Monterey Vacations

Book a Hotel + Flight together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to AEDĀ 5,000 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

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 AEDĀ 716 per night from Jul 23 to Jul 24
AEDĀ 716
AEDĀ 800 total
23 Jul - 24 Jul
includes taxes & fees
9.2/10 Wonderful! (1,011 reviews)
"I get it. We get what we pay for and this is reasonably priced. The breakfast is okay. But the issue is that the sheets and comforter were stained. And then I opened up a towel and it wasnā€™t cleaned at all. Iā€™d gotten in late so I told the front desk when checking out the following morning. I was ..."

Reviewed on 22 July 2026

The Yankee Inn
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
The price is AEDĀ 485 per night from Aug 10 to Aug 11
AEDĀ 485
AEDĀ 624 total
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (1,018 reviews)
"Accommodations were excellent. Large living room,, well e"

Reviewed on 21 July 2026

Berkshire Mountain Lodge
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 can grab a vacation package to this top destination on Expedia. However, how much your vacation to Monterey costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Monterey?
The off-season is the best time to travel to Monterey if you're trying to save. Another tip for scoring cheap Monterey vacation packages? Avoid visiting during public holidays and any major events.
How to find the best Monterey package deals?
Start your search for a Monterey package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Monterey package deal right away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Monterey getaway off to a flying start.
Is it cheaper to book a Monterey vacation as a package?
You can enjoy significant savings on your next Monterey getaway by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Monterey?
If you've got your Monterey travel dates locked in, book as soon as you can to bag some unbeatable deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Monterey?

  1. Choose when to go: Check your schedule and pack your bags. Your favorite time of year and the type of activities on offer will also help you decide when to visit Monterey.
  2. Budget wisely: Besides the price of your stay, you'll need to factor in other expenses too. These include flights, transportation and food. Also, set aside some extra funds for unexpected expenses that may arise during your trip to Monterey.
  3. Decide how long to go away for: Now that you're more familiar with Monterey, you can figure out the perfect length of your vacation. Put together a rough plan and give yourself enough time to cover everything you want to do.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to pick a Monterey vacation package that brings all your bookings together.