Monterey Holiday Packages

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Monterey Accommodation

If you're after accommodations in Monterey, be sure to get in early to reserve your place to stay. There are just 4 for you to select from.

Silky sheets, fluffy white towels and first-class service — if this sounds like holiday heaven to you, why not reserve a room at The Old Inn On The Green (134 Hartsville-New Marlborough Rd)? However, if you don't think you'll be spending lots of time chilling out in your room, the Econo Lodge Lee - Great Barrington (980 Pleasant Street) is worth thinking about. It comes with excellent reviews and an inexpensive price tag.

Holidays to Monterey

Trapped behind your desk dreaming about Monterey and all the incredible things it has to offer? Take the first step to actually getting there by finding out a few facts about it.

It won't take too long to reach Monterey from a few major nearby cities. It's a short drive of 30 kilometres to the south from Pittsfield and 45 kilometres to the east from Hudson.

Travelling's about meeting heaps of new people and sharing extraordinary moments. With close to 1 000 people in this part of The Berkshires, you're bound to come across a few like-minded individuals.

Top Monterey 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$154 per night from 4 Jan to 5 Jan
AU$154
4 Jan - 5 Jan 2026
includes taxes & fees
The Yankee, Trademark Collection by Wyndham: Business-friendly hotel with free breakfast and free WiFi. Located near skiing.
The room is so spotless, bathroom is so luxurious! The bed is so soft and sleep very quickly! The staffs are so great! Quick to answer to my questions and my needs. Definitely come back again to stay!

Reviewed on 22 Dec 2025

Opens in a new windowThe Yankee, Trademark Collection by Wyndham
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$198 per night from 11 Jan to 12 Jan
AU$198
11 Jan - 12 Jan 2026
includes taxes & fees
Berkshire Mountain Lodge: Business-friendly lodge with free WiFi and free parking. Located next to a golf course.
Spacious room and loved pool and hot tub!

Reviewed on 19 Dec 2025

Opens in a new windowBerkshire Mountain Lodge
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is AU$147 per night from 2 Jan to 3 Jan
AU$147
2 Jan - 3 Jan 2026
includes taxes & fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG: Pet-friendly hotel with free WiFi and free parking. Located near a train station.
While waiting for our vallet car due to construction. The hotel staff were engaging and had personal conversations with us. Rooms were good and all staff treated us exceptional. Give them an atta boy on proformance

Reviewed on 22 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.