flights of fancy: holiday edition!

thursday, november 20th
4:30 - 8:30PM

DOWNTOWN NHV presents New Haven's premier shopping, wine and food crawl - Flights of Fancy! We invite Connecticut's fashion-forward folk, foodies and amateur sommeliers to kick off the holiday shopping season in Downtown New Haven with shopping discounts, food tasting, and of course WINE! Enjoy 20 sipping, tasting and shopping stops, souvenir wine glasses and event bags, exclusive shopping discounts and promotions, raffle prizes, and more. Explore neighborhoods of downtown New Haven while you shop, sip & taste at the city’s independently-owned businesses!

PURCHASE TICKETS HERE

Date: Thursday, November 20th, 2025
Crawl time: 4:30-8:30PM
Registration location: Jack’s Bar & Steakhouse
(Enter on Crown Street; wheelchair access on College Street)
Registration available: 4:30-7:00PM
(Choose a 4:30 or 5:30 registration time slot with your ticket purchase)
Discounted Parking through Park New Haven Partnership:
$6 from 4PM - midnight at Temple Street Garage
Please pick up your exit voucher at registration

At Registration, Flights of Fancy guests will receive their signature souvenir tasting glass (you cannot crawl without it!), swag bags, required 21+ wristband after ID check, and first wine & food tastings!

For those looking to bite & shop without the wine tastings, we offer "Hold the Wine" tickets! Attend flights at a discount. (Hold the Wine tickets include a swag bag, but not a branded Flights wine glass or access to wine tastings.)

The event is PRE-TICKETED. All guests are required to purchase a ticket to participate in this event. This event is 21+ and ID's will be checked at registration. Please plan to bring a valid form of ID with you. Tickets are not eligible for refund unless a full event cancellation takes place.