Foursquare Roof Deck is one of The 15 Best Comfortable Places in the Flatiron District, New York.

1. Foursquare Roof Deck

8.5
50 W 23rd St Fl 12, New York, NY
Roof Deck · Flatiron District · 9 tips and reviews

Alesandro O.Alesandro Ortiz: Great views, awesome architecture, comfortable layout.

Ian T.Ian Tabolt: Be sure to take a picture of the Empire State Building, or if you want to be meta, take a picture of someone taking a picture of the Empire State Building.

Ben M.Ben Mackey: Sadly, they close at 8pm most nights.

Starbucks is one of The 15 Best Comfortable Places in the Flatiron District, New York.

2. Starbucks

4 W 21st St (at 5th Ave), New York, NY
Coffee Shop · Flatiron District · 56 tips and reviews

Casey D.Casey Daigle: Hey, a Starbucks that still has comfortable chairs and electrical outlets!

Steven B.Steven Baltizar: My favorite little "fairly unknown" Starbucks. It's very warm here and is generally got enough space to sit and relax on a comfy couch. This is the Starbucks I loiter at : )

Vladimir T.Vladimir Tucek: Comfortable chairs.. Really.

Gramercy Tavern is one of The 15 Best Comfortable Places in the Flatiron District, New York.

3. Gramercy Tavern

9.3
42 E 20th St (btwn Broadway & Park Ave), New York, NY
American Restaurant · Flatiron District · 446 tips and reviews

GourmetLiveGourmetLive: The restaurant’s no-reservations front room is that rare space that’s sexy enough for a date but comfortable enough for your grandparents, and the menu is so thoughtful it’s like an act of generosity.

Shindy C.Shindy C: Fantastic wine list, comfortable and quiet ambience for nice, relaxing dinner.

John S.John Shrimp: Gramercy Tavern is virtually synonymous with a certain style of service. Cheerful, wholesome, engaging, proactive, the servers are the sort you'd be comfortable leaving young children with.

Cole Haan is one of The 15 Best Comfortable Places in the Flatiron District, New York.

4. Cole Haan

7.5
141 5th Ave (at E 21st St), New York, NY
Shoe Store · Flatiron District · 4 tips and reviews

Emily M.Emily Mancini: God bless Nike Air by Cole Haan shoes- most comfortable pumps I own I've started a collection!! Great bags, too!

K P.K Persaud: Prisca was a great help even though they didn't have the size we wanted she was able to track it down at another store and ship it to our home.

Johnny V.Johnny Vulkan: Smart, cool shoes X comfort = epic. Wedding outfit is complete.

Old Town Bar is one of The 15 Best Comfortable Places in the Flatiron District, New York.

5. Old Town Bar

8.1
45 E 18th St (btwn Broadway & Park Ave S), New York, NY
Bar · Flatiron District · 182 tips and reviews

roxanne w.roxanne wang: Located in the Gramercy/Flatiron District, this restaurant (with a bar on the first floor) has the most delicious melt-in-your-mouth cheeseburgers I have ever tasted! Comfortable, clean, and friendly!

Janine P.Janine Perry: This place is super authentic, you can tell it's really old. Very chill and comfortable, and a good bar good menu.

Nelson V.Nelson Vega: Specials: beef bourguignon. Delicious

Ole & Steen is one of The 15 Best Comfortable Places in the Flatiron District, New York.

6. Ole & Steen

9.0
873 Broadway (at E 18th St), New York, NY
Café · Flatiron District · 22 tips and reviews

TomTom: Bakery cafe from Denmark with many locations also in the UK. They offer a veritable of tasty breads, cakes and pastries. The space is very open and comfortable.

TT: Really nice Danish bakery. Everything looks delicious. I got a light and fluffy carrot bun.

John C.John Cline: The cinnamon social is one of the best pastries I've ever had. Get one and share with a friend!

'Wichcraft is one of The 15 Best Comfortable Places in the Flatiron District, New York.

7. 'Wichcraft

11 E 20th St (btwn Broadway & 5th Ave), New York, NY
Sandwich Spot · Flatiron District · 99 tips and reviews

Jesse L.Jesse Liebmann: I spend most of my days here - great food, amazing atmosphere, comfortable seats, and well... free wifi!

Renee F.Renee Fishman: Great place to get work done. Free wifi, outlets and comfortable seating.

Fred W.Fred Wilson: go for dinner (great value) and get the pork and pickles and a beer. they have a bunch of great microbrews to choose from

MUJI is one of The 15 Best Comfortable Places in the Flatiron District, New York.

8. MUJI

9.0
16 W 19th St (btwn 5th & 6th Ave), New York, NY
Miscellaneous Store · Flatiron District · 29 tips and reviews

Altpick.comAltpick.com: I was at the MUJI store in Hong Kong years ago and absolutely loved everything! So happy there's one in NYC.

RazorfishRazorfish: Perfect place to find presents for minimalists.

Emily C.Emily Cintrón: Beautiful, high-quality housewares, clothing and office accessories for minimalists.

The Cellar at Beecher's is one of The 15 Best Comfortable Places in the Flatiron District, New York.

9. The Cellar at Beecher's

900 Broadway (at E 20th St), New York, NY
American Restaurant · Union Square · 156 tips and reviews

Ashley R.Ashley Rose: This spot has been discovered. Happy hour Til 7 on weekdays. To die for mac n cheese and comfy couches. Come while you're waiting for your table at Raines Law Room

Natalie K.Natalie K: Cute little wine bar in a cellar. Great ambiance.

The Corcoran GroupThe Corcoran Group: We love the happy hour here, since it features $5 specialty cocktails, $6 glasses of wine, AND $7 mac and cheese (enough for a meal!). Make sure to come early before the place fills up.

Face to Face NYC is one of The 15 Best Comfortable Places in the Flatiron District, New York.

10. Face to Face NYC

8.0
20 W 20th St, New York, NY
Spa · Flatiron District · 10 tips and reviews

Enrique R.Enrique Ramirez: Come try our Cocoa Rub this Valentine's Day!! $100 for 75 min.

Albert H.Albert Herrera: Best day spa

Marcy S.Marcy Sterlis: Great crack down wax

Brooklyn Roasting Company is one of The 15 Best Comfortable Places in the Flatiron District, New York.

11. Brooklyn Roasting Company

50 W 23rd St (btwn 5th & 6th Ave), New York, NY
Coffee Shop · Flatiron District · 89 tips and reviews

Alex W.Alex Wawroski: The only place in Manhattan I can find a cozy seat to eat and relax before work. Probably because they don't have WiFi lol

Lindsay K.Lindsay Kirk: Maple shay!! Super friendly staff. Great cold brew as well

Shawn C.Shawn Cheng: Bathroom code 5137

Brooks Brothers Red Fleece Café is one of The 15 Best Comfortable Places in the Flatiron District, New York.

12. Brooks Brothers Red Fleece Café

901 Broadway (20th St), New York, NY
Coffee Shop · Flatiron District · 24 tips and reviews

A D.A Del: comfy, wifi

Caila Q.Caila Quinn: Secret underground coffee shop. Great workspace with wifi

Sumeet S.Sumeet Shah: The ultimate coffee shop.

Boxers NYC is one of The 15 Best Comfortable Places in the Flatiron District, New York.

13. Boxers NYC

7.5
37 W 20th St (btwn 5th Ave & Avenue of the Americas), New York, NY
Gay Bar · Flatiron District · 136 tips and reviews

Andrew L.Andrew Lowe: Bartenders are a lil inattentive but very friendly..comfy lounge to snuggle up with that special someone....no drama here. One of my fav places in nyc

Daniel H S.Daniel H S: Great chilled sports bar, I'd be comfortable taking my homophobe friends to.

Antonio LuizAntonio Luiz: For me the best bar gay in NYC, I come to New York once a year and I can always now that Andre will remember me and greet me like home far away from home

Devoción is one of The 15 Best Comfortable Places in the Flatiron District, New York.

14. Devoción

8.9
25 E 20th St (btwn Broadway & Park Ave S), New York, NY
Coffee Shop · Flatiron District · 37 tips and reviews

David W.David Weissler: Great lattes. Not as spacious as their Williamsburg location but still looks comfortable.

Avneesh K.Avneesh Kohli: Superb coffee shop with a gorgeous interior and just enough seating for quick meetings. Their espresso drinks are 💯. A wonderful addition to the Flatiron coffee scene

Shuang L.Shuang Liang: The best iced americano I think!!! Its refreshing and light and balanced. Btw it’s another no-cash coffee shop.

Burger & Lobster is one of The 15 Best Comfortable Places in the Flatiron District, New York.

15. Burger & Lobster

8.4
39 W 19th St (btwn 5th & 6th Ave), New York, NY
Burger Joint · Flatiron District · 287 tips and reviews

Tyler B.Tyler Boudreaux: Very clean, if party of 4 sit in comfy hightop seats near bar. Get grilled lobster. Phenomenal flavor.

Maria D.Maria Dinolfo: Muy ricas las hamburguesas! Sabrosas y grandes! La atención es muy buena y el lugar confortable. Los precios un poquito elevados en relación a otros lugares pero vale la pena. Recomiendo!!

Andrew C.Andrew Cooke: The three menu items are all good! Love the simplicity of decision-making!