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Financial District bar crawl: 5 happy hours on one walk

Washington Street Plaza - 1
The street outside Bill's Bar and Burger. Photo: Tfine80, CC BY-SA 3.0, via Wikimedia Commons

This Financial District bar crawl links 5 happy hours on one walk of about 11 minutes: Bill's Bar and Burger, Half Moon, Wogies, Route 66 Smokehouse and Lucky Tiger. Every stop has a happy hour Monday to Friday, so those are the days it works. Start at Bill's Bar and Burger, whose deal ends first, and finish at Lucky Tiger.

A bar crawl works best when every stop is still on its happy hour when you arrive. We built this Financial District route from the happy hours each bar publishes on its own site: 5 stops within a short walk of each other, all with a deal on the same days, in the order the deals end.

On a Tuesday, the first stop's happy hour runs 4pm–7pm and the last one's runs 3pm–7pm. Bill's Bar and Burger, Half Moon and Lucky Tiger have food on the happy-hour list, so you can eat on the way. The cards below show each bar's live hours and prices; check them on the day.

The route, stop by stop

  1. The street outside Bill's Bar and Burger in Financial District
    The street outside Bill's Bar and Burger. Photo: Tfine80, CC BY-SA 3.0, via Wikimedia Commons

    1. Bill's Bar and Burger Financial District

    $6 draft, beers
    Mon–Fri 4pm–7pm · 85 West Street · Rector Street (1)

    Bill's Bar and Burger on West Street is a restaurant with a happy hour Monday to Friday, 4pm–7pm. The deal covers snack, draft, pitcher attack apps and beers. There is food on the happy-hour list too. Start here: Rector Street (1) is 3 minutes away. On Tuesdays the deal here runs 4pm–7pm.

    Deal checked Oct 15, 2026 on the bar's own site.

  2. 3 min walk from Bill's Bar and Burger

    The street outside Half Moon in Financial District
    The street outside Half Moon. Photo: Tdorante10, CC BY-SA 4.0, via Wikimedia Commons

    2. Half Moon Financial District

    Tequila $12 · Vodka $12
    Mon–Fri 12pm–7pm · 50 Trinity Pl · Rector Street (R, W)

    Half Moon on Trinity Pl is a bar with a happy hour Monday to Friday, 12pm–7pm. The deal covers tequila, vodka, whiskey and soft baked pretzel and more. There is food on the happy-hour list too. On Tuesdays the deal here runs 12pm–7pm.

    Deal checked Oct 16, 2026 on the bar's own site.

  3. 1 min walk from Half Moon

    The street outside Wogies in Financial District
    The street outside Wogies. Photo: Tdorante10, CC BY-SA 4.0, via Wikimedia Commons

    3. Wogies Financial District

    DRAFTS $8 · WINES $10
    Mon–Fri 3pm–7pm · 44 Trinity Place · Rector Street (R, W)

    Wogies on Trinity Place is a restaurant with a happy hour Monday to Friday, 3pm–7pm. The deal covers drafts, wines, cocktails and krazy margarita. On Tuesdays the deal here runs 3pm–7pm.

    Deal checked Oct 19, 2026 on the bar's own site.

  4. 6 min walk from Wogies

    The street outside Route 66 Smokehouse in Financial District
    The street outside Route 66 Smokehouse. Photo: Vladimir Kudinov madbyte, CC0, via Wikimedia Commons

    4. Route 66 Smokehouse Financial District

    beer $6 · wines $9
    Mon–Fri 3pm–7pm · 79 Pearl Street · Whitehall Street–South Ferry (1, R, W)

    Route 66 Smokehouse on Pearl Street is a restaurant with a happy hour Monday to Friday, 3pm–7pm. The deal covers beer, wines, well drinks and specialty martinis. On Tuesdays the deal here runs 3pm–7pm.

    Deal checked Oct 15, 2026 on the bar's own site.

  5. 1 min walk from Route 66 Smokehouse

    The street outside Lucky Tiger in Financial District
    The street outside Lucky Tiger. Photo: Tdorante10, CC BY-SA 4.0, via Wikimedia Commons

    5. Lucky Tiger Financial District

    Select cocktail $17 · Select wine $13
    Mon–Fri 3pm–7pm · Mon–Fri 10pm to close · 66 Pearl St · Whitehall Street–South Ferry (1, R, W)

    Lucky Tiger on Pearl St is a bar with a happy hour Monday to Friday, 3pm–7pm; Monday to Friday, 10pm to close. The deal covers select cocktail, select mocktails, select wine and kirin & sochu shot combo. There is food on the happy-hour list too. On Tuesdays the deal here runs 3pm–7pm.

    Deal checked Oct 17, 2026 on the bar's own site.

When the crawl works

All 5 stops run a happy hour Monday to Friday. On the other days at least one stop has no deal, so the route is weaker. Times differ by day at some bars: the windows below are for Tuesday.

Bill's Bar and Burger: 4pm–7pm. Half Moon: 12pm–7pm. Wogies: 3pm–7pm. Route 66 Smokehouse: 3pm–7pm. Lucky Tiger: 3pm–7pm.

Getting there and back

Bill's Bar and Burger is 3 minutes from Rector Street (1). From Lucky Tiger, Whitehall Street–South Ferry (1, R, W) is 2 minutes away.

The legs are 3 min, 1 min, 6 min and 1 min on foot, measured in a straight line at about 80 meters a minute, so allow a little more.

Before you go

Happy hours change. Each card shows the hours and prices we last read on the bar's own site and the date we read them; if a bar matters to your plan, check its page before you go. Some deals are served at the bar only.

More happy hours near the Financial District route

Happy hours within walking distance
BarWalkHappy hourDealChecked
Wogies2 minMon–Fri 3pm–7pmDRAFTS $8 · WINES $10Oct 19, 2026price seen on the bar's site
Half Moon2 minMon–Fri 12pm–7pmTequila $12 · Vodka $12Oct 16, 2026price seen on the bar's site
Toro Loco3 minMon–Fri 3pm–6pmToro Loco Lager $6 · Cocktails $6Oct 15, 2026price seen on the bar's site
Broadstone Bar & Kitchen3 minDaily open to 6pmtimes onlySep 2, 2026from the bar’s site
Trinity Place4 minMon–Fri 3pm–5pmHouse Margarita $10.31 · Cucumber Cosmo BOTTLED BEER $20.62Oct 18, 2026price seen on the bar's site
Joseph's Ristorante4 minMon–Fri 3pm–5pm15% off bar snacks & drinksOct 16, 2026price seen on the bar's site
Mexi4 minTue–Sun 3pm–7pmtimes onlySep 2, 2026from the bar’s site
Mad Dog and Beans4 minMon–Thu 2:30pm–6:30pmsignature Margarita $10 · Frozen Margarita $9Oct 16, 2026price seen on the bar's site
Route 66 Smokehouse4 minMon–Fri 3pm–7pmbeer $6 · wines $9Oct 15, 2026price seen on the bar's site
Lucky Tiger5 minMon–Fri 3pm–7pm; Mon–Fri 10pm to closeSelect cocktail $17 · Select wine $13Oct 16, 2026price seen on the bar's site
Bill's Bar and Burger5 minMon–Fri 4pm–7pm$6 draft, beersOct 15, 2026price seen on the bar's site
Full Shilling5 minMon–Fri 4pm–7pmDraught $8 · Cocktails $6Oct 19, 2026price seen on the bar's site
Mezcali5 minMon–Fri 3pm–6pmtimes onlyOct 16, 2026price seen on the bar's site
Hide Rooftop6 minMon–Wed 4pm–7pm; Thu, Fri 4pm–6pmtimes onlyOct 16, 2026price seen on the bar's site
Zizi's Wine Bar6 minDaily open to 6pm20% off drinksSep 2, 2026from the bar’s site

Walking time estimated from straight-line distance (about 80 m a minute). Up to 40 bars, closest first.

Questions

How long is this Financial District bar crawl?

About 11 minutes of walking across 5 stops, plus however long you stay at each.

Which days does it work?

Every stop has a happy hour Monday to Friday.

Where should I start?

At Bill's Bar and Burger: on Tuesdays its happy hour ends at 7pm, the earliest on the route.

Is there food on the way?

Bill's Bar and Burger, Half Moon and Lucky Tiger list food on the happy hour.

How we put this together

Built from each bar's own published happy hour (last read 2026-10-19), recomputed every time the site updates: the route keeps bars whose happy hours share a weekday, joins them by the shortest walks (straight line, about 80 meters a minute) and orders them by when each deal ends.

Something wrong or out of date? Tell us and we will check it.

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