three glasses of different colored wine
01 Oct 2025

Sip & Stay on Shelter Island: Local Wine Bars & Nearby Wineries

By Humphreys Half Moon Inn

If you’re a wine enthusiast, fall is the perfect time to experience San Diego’s local wineries and vineyards. The cooler weather and beautiful scenery make it an ideal season to sip, savor, and explore the region’s wine offerings.

Plus, we make it easy to enjoy a wine getaway with our special hotel package, which includes a bottle of wine for you to enjoy in your suite. You can also relax with a glass at our onsite restaurant overlooking the marina, or unwind outside by the firepits surrounded by our tropical gardens.

From wine bars and festivals to nearby vineyards, there’s no shortage of wine-focused activities to enjoy this fall. Let us be your guide to some of the top wine experiences near Humphreys Half Moon Inn.

Fall Wine Festivals in San Diego

San Diego Food & Wine Fest (SDFW) (5.5 Miles to Hotel) 

Taking place November 7–9, this San Diego festival is as diverse as it is delicious. Enjoy an incredible lineup of cross-border chefs, winemakers, creators, innovators, and leaders during a weekend filled with tasting events, workshops, film screenings, and more. It’s the perfect itinerary for food and wine lovers planning a stay in San Diego this fall.

cheese samples at a wine festival

La Jolla Art & Wine Fest (12.1 Miles to Hotel) 

This popular wine festival in San Diego offers a fun destination where wine enthusiasts and craft beer lovers unite. The wine fest on October 11-12 features over 35 international wineries, local craft breweries, and craft distilleries, as well as pet adoption stations, an all-star line-up of live entertainment and music, and unique artistic creations by artists from all over that range from painting and sculpture to woodwork and photography.

Del Mar Wine & Food Festival (22.3 Miles to Hotel) 

Known as San Diego’s premier culinary event, the Del Mar Wine & Food Festival was founded by San Diego locals to celebrate the good life with the ultimate cookout. From celebrity chefs and local legends to the top craft brewers and local winemakers, this popular fall event is a great way to spend a fall weekend, from September 30 - October 4.

San Diego Wine Bars Near Humphreys Half Moon Inn

Carruth Cellars (2.0 Miles from Hotel) 

Just a short stroll from Humphreys Half Moon Inn, Carruth Cellars is located in nearby Liberty Station, one of San Diego’s most popular destinations. Known as a standout among Southern California wineries, Carruth Cellars invites guests to relax in its charming, modern wine garden while sampling some of the best wines near San Diego. Enjoy a bite at their wine garden cheese shop, and don’t miss happy hour Monday through Thursday with 30% off select beverages — a perfect way to unwind after a day exploring the city.

Postino in Little Italy (4.4 Miles from Hotel) 

Located in Little Italy, Postino has quickly become one of San Diego’s go-to wine destinations. Known for its impressive selection and exclusive winemaker collaborations, the restaurant even offers bottles curated specifically for Postino. Alongside the wines, guests can enjoy a menu of soups and salads, paninis, tapas-style small plates, charcuterie boards, and indulgent desserts — making it the perfect spot to relax and savor great food and wine in the heart of the city.

food and wine on a table

Pali Wine Co. (4.5 Miles from Hotel) 

Located in the heart of Little Italy, this family-owned winery is one of San Diego’s most popular urban wine destinations. Specializing in site-specific, critically acclaimed Pinot Noirs and Chardonnays, the winery pairs its exceptional wines with a menu of small plates. Guests can also enjoy customized guided tours, offering a full experience of one of Southern California’s standout urban wineries.

grapes for wine

Cellar Hand (7.8 Miles from Hotel) 

Located in nearby Hillcrest, Cellar Hand is a popular Southern California winery dedicated to sustainability, craftsmanship, and community. An extension of the founder’s Pali Wine Co., Cellar Hand offers an extensive wine list while highlighting connections with local artisans, farmers, fishers, and stewards. Guests can savor wines that truly capture the essence of California’s local bounty.

wine bottles in a cellar

The Rose Wine Bar (8.4 Miles from Hotel) 

This vibrant social winery is the perfect place for brunch, lunch, or simply enjoying a glass or bottle of wine. The Rose Wine Bar features a “sunset-inspired” wine list with reds, whites, pinks, ambers, and sparkling natural wines. Pair your favorite pour with their fresh, fruit- and vegetable-forward dishes — making it an ideal spot for a relaxed lunch date or a fun girls’ night out. 

LJ Crafted Wines (9.0 Miles from Hotel) 

LJ Crafted Wines is a unique place where you can support a low-waste, small-batch winery by enjoying your wine right out of the barrel! It’s Earth-friendly and fun when your favorite chardonnay or cab straight pours from the oak wine barrel! Served by the glass in the tasting room or taken home in reusable wine “growlers,” LJ Crafted Wines is one of the most unique wineries near San Diego that you won’t want to miss.

wine and snacks

Finca (10.3 Miles from Hotel)

Finca is a San Diego neighborhood wine bar with good food and a welcoming atmosphere. Located in North Park, Finca is brought to you by three of the top restaurateurs in San Diego. They specialize in wines from Spain and small California growers and also offer an outstanding yellowtail crudo and patatas bravas. Great place for Happy Hour, which starts each day at 6pm.

wine bottle being opened

Wineries Near Your Suite at Humphreys Half Moon Inn  

There are a variety of wineries near San Diego, including those in North County and Temecula. Here are some local favorites near Humphreys Half Moon Inn.

North County Wineries (Approximately 30 Miles from Hotel)

Vineyard at sunset

Temecula Wineries (60+ Miles from Hotel – Perfect for a Daytrip from San Diego)

a covered seating area at europa village

Are You Ready to Sip and Stay Near San Diego’s Wine Scene?

Plan your stay at Humphreys Half Moon Inn to be close to the best Southern California wineries, wine bars, and wine festivals in San Diego. Our waterfront, resort-style hotel offers everything you need for the perfect fall wine getaway. From acclaimed local wineries to charming San Diego wine bars, you’ll enjoy exceptional wine lists, delicious dining, and guided tours of unique vineyards — all just a short distance from our hotel. Make sure to check out our special offers and packages to book your perfect fall getaway to America's Finest City today!

pool at night