Monterey Wine Country Beach Vacations 2025/2026

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Top Beach vacation packages in Monterey Wine Country

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

Hotel 1110 - Adults Only

Oak Grove

$609

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) to San Francisco (SFO)

8.6/10 Excellent! (1,000 reviews)

Breakfast was delicious and service was fantastic

Reviewed on Aug 14, 2025

Monterey Plaza Hotel & Spa

New Monterey

Save 100% on your flight

$1,770

per person

Oct 9 - Oct 13

found 17 hours ago

Roundtrip flight included

New York (JFK) to San Francisco (SFO)

9.6/10 Exceptional! (1,353 reviews)

A lovely hotel in the cannery row district of Monterey With awesome view of the Bay.

Reviewed on Sep 1, 2025

Hyatt Regency Monterey Hotel & Spa

$1,042

per person

Oct 2 - Oct 5

found 3 hours ago

Roundtrip non-stop flight included

Las Vegas (LAS) to San Francisco (SFO)

8.6/10 Excellent! (1,433 reviews)

Great property. Was overbooked and did not receive patio rooms that I booked. Also elevator was broken which was an inconvenience. Excellent restaurant and bar staff. Front desk reception seemed a little green

Reviewed on Sep 2, 2025

La Playa Hotel

Golden Rectangle

Save 100% on your flight

$884

per person

Nov 15 - Nov 18

found 4 hours ago

Roundtrip flight included

Seattle (SEA) to Monterey (MRY)

9.2/10 Wonderful! (1,001 reviews)

The service was exceptional and the grounds were lovely

Reviewed on Sep 2, 2025

Portola Hotel & Spa at Monterey Bay

Downtown Monterey

$1,025

per person

Nov 2 - Nov 7

found 1 day ago

Roundtrip non-stop flight included

Milwaukee (MKE) to San Francisco (SFO)

9/10 Wonderful! (2,709 reviews)

Great place and cleanliness.

Reviewed on Sep 2, 2025

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3 Night Beach vacations in Monterey Wine Country

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

Monterey Plaza Hotel & Spa

New Monterey

$712

per person

Oct 13 - Oct 16

found 16 hours ago

Roundtrip flight included

San Diego (SAN) to San Francisco (SFO)

9.6/10 Exceptional! (1,353 reviews)

A lovely hotel in the cannery row district of Monterey With awesome view of the Bay.

Reviewed on Sep 1, 2025

Hyatt Regency Monterey Hotel & Spa

$867

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) to San Francisco (SFO)

8.6/10 Excellent! (1,433 reviews)

Great property. Was overbooked and did not receive patio rooms that I booked. Also elevator was broken which was an inconvenience. Excellent restaurant and bar staff. Front desk reception seemed a little green

Reviewed on Sep 2, 2025

La Playa Hotel

Golden Rectangle

Save 100% on your flight

$884

per person

Nov 15 - Nov 18

found 4 hours ago

Roundtrip flight included

Seattle (SEA) to Monterey (MRY)

9.2/10 Wonderful! (1,001 reviews)

The service was exceptional and the grounds were lovely

Reviewed on Sep 2, 2025

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4 Night Beach vacations in Monterey Wine Country

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

Carmel Bay View Inn

Downtown Carmel

$667

per person

Oct 8 - Oct 12

found 16 hours ago

Roundtrip non-stop flight included

Las Vegas (LAS) to Monterey (MRY)

9.4/10 Exceptional! (1,272 reviews)

The hotel says very specifically that pets are not allowed. Yet the guests next door to our room had a dog with them; its barking woke us up one night. We informed the management. Apparently, the dog checked out. Also, housekeeping continually neglected to bring washcloths to the room. And, on the subject of housekeeping: we actually had to ASK for housekeeping every morning, by 11, or risk not having the room cleaned. Guests should not have to remind hotels to run a vacuum or make a bed. All this said, our room did indeed have a Bay view from the balcony, and for that was worth it. Once.

Reviewed on Aug 31, 2025

Coachman's Inn, A Four Sisters Inn

Golden Rectangle

$1,025

per person

Nov 20 - Nov 24

found 4 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Monterey (MRY)

9/10 Wonderful! (1,000 reviews)

This is a lovely hotel right in the heart of Carmel. We were able to walk to everything. We appreciated the complementary hot breakfast and evening wine/snacks. The staff were particularly helpful in answering our questions and making recommendations.

Reviewed on Aug 28, 2025

Carmel Mission Inn

$776

per person

Nov 20 - Nov 24

found 4 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Monterey (MRY)

8.8/10 Excellent! (1,647 reviews)

It was a nice dog friendly hotel with a special dog evening on the Tuesday. We were not expecting to pay for parking at $30 per night

Reviewed on Sep 2, 2025

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How do I book the best Monterey Wine Country beach vacation packages?

Life’s a beach when you dive into our brilliant Monterey Wine Country beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Monterey Wine Country?

A rental steps from the shore creates an amazingly affordable Monterey Wine Country beach vacation. Seaside sojourns during low season start from $609. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Monterey Wine Country?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Monterey Wine Country beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Monterey Wine Country vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Monterey Wine Country beach vacation deals?

Sort your search results by deals to delight in amazing Monterey Wine Country beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Monterey Wine Country beach trip with free cancellation and/or flexible dates?

Just like the Monterey Wine Country tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Monterey Wine Country beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Monterey Wine Country. (OK, maybe not that last part.)