Monterey Vacation Packages
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- Plan, book, travel with confidence
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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.
Top Monterey Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Brook Bound Inn
CA $1,103
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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
Ready to book your vacation to Monterey?
Monterey Hotel Deals
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
CA $112
CA $157 total
Oct 18 - Oct 19
includes taxes & fees
Quality Inn Great Barrington
372 Main Street Great Barrington MA
CA $143
CA $160 total
Oct 20 - Oct 21
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"I typically do not reserve in motel with parking in front of each space due to security, I was mistaken at this facility. Pleasant neighborhood and the building was situated well off the main street."
Reviewed on Sep 28, 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
CA $153
CA $171 total
Oct 27 - Oct 28
includes taxes & fees
9.2/10 Wonderful! (1,016 reviews)
"Nice room. Exceptionally clean. Great staff"
Reviewed on Sep 28, 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.
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 can grab a vacation package to this top destination from CA $546 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 many days is enough for Monterey?
Generally, a handful of days is enough to tick off the top attractions during your Monterey vacation. However, if you'd like to have time to kick back or go on day trips, consider extending your trip.
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?
- Choose when to go: Check your schedule and pack your bags. Your favourite time of year and the type of activities on offer will also help you decide when to visit Monterey.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
