Monterey Holiday Deals

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Monterey Holiday Package Deals

Hotel bookings, activities, airfares. Stop those airport freak outs! Lastminute.com.au can bundle all these things into a tidy little package, giving you more time to flood your feeds with #Monterey snaps. And what's the best part? This is also one of the fastest ways to save hard-earned cash!

You might even see average savings of around ! With all that spare change jingling 'round in your pockets, why not book a few extra nights?

The possibilities are limitless with some 400 partner airlines and 282,000 hotels. Your package can be as individual as you are!

We have some of the best-looking prices on the market. And that's not all. With our Price Pledge, if you find a lower price on your package or hotel within 24 hours of booking online, we'll match it by refunding you the difference.Terms and conditions apply.

Holidays in Monterey

When chucking a sickie becomes your new norm, it's time to break free from the corporate cubicle and say hello to Monterey!

It's located 490 kilometres to the northeast of United States of America's capital, Washington.

You won't need to go too far to discover some superb natural sights. Find a set of wheels and head to Mount Greylock, 50 kilometres away from Monterey, for a laid-back day. Or perhaps Mount Tom is of more interest? It's situated just 45 kilometres away.

Take time to explore the beautiful landscapes of the Ashintully Gardens. It's a terrific place to make the most of a clear day.

Make your stay an educational one by learning the history of Bidwell House Museum.

Sports lovers don't need to worry about being left out in the cold during their visit. Cooperstown Dreams Park is 35 kilometres away in New Lebanon and a fabulous place to get your sporting fill. Be sure to check the event calendar to find out what's on.

Whether you'd like to smooth your turns or just make it to the bottom of the run in one piece, The Berkshires has the slopes you're after. Make you way to either Mount Snow or Ski Sundown.

Ski Butternut and Questing are not far from the centre of Great Barrington, 10 kilometres to the west. Eager for more? Otis, 11 kilometres to the east of Monterey, is known for Tolland State Forest and Otis Ridge.

Feel like going to Lee Prime Outlets, The Mount and the Cranwell Golf Club? Find your way to Lee, 12 kilometres to the north, and set up camp. These sights, as well as Wood's Pond and the Animagic Museum of Animation, are all close at hand.

'There is no love sincerer than the love of food,' according to George Bernard Shaw, but throw travel into the mix and it's a marriage made in heaven. You're invited to indulge in your two loves by eating and drinking your way through The Berkshires.

If you're scanning a menu, there's a strong chance you'll come across meals featuring cod or clams. They're some ingredients commonly used in the fare here.

If you're all about dessert, you're not going to be disappointed. Make sure you try frappe, a yummy treat that's guaranteed to satisfy your sweet tooth.

You're bound to sense an air of fever and excitement around the 4th of July. The locals will be making preparations for Independence Day, a day of nation-wide celebrations.

Metal detectors, long lines and even longer waiting times. Airports can be very stressful places. Give yourself plenty of time to make your way to Bradley International Airport (BDL). Located 55 kilometres to the southeast, it's the closest terminal.

Hotels in Monterey

Left booking your hotel in Monterey to the last minute? You've come to the right place! lastminute.com.au features 4 accommodations, so don't put it off any longer!

The Old Inn On The Green and 1862 Seasons on Main Bed and Breakfast are worth considering. If you like what you're seeing, you better move quickly! These digs are prized for their comfortable beds and excellent service.

Top hotels for your Monterey holiday

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$210 per night from 17 Feb to 18 Feb
AU$210
17 Feb - 18 Feb
includes taxes & fees
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's ...
The doors wouldn’t stay locked

Reviewed on 6 Feb 2026

Opens in a new windowBerkshire Mountain Lodge
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$145 per night from 22 Feb to 23 Feb
AU$145
22 Feb - 23 Feb
includes taxes & fees
Located in Lenox, The Yankee, Trademark Collection by Wyndham is a 4-minute drive from Bousquet Ski Area and 8 minutes from The Mount.
The staff is very helpful, and always willing to assist with any inquiries. The room was definitely clean and well-stocked throughout our entire stay.

Reviewed on 5 Feb 2026

Opens in a new windowThe Yankee, Trademark Collection by Wyndham
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$138 per night from 8 Mar to 9 Mar
AU$138
8 Mar - 9 Mar
includes taxes & fees
Located in Lenox, Berkshires Untold is within a 10-minute drive of Shakespeare and Company and The Mount.
loved

Reviewed on 2 Feb 2026

Opens in a new windowBerkshires Untold
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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.

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^Savings based on all package bookings made with Flight + Hotel on lastminute.com.au from January 1, 2019 to December 31, 2019, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.