Sandisfield Holiday Packages

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Sandisfield Accommodation

Okay, so you may have a difficult time finding somewhere to crash right in the middle of Sandisfield, but Beartown State Forest isn't too far away and has some great properties. For elegant rooms with all the little luxuries, try The Inn at Stockbridge (30 East Street) or The Barrington (281 Main St, Level 3). The Briarcliff Motel (506 Stockbridge Road) and the Econo Lodge Lee - Great Barrington (980 Pleasant Street) are ideal alternatives for those who'd rather spend their holiday money on a few rounds in the local pub or a fun night out.

Car Hire in Sandisfield

Your best bet is to go with Payless when arriving at Bradley International Airport. Their office is conveniently located just a short walk from the arrivals hall.

Holidays to Sandisfield

Keen to scratch your travel itch in Sandisfield? We definitely don't blame you. But before you head to this incredible destination, how about we get you up to speed on the basics?

Sandisfield is just down the road from a few major cities that'll help you get your bearings. Just 35 kilometres to the south is Torrington. The town isn't too far from Pittsfield either. You only need to travel north for 40 kilometres to reach it.

Flying solo? Keen to get acquainted with a few friendly locals? With approximately 800 people residing in this part of The Berkshires, it shouldn't take you too long to make some new pals.

Top Sandisfield hotels

The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is AU$261 per night from 7 Sept to 8 Sept
AU$261
7 Sept - 8 Sept
includes taxes & fees
The Yankee Inn: Business-friendly hotel with free breakfast and free WiFi. Located near skiing.
"Nice facility, good location, clean room, helpful staff. The pool was great as well. The breakfast could be enhanced with real eggs, some gluten free option. Also, I asked one of the servers who was replenishing food containers if there was an alternative to dairy milk for my oatmeal and she said ..."

Reviewed on 13 Aug 2026

Opens in a new windowThe Yankee Inn
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is AU$206 per night from 8 Sept to 9 Sept
AU$206
8 Sept - 9 Sept
includes taxes & fees
Berkshires Untold: Pet-friendly lodge with free WiFi and free parking. Guests love the helpful staff!
"Lovely man at check in for our overnight ( to see Hugh Jackman at 7 pm at Tanglewood lucky us!👍 Checked that food would be available in their bar upon our trying as has driven 2+ hrs assured yes until just before 10 pm closing. Called once on way back at 9:10 for 10 min drive to dbl check as hungry. ..."

Reviewed on 12 Aug 2026

Opens in a new windowBerkshires Untold
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is AU$181 per night from 31 Aug to 1 Sept
AU$181
31 Aug - 1 Sept
includes taxes & fees
Berkshire Mountain Lodge: Business-friendly aparthotel with free WiFi and free parking. Located near skiing.
Opens in a new windowBerkshire Mountain 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.