Sheffield Holiday Packages

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Wotif has some of the most competitive deals under the sun. Better find your passport — right now is the time to take to the skies.

Sheffield Accommodation

With only 3 accommodation in Sheffield, securing a place to stay should be at the very top of your to-do list. Wotif has some top deals on offer right now, so what are you waiting for?

Whether you're planning to spend a lot of time under the soft covers or you think you might be cruising around town for most of your holiday, The Windflower Inn and The Egremont Village Inn are highly recommended accommodation options.

Car Hire in Sheffield

If you're headed to Pittsfield Municipal Airport, you'll have to venture futher afield to hire a set of wheels. The closest outlet is Enterprise (526 East St), which is a short drive from the terminal.

Holidays to Sheffield

Sheffield is calling you — are you ready to answer it? It's time to experience this spectacular destination for yourself. But before you hightail it out the door, here are the essentials.

Sheffield is surrounded by a couple of major cities that should help you get your bearings. Just 35 kilometres to the northwest is Hudson. The town isn't too far from Torrington either. You only need to travel southeast for 40 kilometres before you hit it.

Some 3 000 people call this part of The Berkshires home. So, if you're hoping to meet some new buddies, you won't have too many problems.

Top Sheffield hotels

Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove

Sheffield
The price is NZ$819 per night from 18 Nov to 19 Nov
NZ$819
includes taxes & fees
18 Nov - 19 Nov
Stay at this vacation home in Sheffield. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Drury Preserve and Lime Kiln Farm Wildlife Sanctuary ...
Amazing property!
"Sabrina saw to everything. The house even came equipped with a spice drawer, games like badminton equipment, a kid’s bedroom with games and books, and nice touches like vases of flowers. Our family was amazed and impressed. The outdoor area in the front (and back) was big enough for our grandchildren ..."

Reviewed on 14 Oct. 2024

Cheerful 3-bedroom cottage with woodstove
Life House Berkshires

Life House Berkshires

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is NZ$185 per night from 19 Nov to 20 Nov
NZ$185
includes taxes & fees
19 Nov - 20 Nov
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
"Beautiful hotel close enough drive to multiple towns and hiking areas. Very comfortable beds. Beautiful restroom! TV has Apple compatibility if you are looking for that. The restaurant was absolutely amazing and they use all local business. Absolutely amazing!"

Reviewed on 7 Nov. 2024

Life House Berkshires
Race Brook Lodge

Race Brook Lodge

2 out of 5
864 S Undermountain Rd, Sheffield, MA
The price is NZ$324 per night from 29 Nov to 30 Nov
NZ$324
includes taxes & fees
29 Nov - 30 Nov
Stay at this hotel in Sheffield. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mount Everett State Reservation and Drury Preserve are ...
"Amazing experience in every aspect!"

Reviewed on 28 Oct. 2024

Race Brook Lodge
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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.