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New Yorkers 1st Choice
Local picks in CT

Live music and desserts

Made for those who want to pair their evening dessert with the energy of a live performance.

Based on 555 Opinions
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Updated May 2026
01
Flinders Lane Kitchen & Bar image 1
Flinders Lane Kitchen & Bar image 2
Flinders Lane Kitchen & Bar image 3
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American restaurant

American restaurant offers live jazz Thursdays and a din-lit atmosphere with indoor and outdoor seating. Cocktails stand out as best in Stamford, featuring drinks like espresso martinis and pineapple margaritas. The vibe is low key and welcoming, with a casual yet beautiful setting.

Sticky date pudding stands out as a signature dessert here. The pudding is often served with a candle, adding a special touch to the sweet finish.

Live jazz plays every Thursday, creating a cool energy. Bands perform regularly, making it a fun spot for date nights or family dinners.

People are saying

"I found the cocktails here to be my favorite."

"The desserts here are rich, sweet, and amazing."

"I loved the live jazz on Thursday nights."

Good to know

1

Happy hour runs from 4 to 6 PM with $9 drinks.

2

Trivia night happens every Tuesday at 8 PM.

3

Live jazz performances occur on select Thursday nights.

02
The Breakwall image 1
Restaurant

Live music fills the space with a lively, friendly atmosphere and a huge, fully stocked bar supports a variety of exceptional cocktails and unique beers. An outdoor patio adds to the relaxed vibe, making it a popular spot for socializing and entertainment.

Bread pudding stands out as a house-made dessert that many enjoy. It pairs well with drinks and rounds off meals with a wonderful, satisfying finish.

Live music features a very good vocal range and a fantastic performer. Events include music bingo, trivia, and live bands on Thursdays and Saturdays, creating a vibe reminiscent of the 70s and 80s beach scene.

People are saying

"I thought the burgers were amazing and delicious."

"You have to try their warm bread pudding; it's to die for."

"You have to get the bread pudding dessert; it's amazing."

Good to know

1

Trivia night happens every Tuesday at 8pm with a fun format.

2

Karaoke starts at 10pm on Thursdays with a two-drink minimum.

3

Happy hour runs from 4-7pm on weekdays with special drink prices.

03
Breeze Latin Fusion cuisine image 1

Latin fusion restaurant offers a family-friendly and energetic atmosphere with live music and a dance floor that stays busy. Outdoor seating in a cute alley space adds a unique touch. Bright lighting contrasts with the lively, fun vibe throughout the space.

Desserts feature a Tres Leches Cake that is super moist with balanced sweetness. The overall dessert selection is consistently amazing and complements the meal well.

A live band plays a good variety of music that keeps the crowd dancing. The live music can get very loud, which affects the dining experience.

People are saying

"The food here is delicious and cooked exactly as ordered."

"The live music here kept the crowd dancing all night."

"The desserts here are amazing and delicious."

Good to know

1

Happy hour runs from 4-7pm on weekdays with half-price appetizers.

2

Brunch is available on Saturday and Sunday from 10am to 2pm.

3

Live music events occur occasionally; check the schedule for details.

04
The Redding Roadhouse image 1

Historical building hosts a lively bar and cozy outdoor patio with live music and a fire pit. Atmosphere blends homey, upbeat vibes with a quintessential Connecticut feel. Space flows well for mingling, dining, and events, attracting a mix of casual diners and social gatherings.

Desserts taste excellent and seem made in house. Coffee served with dessert is fresh and complements well.

Live music plays most weekends on an outdoor patio that suits the vibe well. The performances are consistently terrific and pair nicely with outdoor dining.

People are saying

"The outdoor seating area is stunning, perfect for lawn games."

"The live music here is great, especially on the patio."

"You have to try the sticky toffee pudding for dessert."

Good to know

1

Parking can be tight, especially during busy times.

2

The venue is family-friendly and suitable for events.

3

Live music is featured most weekends at the restaurant.

05
Farmhouse at the Crossroads image 1
New American restaurant

Historic building hosts a cozy, upscale country atmosphere with beautiful decor and multiple rooms. Outdoor seating resembles an English cottage backyard and often features live acoustic music. The vibe is welcoming and romantic, with a mix of quiet dining and lively entertainment.

Family style servings include lemon cake with strawberries, chocolate mousse, and cannolis. Donuts stand out as a popular dessert choice. Cheesecake also features among the variety of options.

Outdoor seating hosts live music with a light classic rock vibe. Performances happen on Fridays by skilled musicians, creating a lovely atmosphere.

People are saying

"You have to try the desserts; the donut one is to die for."

"The dinner spots here are heavenly and beautifully presented."

"The live music here is really lovely."

Good to know

1

Reservations are recommended, especially for larger parties, with only 48 hours' notice accepted.

2

Expect high prices, with appetizers and entrees averaging around $100 for a meal.

3

The restaurant has a prix fixe menu that may not be disclosed at booking.

06
Pier131 Kitchen + Bar image 1
American restaurant

Large bar and outdoor patio offer river views and plentiful seating. Live DJ and band provide loud, club-like music that fills the space. Cozy booths with fireplace create a comfortable indoor atmosphere.

Chocolate lava cake comes handmade and fresh, never frozen. Oreo crusted cheesecake adds a rich twist to the dessert options.

Outdoor seating pairs with live music to create a lively atmosphere. Performances offer a pretty good soundtrack to the experience.

People are saying

"I found the food here to be hot and full of flavor."

"I enjoyed the live music here; the band did a great job."

"The lava cake dessert here is amazing."

Good to know

1

Parking is limited and fills up quickly during busy hours.

2

Happy hour features $5 drinks and discounted appetizers.

3

The restaurant has a mandatory 20% tip for parties of 7 or more.

07
La Luna Ristorante image 1
Italian restaurant

Italian restaurant offers well-appointed dining rooms with live big band music creating a classy, festive atmosphere. Separate areas include a private room, bar, and dining space, allowing for varied experiences. Outdoor patio provides a relaxing setting away from the main dining noise.

Desserts arrive on a rotating tray for easy viewing and selection. The dessert bar offers a decadent variety, with options sized well for sharing.

Live music happens regularly, including happy hour sets from 6 to 9:30 pm. Performances by artists like Fradiani, Tre Paul, and the Valente Brothers add a phenomenal vibe to the nights.

People are saying

"The brunch food here is amazing and delicious."

"The buffet's carving station had outstanding prime rib."

"I loved the birthday cannoli and took my dessert to go."

Good to know

1

The buffet costs $75 per person, including a service fee.

2

Happy hour runs from 5 PM to 6:30 PM with live music.

3

The lunch special offers two three-course meals for $35.

08
Millpond Gatherings image 1

Large, beautifully designed space offers live music and outdoor seating with superb views. Atmosphere stays welcoming and lively without overpowering conversations. Spacious layout includes an upstairs event room, enhancing its unique venue appeal.

Dessert fritters come with great presentation and look beautiful. The restaurant shows effort to fix mistakes by bringing a dessert shot as an apology and offers special birthday desserts.

Live music plays in a large open floor with a live band and dance space at the front. The sound stays clear enough to enjoy conversations even with the crowd and music.

People are saying

"The food here was delicious and amazing."

"The steaks are cooked to perfection with a tasty char."

"I loved the live music here."

Good to know

1

Reservations are recommended for busy nights to secure a good table.

2

Happy hour offers discounted drinks and appetizers from 4-6pm on weekdays.

3

The brunch buffet costs $60 per person with no take-home options.

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