vacation homes.
Where can I stay if I'm traveling to Sheffield with my children?
Your kids are welcome at Race Brook Lodge and Beautiful Berkshires Farmhouse with game room and plenty of room.
What will the weather in Sheffield be like during my vacation?
The warmest months in Sheffield are usually July and August with an average temp of 66°F. January and February are the chilliest months when the average temp is 28°F. The rainiest months are July and August.
Why should I book my Sheffield accommodation with Hotels.com?
There are plenty of reasons to book your Sheffield travel with us: our free cancellations on selected hotels* gives you the flexibility you’re looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.com® app users and One Key members. Limited availability, blackout periods may apply.

OneKeyCash is not redeemable for cash and can only be used on Hotels.com®, Expedia®, and Vrbo®.

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