Jacks Peak Vacations from $472

Book a Hotel + Flight or Car together to unlock savings

Your Jacks Peak Vacation

Whether you're visiting for its hiking or nature, the neighborhood of Jacks Peak has plenty to keep you busy. Experience all of this and more with ease by locking in a Jacks Peak vacation package. Your trip to Jacks Peak wouldn't be complete without a visit to top attractions nearby such as Dennis the Menace Park, Monterey County Fairgrounds and Del Monte Beach. Don't just imagine it — do it! Reserve your perfect Jacks Peak vacation with Expedia and get to where you're going your way.

The Latest Jacks Peak Vacation Packages

Price found within the past 48 hours. Click for updated prices.
San Carlos Inn

San Carlos Inn

2 out of 5
Save 100% on your flight
Price was $882, price is now $472 per person
$472
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Francisco (SFO)
7/10 Good! (316 reviews)
Good if your looking for under $70

Reviewed on Dec 2, 2025

Hyatt Vacation Club At Highlands Inn

Hyatt Vacation Club At Highlands Inn

4 out of 5
Carmel Highlands
Price was $2,055, price is now $1,003 per person
$1,003
per person
Feb 4 - Feb 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Monterey (MRY)
8.8/10 Excellent! (169 reviews)
Beautiful and everything perfect

Reviewed on Dec 3, 2025

Hyatt Carmel Highlands

Hyatt Carmel Highlands

4 out of 5
Carmel Highlands
Price was $1,940, price is now $1,012 per person
$1,012
per person
Feb 4 - Feb 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Monterey (MRY)
8.4/10 Very Good! (811 reviews)
Panoramic views overlooking the Pacific.

Reviewed on Nov 7, 2025

Hotel Healdsburg

Hotel Healdsburg

4 out of 5
Save 100% on your flight
Price was $1,419, price is now $787 per person
$787
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Francisco (SFO)
9.2/10 Wonderful! (427 reviews)
Nice Hotel close to everything. Valet took care of us everyday. Bartender could use a little help in customer service, was a little rude on a couple occasions. All in all great stay and a nice hotel

Reviewed on Nov 23, 2025

Chaminade Resort & Spa

Chaminade Resort & Spa

4 out of 5
Save 100% on your flight
Price was $904, price is now $503 per person
$503
per person
Feb 8 - Feb 11
found 8 hours ago
Roundtrip non-stop flight included
Ontario (ONT) to San Jose (SJC)
8/10 Very Good! (1,002 reviews)
Older property and rooms need some upgrading . However the restaurant and amenities are amazing. This is a nice getaway in the Santa Cruz Mountains away from the hussle and bussel.

Reviewed on Dec 1, 2025

Where to stay in Jacks Peak

Find the best Jacks Peak areas and neighborhoods for the activities you enjoy most. Learn more about Jacks Peak
Carmel featuring signage, a city and street scenes

Downtown Monterey

2 out of top 10 points of interest in this area
4.5/5(251 area reviews)

The beaches and seaside views are top of the list for many visitors to Downtown Monterey. A stop by Monterey State Beach or Golden State Theatre might round out your trip.

Find hotels in Downtown Monterey

Jacks Peak Hotel Deals

Portola Hotel & Spa at Monterey Bay

Portola Hotel & Spa at Monterey Bay

4 out of 5
Two Portola Plaza Monterey CA
Fully refundableReserve now, pay when you stay
$193 nightly
The price is $230 total per night from Dec 14 to Dec 15
$230 total
Dec 14 - Dec 15
Total with taxes and fees
9/10 Wonderful! (2,808 reviews)
Staff member were welcoming.

Reviewed on Nov 30, 2025

Portola Hotel & Spa at Monterey Bay
The Monterey Hotel

The Monterey Hotel

3 out of 5
407 Calle Principal Monterey CA
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $104 total per night from Dec 7 to Dec 8
$104 total
Dec 7 - Dec 8
Total with taxes and fees
8/10 Very Good! (1,456 reviews)
Nice front desk

Reviewed on Dec 2, 2025

The Monterey Hotel
Monterey Plaza Hotel & Spa

Monterey Plaza Hotel & Spa

4.5 out of 5
400 Cannery Row Monterey CA
Fully refundable
$368 nightly
The price is $424 total per night from Dec 11 to Dec 12
$424 total
Dec 11 - Dec 12
Total with taxes and fees
9.4/10 Exceptional! (1,412 reviews)
Beautiful views! Perfect location to everything.

Reviewed on Dec 2, 2025

Monterey Plaza Hotel & Spa
See all 1,343 properties in Jacks Peak
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Jacks Peak

Monterey Bay Aquarium showing marine life and interior views

Monterey Bay Aquarium

4.5/5(1,731 reviews)

Perched on the edge of the Pacific Ocean, you’ll find a spectacular window into life both above and below the waves.

Monterey Bay Aquarium
17-Mile Drive which includes rugged coastline and a beach

17-Mile Drive

4.5/5(1,184 reviews)

Discover palatial mansions, lush golf courses and a wild stretch of coastline inhabited by sea lions on a road often dubbed one of the world’s most scenic drives.

17-Mile Drive
Cannery Row showing a sandy beach as well as a small group of people

Cannery Row

4.5/5(1,988 reviews)

Luxury, leisure and nature come together at this historic sardine-canning district, which is one of Monterey’s most acclaimed recreational areas.

Cannery Row

Things to do

Monterey Bay: Whale Watching Tour

Monterey Bay: Whale Watching Tour

$75
per adult
100% of travellers recommend
Monterey Bay: Whale Watching Tour
Monterey: Whale Watching Tour with A Marine Guide

Monterey: Whale Watching Tour with A Marine Guide

$70
per adult
92% of travellers recommend
Monterey: Whale Watching Tour with A Marine Guide
Monterey: Catamaran Sailing Cruise

Monterey: Catamaran Sailing Cruise

$65
per adult
100% of travellers recommend
Monterey: Catamaran Sailing Cruise
See all activities in Monterey
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.