Photo credits: Rtp @ Colonnade Boston

5+ Rooftops Open On Wednesday In Boston (2025 Update)

Boost your Wednesday! Check out Boston's top rooftop spots, open and ready for your perfect midweek break.

Updated on January 1, 2025

Wednesday nights in Boston are getting a whole new look. Now, you can turn your midweek into an adventure with sky-high views and tasty treats. Picture this: you're enjoying a cool, custom-made drink as the evening sky changes colors above the city, all from a cozy rooftop spot.

We're excited to show you the top five rooftop spots in Boston for 2025. Whether you're into chic lounges or lively places to shake off the day, we've got something for everyone. Get ready for a journey of great sights, flavors, and vibes. Looking for a place to party, chill, or just see the city from up high? We've got your back. Your amazing Wednesday night is waiting—let's go find Boston's best rooftop gems together.

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Elegant rooftop restaurant interior, featuring vibrant checkered tiles, lush blue chairs, and a sleek glass window wall with views of the city skyline.

Photo credits: Contessa

(4.5)

1. Contessa

What is it? Hidden on top of 3 Newbury St, Contessa is a rooftop gem in the city center. It combines stunning sights with a lively atmosphere for a stylish, comfy getaway. The place looks great with trendy decor, green plants, and small lights, offering not just a pretty space but a chance to enjoy and connect.

Why we love it: Contessa isn't all about the views or looks; it's about making every night feel special. With DJs and a fun-loving crowd, it blends sophistication with relaxation. It's the perfect spot for memorable nights, turning regular evenings into something special.

Sunday, Monday, Tuesday, Wednesday, Thursday, Friday, Saturday

Rooftop, 3 Newbury St, 02116 Boston

Photo credits: Lookout Rooftop

(4.4)

2. Lookout Rooftop

What is it? Lookout Rooftop sits high up on 70 Sleeper Street in the heart of Boston. It's a stunning spot with great city views. Picture this: green plants, cool fire pits, and a modern look. It's a perfect mix of fun and fancy.

Why we love it: The view at Lookout Rooftop is amazing, but there's more. The place has a great vibe with music for everyone. It's a spot where locals and visitors come together. You can celebrate, chat, and enjoy the night sky. It's a special place away from the daily rush, making every time you go there unforgettable.

Sunday, Wednesday, Thursday, Friday, Saturday

70 Sleeper St, 02210 Boston

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Final word

Boston's Wednesday nights are special, thanks to its amazing rooftop spots. From enjoying handcrafted drinks at [Rooftop Venue 1] to taking in the city's skyline at [Rooftop Venue 2], we've picked the best places for your midweek fun. Each spot offers great views and top-notch service. So, upgrade your Wednesdays by checking out these elite rooftops in Boston. Our guide will help you make your midweek outings unforgettable. And keep an eye out for more on Boston's best eats and fun spots. Let's make every Wednesday night one to remember!