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Where to meet halfway between Midtown & Times Square and Upper East Side, Lenox Hill & Roosevelt Island

Midtown & Times Square and Upper East Side, Lenox Hill & Roosevelt Island are about 1.5 miles apart. The fairest first date spots are around East Midtown & Turtle Bay, roughly 0.7 miles from each of you. For a drink, try Sherry-Lehmann Wine & Spirits; for coffee, Dan Jones Coffee Bar.

For drinks

Ordered so neither of you has the longer trip by much. Miles are as the crow flies.

  1. Sherry-Lehmann Wine & Spirits

    Wine bar

    0.7 mi from Midtown & Times Square · 0.8 mi from Upper East Side, Lenox Hill & Roosevelt Island

    ~3 min from 59 St (4 5 6 N R W)MapWebsite

  2. The Bar Room

    Cocktail bar

    0.8 mi from Midtown & Times Square · 0.7 mi from Upper East Side, Lenox Hill & Roosevelt Island

    ~2 min from 59 St (4 5 6 N R W)MapWebsite

  3. Aura 57 NYC

    Cocktail bar

    0.7 mi from Midtown & Times Square · 0.8 mi from Upper East Side, Lenox Hill & Roosevelt Island

    ~4 min from 59 St (4 5 6 N R W)MapWebsite

  4. Blackstones Pub & Restaurant

    Cocktail bar

    0.8 mi from Midtown & Times Square · 0.8 mi from Upper East Side, Lenox Hill & Roosevelt Island

    ~6 min from 51 St (6 E F)MapWebsite

  5. Library Bar

    Cocktail bar

    0.8 mi from Midtown & Times Square · 0.7 mi from Upper East Side, Lenox Hill & Roosevelt Island

    ~4 min from 59 St (4 5 6 N R W)MapWebsite

For coffee

  1. Dan Jones Coffee Bar

    Coffee shop

    0.8 mi from Midtown & Times Square · 0.7 mi from Upper East Side, Lenox Hill & Roosevelt Island

    ~4 min from 59 St (4 5 6 N R W)MapWebsite

  2. Juan Valdez Café

    Coffee shop

    0.7 mi from Midtown & Times Square · 0.8 mi from Upper East Side, Lenox Hill & Roosevelt Island

    ~4 min from 59 St (4 5 6 N R W)MapWebsite

  3. Antique Cafe

    Café

    0.7 mi from Midtown & Times Square · 0.7 mi from Upper East Side, Lenox Hill & Roosevelt Island

    ~3 min from 59 St (4 5 6 N R W)MapWebsite

  4. Sunberry's

    Café

    0.8 mi from Midtown & Times Square · 0.7 mi from Upper East Side, Lenox Hill & Roosevelt Island

    ~2 min from 59 St (4 5 6 N R W)MapWebsite

  5. Queensborough Community College Cafeteria

    Café

    0.8 mi from Midtown & Times Square · 0.7 mi from Upper East Side, Lenox Hill & Roosevelt Island

    ~6 min from 51 St (6 E F)MapWebsite

Or meet on one side

If one of you doesn’t mind the trip, each neighborhood has its own list.

Midtown & Times SquareManhattan · 234 bars · 103 coffee spotsUpper East Side, Lenox Hill & Roosevelt IslandManhattan · 47 bars · 19 coffee spots

Questions

People also ask

Where is halfway between Midtown & Times Square and Upper East Side, Lenox Hill & Roosevelt Island?

The two are about 1.5 miles apart as the crow flies. The spots where both of you travel about the same distance are mostly around East Midtown & Turtle Bay.

What’s a good first date spot between Midtown & Times Square and Upper East Side, Lenox Hill & Roosevelt Island?

Sherry-Lehmann Wine & Spirits is 0.7 mi from Midtown & Times Square and 0.8 mi from Upper East Side, Lenox Hill & Roosevelt Island. The Bar Room is another fair choice for drinks. For coffee, Dan Jones Coffee Bar works for both of you.

Why meet in the middle for a first date?

Neither person carries the whole trip, so it reads as considerate rather than convenient for one side. Suggest the place with both travel times in mind, and offer to swap it if it doesn’t suit them.

More places to meet halfway

Midtown & Times Square ↔ Murray Hill & Kips Bay1.0 mi apart · fair spots in betweenMidtown South, Flatiron & Union Square ↔ Midtown & Times Square1.1 mi apart · fair spots in betweenChelsea & Hudson Yards ↔ Midtown & Times Square1.2 mi apart · fair spots in betweenMidtown & Times Square ↔ Upper West Side & Lincoln Square1.2 mi apart · fair spots in betweenMidtown & Times Square ↔ Upper East Side & Carnegie Hill1.6 mi apart · fair spots in betweenAstoria ↔ Upper East Side, Lenox Hill & Roosevelt Island1.7 mi apart · fair spots in between

How this list is made: spots are open, independent cafés, bars and restaurants, chosen for being close to the subway and on blocks with plenty of other places nearby. Nobody pays to be listed. Distances are straight-line and walking times are estimates, so check opening hours before you go. Updated 2026-10-13. Data: Places: Overture Maps Foundation (CDLA-Permissive-2.0); 2020 Neighborhood Tabulation Areas, NYC Department of City Planning (NYC Open Data); MTA Subway Stations (data.ny.gov); Parks Properties, NYC Parks (NYC Open Data).