Brand Certified
Prosperous Penny
4.8(14 reviews)
Certified by Prosperous Penny • Oct 11, 2026
Business Details
2 Dole Dr, Westlake Village, CA
91362, United States
Certified by Prosperous Penny • Oct 11, 2026
(818) 575-3000
Certified by Prosperous Penny • Oct 11, 2026
https://www.fourseasons.com/westlakevillage/dining/lounges/prosperous-penny/
Certified by Prosperous Penny • Oct 11, 2026
About
Certified by Prosperous Penny • Oct 11, 2026
BarCocktail LoungeWine Bar
Unwind in style at Prosperous Penny, an intimate bar located within Four Seasons Hotel Westlake Village. Offering handcrafted cocktails, signature drinks, and a curated selection of premium wines, this elegant lounge exudes classic charm with residential comfort and live jazz performances by talented musicians. Guests can enjoy expertly mixed cocktails and fine wines alongside small bites in a sophisticated yet relaxed setting. Whether you're looking for a refined night out with live music or a cozy spot to sip and socialize, Prosperous Penny stands out among the best bars in Westlake Village for a memorable experience.
Details
- Dine-inAvailable
- DeliveryNot available
- TakeoutNot available
- Accepts reservationsNot available
Location
Certified by Prosperous Penny • Oct 11, 2026
Hours
Certified by Prosperous Penny • Oct 11, 2026
Monday6:00 PM - 12:00 AM
Tuesday6:00 PM - 12:00 AM
Wednesday6:00 PM - 12:00 AM
Thursday6:00 PM - 12:00 AM
Friday6:00 PM - 12:00 AM
Saturday6:00 PM - 12:00 AM
Sunday6:00 PM - 12:00 AM
11/11/2026Closed
11/26/2026Closed
12/25/2026Closed
12/31/2026Closed
1/1/2027Closed
Reviews
4.8
14 reviews
5 stars
12
4 stars
1
3 stars
1
2 stars0
1 star0
- LKLeo KirallaAug 12, 20265.0We came here for our anniversary and it was a lot of fun! There is jazz 8-10pm T/Th and the band was great. Food was surpisingly good for a bar and the bartender did a great job with our drinks and was just a good hang for the evening. We will definitely come back again!
- AAAlanaOct 31, 20255.0Tucked away behind a blue door, is a classy speakeasy-themed bar with smashing decor, fabulous drinks, and mixologists with finesse. This clean, sleek gem of a place is my favorite place to have a unique cocktail and bites. The lighting is cozy and on certain nights they have live music. Go, check it out. You can stop by the main restaurant and/or step back in time and enjoy this spiffy and sophisticated spot. Love it.
- MPMary PowersJul 29, 20235.0Her Majesty👑-- the perfect libation for a "royal lady"!💎 Lovely, tasty, and light!🪭 Thank you, Tate!👍😎 PS: Prosperous Penny DEFINITELY needs to be open more days!!🥂🍸🍹
Frequently Asked Questions About Prosperous Penny
What signature cocktails are available at Prosperous Penny?
Her Majesty, Barrel Aged Vieux Carre, Chi-Tini.
Does this bar in Westlake Village offer a selection of local or international wines?
Yes, Prosperous Penny offers a robust selection of local and international wines.
Are there any small plates or food pairings available?
Yes, Prosperous Penny offers a delightful selection of small plates and food pairings.
Does this cocktail bar in Westlake Village feature live music or entertainment?
Prosperous Penny provides life music through Jazz nights, every Thursday.
Is there outdoor seating or a lounge area for guests?
There is an outdoor seating area.
Do I need a reservation for this Westlake Village bar, or are walk-ins welcome?
Reservations are not required, walk-ins are more than welcomed.
Is there a dress code at Prosperous Penny?
Dressy-casual is the prefered dress code at Prosperous Penny.
Are there any whiskey or spirit tastings available?
At this time, there are no whiskey or spirit tastings available.
Does this Westlake Village bar offer private event hosting?
Yes, Prosperous Penny is available to be booked for private events.
Is there an age restriction for entry into Prosperous Penny?
Yes, guests must be ages 21 or older to enjoy Prosperous Penny.
What signature cocktails can I enjoy at Prosperous Penny?
You can try signature cocktails like Her Majesty, Barrel Aged Vieux Carre, and Chi-Tini at Prosperous Penny.
Does Prosperous Penny offer a selection of local or international wines?
Yes, Prosperous Penny offers a robust selection of both local and international wines.
Are small plates or food pairings available at Prosperous Penny?
Yes, the bar offers a delightful selection of small plates and food pairings to complement your drinks.
Is there live music or entertainment at Prosperous Penny?
Yes, Prosperous Penny features live Jazz music every Tuesday and Thursday from 7:00 PM to 9:00 PM.
Does Prosperous Penny have outdoor seating options?
Yes, there is an outdoor seating area available for guests.
Do I need a reservation to visit Prosperous Penny or are walk-ins welcome?
Reservations are not required; walk-ins are more than welcome at Prosperous Penny.
What is the dress code at Prosperous Penny?
The preferred dress code is dressy-casual.
Are there age restrictions for entering Prosperous Penny?
Yes, guests must be 21 years or older to enter and enjoy Prosperous Penny.
Can you recommend some nearby places to visit before or after your time at Prosperous Penny?
Nearby attractions include the California Jazz & Wine Fest for music lovers, Encinal Canyon for outdoor activities, and the Four Seasons Hotel for accommodations or spa visits.
Is Prosperous Penny conveniently located near transportation or other amenities in Westlake Village?
Yes, it is near amenities like Hertz car rental and various restaurants such as Coin & Candor and The Bar, making it easy to plan your visit and dining options nearby.
Are there wellness and health-related facilities near Prosperous Penny?
Yes, nearby facilities include the Center of Health and Wellbeing and California Health & Longevity Institute, perfect for health and wellness activities before or after your visit.
Brand Certified Facts from Prosperous Penny
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Certified October 11, 2026Yext Knowledge Graph
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