Monterey Wine Country Vacation Packages
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Top Monterey Wine Country vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.5-star property
The Westin St. Francis San Francisco on Union Square
Union Square
8.8/10 Excellent! (2,247 reviews)
Oct 31 - Nov 5
5 night stay
Boston (BOS) to San Francisco (SFO)
JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,518, price is now $785 per person
$785
per person
found 8 hours ago
Amazing and attentive service! Highly recommend to anyone!
Reviewed on Sep 21, 2026
3.5-star property
The Sofia Hotel
Downtown San Diego
8.6/10 Excellent! (2,586 reviews)
Nov 5 - Nov 8
3 night stay
Boston (BOS) to San Diego (SAN)
JetBlue Airways • Coach
San Diego (SAN) to Boston (BOS)
Delta • Coach
Save 100% on your flight
Price was $1,117, price is now $601 per person
$601
per person
found 1 day ago
I liked the central location. The shower door leaked onto the floor. Had to put down towels to absorb the water, but overall I loved the hotel and will come back.
Reviewed on Sep 22, 2026
5.0-star property
The Huntington Hotel
Downtown San Francisco
9.6/10 Exceptional! (34 reviews)
Nov 2 - Nov 8
6 night stay
Chicago (ORD) to San Francisco (SFO)
Frontier Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,357, price is now $1,860 per person
$1,860
per person
just found
Ok
Reviewed on Sep 21, 2026
2.0-star property
Union Square Plaza Hotel
Union Square
7.4/10 Good! (1,001 reviews)
Nov 18 - Nov 21
3 night stay
Boston (BOS) to San Francisco (SFO)
Delta • Roundtrip • Coach
Save 100% on your flight
Price was $1,135, price is now $641 per person
$641
per person
found 1 day ago
Good location and is easily accessible to public transportation to get around. It is a bit of a older building so it had no AC but it was surprisingly fine especially since I was scared that it was going to be hot since we booked in the summer. Front desk was always staffed and were incredibly helpful on some places that me and my friend could go to.
Reviewed on Sep 21, 2026
Top rated hotels for your Monterey Wine Country vacation package
Monarch Resort
1111 Lighthouse Ave Pacific Grove CA
Free Cancellation
Reserve now, pay when you stay
26.17 mi from city center
$139 nightly
The price is $158 total per night
$158 total
Sep 24 - Sep 25
Total with taxes and fees
At Monarch Resort, guests have access to an outdoor pool, a sauna, and a hot tub. If you drive, put free parking to good use. Front-desk staff are standing by 24/7 to assist with any requests. This smoke-free hotel also has a vending machine.
Pool
Hot Tub
Bay Breeze Inn
2049 Fremont Blvd Seaside CA
21.59 mi from city center
$53 nightly
The price is $61 total per night
$61 total
Sep 30 - Oct 1
Total with taxes and fees
Bay Breeze Inn features free WiFi in public areas and a picnic area. If you drive, put free parking to good use. The front desk has multilingual staff that can answer questions about the accommodations, services, and more.
Parking included
Free WiFi
Lovers Point Inn
625 Ocean View Blvd Pacific Grove CA
Free Cancellation
Reserve now, pay when you stay
25.4 mi from city center
$101 nightly
The price is $116 total per night
$116 total
Oct 22 - Oct 23
Total with taxes and fees
At Lovers Point Inn, guests have access to free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has staff standing by to help with tours or tickets, and answer any questions about the accommodations.
Parking included
Free WiFi
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View all propertiesLowest 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.
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- Bernardus Winery Tasting Room
- Carmel Valley Ranch Golf Course
- Golden State Theatre
- Bear Gulch Trail
- Steinbeck's Spirit of Monterey Wax Museum
- Monterey Mirror Maze & Lazer Challenge
- Presidio of Monterey
- Soledad Vacations
- Poppy Hills Golf Course
- Garrapata State Park
- Big Sur Vacations
- Bruce Ariss Wharf Theater
- Salinas Vacations
- San Carlos Cemetery
- Pfeiffer Beach
- Weathertech Raceway Laguna Seca
- Folktale Winery and Vineyards
- Monterey Bay Aquarium
- Monterey Vacations
- Andrew Molera State Park
- Carmel Vacations
- Seaside Vacations
- Dennis the Menace Playground
- Point Lobos State Natural Reserve
- Pacific Grove Vacations
- Carmel Beach Walk Vacations
- Monterey County Fairgrounds
- Cannery Row
- Carmel Valley Vacations
- Pebble Beach Vacations
