Cheap Flights to Tokyo in October

The undisputed transportation hub of Tokyo with the world's busiest train station — living here means you're never more than two transfers from anywhere. The east side has Kabukicho's neon chaos and Memory Lane (Omoide Yokocho) for tiny yakitori stalls; the west side has skyscraper offices and the free observation deck of the Tokyo Metropolitan Government Building. Hotels range from the Park Hyatt (Lost in Translation territory) to solid business hotels like Keio Presso Inn around ¥10,000-15,000/night.

Home to the famous scramble crossing, Shibuya is fashion-forward and young-skewing with excellent department stores (Scramble Square, Hikarie) and great bar and izakaya density around Nonbei Yokocho. The Shibuya Sky observation deck at sunset is worth the ¥2,000 ticket. Mid-range hotels like Cerulean Tower and Granbell are strong choices and the area is well-connected on multiple subway and JR lines.

The most traditional neighborhood in central Tokyo, anchored by Senso-ji temple and Nakamise shopping street. The best budget accommodation in the city is here — hostels and guesthouses in converted townhouses run ¥3,000-5,000/night. Slightly slower to reach other neighborhoods since it's on the far east side, but the vibe of rickshaws, kimono rental shops, and sembei (rice cracker) vendors is irreplaceable. Base yourself here for a first trip if budget is the priority.

Tokyo's expat and nightlife center is also home to three of the city's best museums within walking distance: Mori Art Museum, National Art Center, and Suntory Museum of Art. The Roppongi Hills and Tokyo Midtown complexes have the kind of restaurant density that makes staying here genuinely convenient. Luxury hotels like The Ritz-Carlton Tokyo (floors 45-53 of Midtown Tower) command ¥80,000+/night but justify it with views that redefine 'city view.'

The Brooklyn of Tokyo — vinyl record shops, indie theaters, vintage clothing, and jazz bars packed into a neighborhood that resisted a road-widening project for decades to stay human-scale. Two stops from Shinjuku on the Odakyu line, accommodation is limited but guesthouses and Airbnbs run cheap. Best for return visitors who want to understand what Tokyo is like when it's not performing for tourists.

Tokyo's Fifth Avenue equivalent, where Hermès, Louis Vuitton, and Chanel have their flagship stores in architecturally notable buildings. Eating here doesn't have to mean spending ¥30,000 — the Ginza Six basement food hall and the basement of Itoya (a six-floor stationary store worth visiting on its own merits) have excellent affordable options. The main strip closes to cars on weekend afternoons, turning it into a pedestrian promenade that's worth seeing even if you're not buying anything.