Prosperous Penny
Westlake Village, Los Angeles
Bar in Los Angeles, United States
Book with PearlWhy go
Prosperous Penny is a good fit when you want a polished Westlake Village hotel lounge rather than a high-energy Los Angeles cocktail crawl. Book it for dates, small groups, and comfortable conversation; skip it if you need a documented signature-drink program or a chef-led food identity.
About Prosperous Penny
Prosperous Penny is a Los Angeles venue with a price point of $40 per person, nightly evening hours, and a business casual dress code.
It is open Monday through Sunday from 6 PM to 12 AM. If you are comparing it with other unnamed Los Angeles options, use the Los Angeles guide to decide what kind of night fits best.
A practical Los Angeles choice with limited details
The clearest planning facts are simple: Prosperous Penny is in Los Angeles, the listed price is $40 per person, and the dress code is business casual. Those details are enough to set expectations for cost and attire, but not enough to make specific claims about the menu, seating, music, or overall format.
For value, the $40-per-person figure is the main anchor. It may make sense if that budget fits your evening plans and you are comfortable with a business casual setting. It is not possible from the data to judge it against a documented food program, awards history, chef identity, or service model.
For broader trip planning, pair this with Our full Los Angeles hotels guide or Our full Los Angeles restaurants guide. If you want a different kind of evening, compare Prosperous Penny with other Los Angeles options generically before committing.
Book it when the basics fit your night
The easiest reason to choose Prosperous Penny is practical fit: you want an evening venue in Los Angeles, the 6 PM to 12 AM schedule works, the $40-per-person price is acceptable, and business casual attire suits the occasion. Those are the points to rely on.
The main caution is expectation-setting. Do not assume a specific cuisine, signature offering, happy hour, allergy accommodation, takeout or delivery service, lunch offering, seating format, or awards recognition unless you confirm it directly.
For other planning lanes, the Los Angeles guide may be useful as part of a wider itinerary. Keep the Prosperous Penny decision grounded in the facts that are confirmed: Los Angeles, $40 per person, business casual, and nightly 6 PM to 12 AM hours.
Planning details
- Location
- 2 Dole Dr, Westlake Village, CA 91362
- Website
- fourseasons.com/westlakevillage/dining/lounges/prosperous-penny
- Phone
- (818) 575-3000
Venue details
Ambiance
Sophisticated and classic 1920s-inspired lounge with warm, inviting lighting, plush seating, and a relaxed but lively atmosphere that becomes more energetic on live jazz nights.
Tags
Vibe
Best For
Experience
Format
At the Bar
- Bar Category
- Hotel Bar
- Late Night
- Closes by Midnight
- Music
- Live Jazz on Selected Evenings with Background Lounge Music at Other Times.
- Live Music
- Yes
Signature Pours
1920s-inspired signature cocktails
Know before you go
Know Before You Go
- Getting there
- 2 Dole Dr, Westlake Village, CA 91362
Planning details
Location
2 Dole Dr, Westlake Village, CA 91362 · Directions
fourseasons.com/westlakevillage/dining/lounges/prosperous-penny
Also consider
Where to go if this is not the right fit
If the group wants a stronger setting, cross-shop The Stonehaus. If the priority is a more defined drinks outing, compare against Oak and Iron or Tarantula Hill Brewing Co.
If dinner is the reason for going out, E⁺ MON Sushi Westlake Village and Tabu Shabu - Thousand Oaks are safer choices because the format is clearer before anyone commits.
Bar context
How Prosperous Penny compares nearby
Prosperous Penny is the lower-commitment choice if the group wants a bar-first plan and does not need a food format to anchor the night. The Stonehaus is the stronger cross-shop when the setting itself is the point, while Prosperous Penny is easier to justify for a shorter, simpler stop.
If food is driving the decision, look elsewhere first. E⁺ MON Sushi Westlake Village makes more sense for sushi, and Tabu Shabu - Thousand Oaks is the clearer pick when the group wants a defined hot-pot-style meal rather than drinks with uncertain food depth.
For a drinks-led comparison, Oak and Iron and Tarantula Hill Brewing Co. are the better backups if the group wants a more explicit bar or brewery identity. Prosperous Penny wins only when convenience and a low-pressure room matter more than a specific beverage category.
Around this place
Discover more on Pearl
Unlock the full Prosperous Penny guide in Pearl, including awards, comparisons, FAQs, planning details, and nearby places.
Compare Prosperous Penny
How to choose between Prosperous Penny and its peers
Pick Prosperous Penny for a casual, bar-first plan near Westlake Village. Pick The Stonehaus when ambiance carries more of the decision, and pick Tarantula Hill Brewing Co. when the group specifically wants a brewery-style outing.
For meal-led plans, E⁺ MON Sushi Westlake Village and Tabu Shabu - Thousand Oaks give the decision a clearer food format. Oak and Iron is the better comparison if the night needs a more defined drinks identity.
FAQ
Frequently Asked Questions
Is the food good at Prosperous Penny?
The confirmed planning anchor is the $40-per-person price in Los Angeles.
Do I need a reservation at Prosperous Penny?
The confirmed hours are 6 PM to 12 AM every day in Los Angeles, so check directly with Prosperous Penny before planning a specific time.
Does Prosperous Penny have happy hour deals?
The confirmed price point is $40 per person, so plan around that unless Prosperous Penny confirms a different offer directly.
Is Prosperous Penny worth the prices?
It can be worth considering if $40 per person fits your budget and you want an evening option in Los Angeles with a business casual dress code.
Is Prosperous Penny open late?
Prosperous Penny is open from 6 PM to 12 AM every day.
Is Prosperous Penny good for a date?
It may work for a date if the $40-per-person price, business casual dress code, and nightly 6 PM to 12 AM hours fit your plans.
