Middlefield Holiday Packages

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Middlefield Accommodation

Hoping to set up camp in or around Middlefield? You may want to check out Goose Pond Reservation, as it's the nearest place that has any Wotif-listed properties. If you're into trendy furnishings and excellent service, you'll absolutely love the Blantyre (16 Blantyre Rd) and the Devonfield Inn B&B (85 Stockbridge Rd). The Econo Lodge Lee - Great Barrington (980 Pleasant Street) and the Sunset Inn (150 Housatonic Street) are ideal alternatives for those who'd rather spend their dollars on a few rounds in the local bar or a great meal out.

Holidays to Middlefield

Had enough of listening to your mates bang on about their unbelievable holidays? Can't look at one more glorious travel pic on your social media feed? It's time to have your own magnificent adventure in Middlefield. Put things in motion right now by researching a few facts about it.

If you plan to arrive via the city of Pittsfield, Middlefield is 25 kilometres to the southeast. If you're coming in from Adams, you'll have to venture south for 30 kilometres.

Travelling's about meeting lots of new people and sharing remarkable experiences. With roughly 600 residents in this part of The Berkshires, you'll no doubt make friends with a few like-minded folk.

Top Middlefield hotels

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is AU$119 per night from 24 Dec to 25 Dec
AU$119
24 Dec - 25 Dec
includes taxes & fees
The Yankee, Trademark Collection by Wyndham: Business-friendly hotel with free breakfast and free WiFi. Located near skiing.
My husband and I needed a night away between the holidaze and it was perfect! Cozy, clean and warm fireplace to nurture us during a cold snap! Shelly went above and beyond to ensure that we were comfortable and in the quietest part of the hotel. We are booking our family members there

Reviewed on 10 Dec 2025

Opens in a new windowThe Yankee, Trademark Collection by Wyndham
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
The price is AU$191 per night from 4 Jan to 5 Jan
AU$191
4 Jan - 5 Jan 2026
includes taxes & fees
Vacation Village in the Berkshires: Family-friendly condo with free WiFi and free parking. Located near skiing.
Awesome for ski

Reviewed on 14 Dec 2025

Opens in a new windowVacation Village in the Berkshires
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Fully refundable
The price is AU$158 per night from 19 Dec to 20 Dec
AU$158
19 Dec - 20 Dec
includes taxes & fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG: Pet-friendly hotel with free WiFi and free parking. Located near a train station.
Clean and comfortable

Reviewed on 7 Dec 2025

Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
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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.