Monterey Vacations from $534

Book a Hotel + Flight or Car together to unlock savings

Photo by Fun Travelog

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

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.
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
Save 100% on your flight
Price was $774, price is now $534 per person
$534
per person
Nov 19 - Nov 22
found 5 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
No reviews
Brook Bound Inn

Brook Bound Inn

2 out of 5
Save 100% on your flight
Price was $868, price is now $604 per person
$604
per person
Nov 26 - Nov 30
found 21 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
9.4/10 Exceptional! (10 reviews)
Secluded Estate w/ Guest House, Private Pond, Gym, & Movie Theater Sunny Pond

Secluded Estate w/ Guest House, Private Pond, Gym, & Movie Theater Sunny Pond

3 out of 5
Save 100% on your flight
Price was $4,170, price is now $3,061 per person
$3,061
per person
Nov 3 - Nov 5
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
No reviews
Secluded Berkshires Estate + Private Pond/pool,theater, Gym Sunny Pond

Secluded Berkshires Estate + Private Pond/pool,theater, Gym Sunny Pond

3 out of 5
Save 100% on your flight
Price was $4,009, price is now $2,955 per person
$2,955
per person
Nov 3 - Nov 5
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
No reviews
Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3 out of 5
Downtown Albany
Price was $945, price is now $751 per person
$751
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
9/10 Wonderful! (1,186 reviews)
nice new hotel in the heart of downtown Albany

Reviewed on Sep 30, 2025

Don't see what you're looking for?
See all available trips from Columbus to Monterey
View all trips

Discover the most popular places to visit in Monterey

Bidwell House Museum

You can spend an afternoon browsing the exhibits at Bidwell House Museum during your trip to Monterey. While you're in the area, stroll along the lakeside.

Bidwell House Museum

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
$113 nightly
The price is $126 total per night from Nov 2 to Nov 3
$126 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (668 reviews)
"Nice room, bathroom could use some repair, crumbling sheetrock surrounding tub enclosure, priced well"

Reviewed on Sep 30, 2025

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 refundableReserve now, pay when you stay
$129 nightly
The price is $144 total per night from Nov 2 to Nov 3
$144 total
Nov 2 - Nov 3
Total with taxes and fees
9/10 Wonderful! (741 reviews)
"Clean property with plenty to do!"

Reviewed on Sep 28, 2025

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
$88 nightly
The price is $98 total per night from Nov 2 to Nov 3
$98 total
Nov 2 - Nov 3
Total with taxes and fees
9/10 Wonderful! (737 reviews)
"Absolutely loved this place. It was quant, hip, affordable and just all around stunning! Worth it all! Would stay there again in a heartbeat."

Reviewed on Sep 29, 2025

Berkshires Untold
See all 1,143 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.

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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Monterey vacation package cost?
You'll find cheap prices from $534 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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