Monterey Vacations from $543
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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.
Urban Cowboy Lodge
$880
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Albany (ALB)
9.4/10 Exceptional! (255 reviews)
Food not great for the money loud funk music played at dinner very disappointing paid 52 for a steak all fat breakfast not great we chose to eat elsewhere. The grounds well maintained
Reviewed on Sep 15, 2026
The Old Catskill Game Farm Inn
$2,721
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Albany (ALB)
9.8/10 Exceptional! (35 reviews)
Everything was amazing. Shawn was awesome. He greeted you when we came in. It's definitely experiences. All I can say we had a great time. A little quirky.Amazing history set on 200 acres closed down zoo
Reviewed on Sep 21, 2026
Brook Bound Inn
$658
per person
Oct 29 - Nov 1
found 17 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Albany (ALB)
9.4/10 Exceptional! (19 reviews)
Our weeklong trip meandering the roads of Vermont was made more memorable by our stay at the Brook Bound Inn! The property is gorgeous and impeccably maintained! Our room was clean and so quiet! The bed was comfortable, and the blackout window blinds allowed us to sleep a little later than normal. The bathroom was very clean with a large shower and great smelling body wash, shampoo, etc. Jake and Hope were so helpful before and during our stay. We also appreciated the robust WIFI. We didn’t try the amazing pool this time, but we will for sure on our next trip!
Reviewed on Aug 30, 2026
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.
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.
Mount Wilcox
Commune with nature and explore the great outdoors at Mount Wilcox during your travels in Monterey. While you're in the area, wander around the forests.
Monterey Hotel Deals
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$108 nightly
$120 total
Oct 22 - Oct 23
Total with taxes and fees
Quality Inn Great Barrington
372 Main Street Great Barrington MA
Fully refundable
$101 nightly
$113 total
Oct 18 - Oct 19
Total with taxes and fees
8.6/10 Excellent! (1,010 reviews)
"Good place"
Reviewed on Sep 21, 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$117 nightly
$131 total
Sep 28 - Sep 29
Total with taxes and fees
9.2/10 Wonderful! (1,004 reviews)
"The room was spacious, clean and comfortable. I will definitely stay there again."
Reviewed on Sep 21, 2026
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 $543 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.
