Monterey Holidays

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Monterey Holiday

Our pick of the best Monterey Hotel Deals

Lakefront Retreat with Stunning Views | Forget-Me-Not by AvantStay

Lakefront Retreat with Stunning Views | Forget-Me-Not by AvantStay

Monterey MA
9.4/10 Exceptional! (14 reviews)
"The house & location are wonderful. We were there for a week & we totally enjoyed ourselves. The difference between a good house & an excellent house is that everything works in an excellent house. There are a few items that do need attention. (1) The lock on the back door to the patio was broken ..."

Reviewed on 15 June 2026

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Lakefront Retreat with Stunning Views | Forget-Me-Not by AvantStay
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 NZ$377 per night from 23 July to 24 July
NZ$377
23 July - 24 July
includes taxes & fees
9.2/10 Wonderful! (1,009 reviews)
"It's a reasonable and clean hotel. The breakfast is also reasonable, especially if someone likes pork and pork sausages. But the internet is absolutely not working because it's extremely weak, about 1-5 MB/s and it's not reliable, especially on the 2nd floor. It's just impossible to use internet ..."

Reviewed on 21 July 2026

The Yankee Inn
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
The price is NZ$294 per night from 20 Aug to 21 Aug
NZ$294
20 Aug - 21 Aug
includes taxes & fees
9/10 Wonderful! (1,015 reviews)
"Quite comfortable. Better-than-most value compared to many over-priced rates at nearby accommodations."

Reviewed on 19 July 2026

Berkshire Mountain Lodge
See all 1,162 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 holiday 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 holiday 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 holiday 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 holiday 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 holiday package well in advance.
Is it cheaper to book a Monterey holiday as a package?
You can enjoy significant savings on your Monterey break by booking a personalised holiday 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 holiday package to Monterey?
If you've got your Monterey holiday 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 holiday package.

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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.