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

Upper East Side, Lenox Hill & Roosevelt Island and Upper West Side & Lincoln Square are about 1.7 miles apart. The fairest first date spots are around Midtown & Times Square, roughly 0.9 miles from each of you. For a drink, try Le Bar Penelope; for coffee, Little Collins NYC.

For drinks

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

  1. Le Bar Penelope

    Cocktail bar

    0.9 mi from Upper East Side, Lenox Hill & Roosevelt Island · 1.0 mi from Upper West Side & Lincoln Square

    ~2 min from 5 Av/59 St (N R W)MapWebsite

  2. Two E Bar Lounge

    Lounge

    0.9 mi from Upper East Side, Lenox Hill & Roosevelt Island · 0.9 mi from Upper West Side & Lincoln Square

    ~2 min from 5 Av/59 St (N R W)MapWebsite

  3. The Champagne Bar

    Bar

    1.0 mi from Upper East Side, Lenox Hill & Roosevelt Island · 0.9 mi from Upper West Side & Lincoln Square

    ~1 min from 5 Av/59 St (N R W)MapWebsite

  4. 45 Wine & Whiskey Bar

    Cocktail bar

    1.0 mi from Upper East Side, Lenox Hill & Roosevelt Island · 1.0 mi from Upper West Side & Lincoln Square

    ~4 min from 5 Av/53 St (E F)MapWebsite

  5. Rotisserie Georgette

    Bar

    0.9 mi from Upper East Side, Lenox Hill & Roosevelt Island · 1.0 mi from Upper West Side & Lincoln Square

    ~3 min from 5 Av/59 St (N R W)MapWebsite

For coffee

  1. Little Collins NYC

    Coffee shop

    0.9 mi from Upper East Side, Lenox Hill & Roosevelt Island · 1.0 mi from Upper West Side & Lincoln Square

    ~3 min from 5 Av/59 St (N R W)MapWebsite

  2. Dancing Crane Cafe

    Café

    0.9 mi from Upper East Side, Lenox Hill & Roosevelt Island · 0.9 mi from Upper West Side & Lincoln Square

    ~5 min from 5 Av/59 St (N R W)MapWebsite

  3. Demel New York - Plaza Hotel

    Café

    1.0 mi from Upper East Side, Lenox Hill & Roosevelt Island · 0.9 mi from Upper West Side & Lincoln Square

    ~1 min from 5 Av/59 St (N R W)MapWebsite

  4. Bar 5F

    Café

    1.0 mi from Upper East Side, Lenox Hill & Roosevelt Island · 1.0 mi from Upper West Side & Lincoln Square

    ~3 min from 5 Av/59 St (N R W)MapWebsite

  5. Genes Cafe at Barney's New York

    Café

    0.8 mi from Upper East Side, Lenox Hill & Roosevelt Island · 1.0 mi from Upper West Side & Lincoln Square

    ~3 min from 5 Av/59 St (N R W)MapWebsite

Or meet on one side

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

Upper East Side, Lenox Hill & Roosevelt IslandManhattan · 47 bars · 19 coffee spotsUpper West Side & Lincoln SquareManhattan · 20 bars · 23 coffee spots

Questions

People also ask

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

The two are about 1.7 miles apart as the crow flies. The spots where both of you travel about the same distance are mostly around Midtown & Times Square.

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

Le Bar Penelope is 0.9 mi from Upper East Side, Lenox Hill & Roosevelt Island and 1.0 mi from Upper West Side & Lincoln Square. Two E Bar Lounge is another fair choice for drinks. For coffee, Little Collins NYC 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 ↔ Upper East Side, Lenox Hill & Roosevelt Island1.5 mi apart · fair spots in betweenAstoria ↔ Upper East Side, Lenox Hill & Roosevelt Island1.7 mi apart · fair spots in betweenMidtown & Times Square ↔ Upper West Side & Lincoln Square1.2 mi apart · fair spots in betweenUpper West Side ↔ Upper West Side & Lincoln Square1.0 mi apart · fair spots in betweenEast Midtown & Turtle Bay ↔ Upper West Side & Lincoln Square1.6 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).