Monterey Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NT$25,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best Monterey Vacation Packages
Monterey Hotel Deals
The Yankee Inn
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
NT$4,806
NT$5,368 total
Sep 27 - Sep 28
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"One of the quietest rooms we have ever stayed in. The location was very convenient to sites in both Lenox and Stockbridge."
Reviewed on 2026/8/27
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
NT$2,999
NT$4,057 total
Aug 31 - Sep 1
includes taxes & fees
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
NT$4,425
NT$4,942 total
Sep 28 - Sep 29
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Chic bar and outdoor space. Nice remodel."
Reviewed on 2026/8/28
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.
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.
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?
- 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.
- 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.
- 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.
- 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.
