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Happy Hour in Fairfield

8 places to celebrate the end of the work day


When the work day is done, round up your friends and unwind at one of these eight places.

55 Degrees Wine Bar & Restaurant

Relax at this stylish hub and enjoy delicious Mediterranean cuisine paired with an extensive selection of fine wines and a full bar. The antipasti and spicy salmon tartare are a must during happy hour. Check it out on a Friday or Saturday night if you like live music entertainment. Bonus: conveniently located near the train station, outdoor seasonal dining. 55 Miller Street

The Gray Goose

Located in Southport, The Gray Goose offers a rich mix of New England charm with a British pub feel and a loose-tie NY attitude. Signature Cocktails and Martinis’ steal the show during happy hour, especially when paired with the delicious ‘little plates’ or Fairfield Cheese Companies Gourmet Cheese Board. Bonus: two fireplaces — one in the cozy 3 season outdoor dining room. 246 Old Post Road

The Artisan

This Farm-to-Table New England inspired Restaurant & Bar is one of the many gems of Southport. Under-stated elegance with Scandinavian inspired design, an open air bar adjoining a large outdoor patio with plenty of big comfy seating nooks, a Tavern menu of New England pub grub which includes: dry aged beef sliders, fish & chips, roasted oysters, mini lobster rolls and much more makes this a happy hour hot spot. Bonus: A wonderful ambiance and convenient location to I95. 275 Old Post Road

Pizzeria Molto Mozzerella & Wine Bar

Molto, as it is affectionately abbreviated by locals, prevails as a leading happy hour destination. Aimed at providing a fun & energetic atmosphere paired with great Italian fare and an adventurous wine list — Molto’s will not disappoint. Here traditional Italian meets with a chic NYC dining scene, complete with a live DJ on Wed. nights, scrumptious tapas and wines and 1950’s Italian classic movies playing on a large screen. Bonus: A 40 foot Carrera marble bar! Outdoor seasonal dining in the heart of downtown Fairfield. 1215 Post Road

Martels Bistro & Bar

Cozy up with friends at this American Bistro with a French flair. Martels offers Buck-A-Shuck oysters, clams & shrimp Sunday through Friday 4-6pm, many delicious seafood inspired appetizers which include: a Charcuterie board, a Cheeseboard and an Iced Seafood Plate — each of which is fabulously paired with your favorite cocktail. Bonus: Outdoor seasonal dining and a must try seafood soup. 2316 Post Road

The Southport Brewing Company (SBC)

This restaurant and brewery has boasted brewing expertise since 1997. SBC offers 27 home brews that are processed with the finest natural ingredients. Numerous tier 1, 2 and 3 beers are on tap in the taproom. Appetizers which compliment these brews include Bavarian soft pretzels, magic oysters, pub chips and certified Black Angus beef steak tips. SBC beer is now available in bottles and can be purchased here. Bonus: outdoor seasonal dining & beer samples available. 2600 Post Road

The Seagrape Café

Popular with the college students, The Seagrape is a very casual neighborhood haunt that boasts twelve televisions, dart boards, 30 different types of beer from all over the world, a nautical décor’ and good apps’ (including fried calamari, lobster cakes, and ‘the best ribs in town’). Happy hour specials: $2 Budweiser’s and 2-for-1 drink specials Monday through Friday 3-8pm. Bonus: this laid back café has Sunday and Monday night football specials. 1144 Reef Road

The Colony Grill

A staple in Fairfield, Colony Grill has been serving famous thin crust pizza (with or without hot oil) & drinks since 1935. Numerous toppings, beers on tap and televisions with daily sports add to this casual eatery. Bonus: keeping it simple! 1520 Post Road

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