Monterey Vacations from $282

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Your Monterey Vacation

Say goodbye to planning hassles and hello to a Monterey vacation package. With your travel details organized before you leave, you can focus on discovering this city, starting with Canann Village Historic District, which is good for dining, culture and shopping. You'll want to do a little exploring during your trip to Monterey. Don't miss leading attractions such as Ski Butternut, Otis Ridge and Lake Buel. No matter your travel plans or budget, organizing your ultimate tailored Monterey vacation is a cinch with Expedia.

The Latest Monterey vacation packages

Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites East Greenbush - Albany
The Landing Hotel at Rivers Casino & Resort
Saratoga Casino Hotel
Hampton Inn Albany-Wolf Road (Airport)
The Wiltwyck
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Monterey Hotel Deals

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $136 total per night from Mar 8 to Mar 9
$136 total
Mar 8 - Mar 9
Total with taxes and fees
9/10 Wonderful! (826 reviews)
Room was clean and nicely equipped with kitchen. Will return if the future.

Reviewed on Feb 1, 2026

Berkshire Mountain Lodge
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street South Lee MA
Fully refundable
$130 nightly
The price is $145 total per night from Feb 9 to Feb 10
$145 total
Feb 9 - Feb 10
Total with taxes and fees
9/10 Wonderful! (832 reviews)
The room was nice and clean. When we went to the activity center to use the pool and hot tub there was an odd smell. Other than that we enjoyed our stay.

Reviewed on Feb 2, 2026

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $110 total per night from Mar 8 to Mar 9
$110 total
Mar 8 - Mar 9
Total with taxes and fees
9/10 Wonderful! (850 reviews)
loved

Reviewed on Feb 2, 2026

Berkshires Untold
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.

Find the Best Monterey Vacation Packages

Monterey Essential Information

Language
English
Currency
U.S dollars
Population
950
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Norman Rockwell Museum, Ski Butternut and October Mountain State Forest

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Frequently asked questions

How much does a Monterey vacation package cost?
You'll find cheap prices from $282 on Expedia for your Monterey break. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Monterey costs.
What are the cheapest months to go to Monterey?
If you're looking to book a cheap Monterey vacation package, consider traveling in November, December and January. You're likely to find better rates on hotels and airfares during these quieter months — perfect for a budget-friendly break.
How many days is enough for Monterey?
With a well-organized itinerary, you can easily tick off the most popular Monterey attractions in a handful of days. But if you'd like to discover lesser-known spots or take day trips, think about booking your Monterey vacation for longer.
How to find the best Monterey package deals?
Use Expedia's filter tool to help you find some great Monterey package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Monterey package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Monterey vacation as a package?
You can enjoy significant savings on your Monterey break by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to view the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Monterey?
If you've got your Monterey vacation dates confirmed, book as soon as you can to grab some unbeatable deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are ideal for quick escapes.
Does Expedia offer Book Now, Pay Later Monterey vacation packages?
Your Monterey getaway is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to give you more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.