Monterey Vacations

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Monterey Vacation Packages

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
The price is ₩175,370 per night from Aug 26 to Aug 27
₩175,370
₩228,482 total
Aug 26 - Aug 27
includes taxes & fees
Berkshire Mountain Lodge
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 ₩255,325 per night from Jul 28 to Jul 29
₩255,325
₩285,199 total
Jul 28 - Jul 29
includes taxes & fees
9.2/10 Wonderful! (1,023 reviews)
"Very clean lobby, breakfast area and our room. Comfortable bed and hotel was very accommodating in changing our initial room assignment based on my request for a first floor room. my husband has a disability. One constructive suggestion: air conditioning unit in our room was somewhat noisy though ..."

Reviewed on Jul 26, 2026

The 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 ₩224,506 per night from Aug 26 to Aug 27
₩224,506
₩250,773 total
Aug 26 - Aug 27
includes taxes & fees
Berkshires Untold
See all 1,160 properties in Monterey
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.

Stay near popular Monterey attractions

Lake Garfield

Commune with nature and explore the great outdoors at Lake Garfield during your travels in Monterey. While you're in the area, wander around the forests.
See properties

Frequently asked questions

How much does a Monterey vacation package cost?
You'll find cheap prices 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?
The off-season is the best time to head to Monterey if you're trying to save. Another tip for scoring cheap Monterey vacation packages? Try to avoid public holidays and any major festivals or events.
How many days is enough for Monterey?
The ideal duration of your Monterey vacation depends on what you'd like to do. Generally, a handful of days to a week will give you enough time to go to all the major attractions and explore some hidden gems along the way.
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.
How to plan a trip to Monterey?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Monterey.
  2. Figure out your budget: Make sure you have enough money to pay for everything from dining out and transportation to flights and activities. Your hotel will probably be the biggest expense during your trip to Monterey.
  3. Decide how long to go for: Now that you're up to speed on Monterey, you can figure out the ideal length of your break. Put together a draft itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Monterey vacation package.

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