Chesapeake Nightlife Guide: Complete Guide
Experience the best bars, clubs, live music venues, and entertainment after dark. Discover the best nightlife experiences in Chesapeake.
Welcome to the ultimate nightlife guide for Chesapeake! Experience the best bars, clubs, live music venues, and entertainment after dark. This comprehensive guide will help you discover the very best nightlife experiences that Chesapeake has to offer, from popular hotspots to hidden local favorites. Whether you're a first-time visitor or a seasoned traveler, you'll find insider tips, detailed recommendations, and everything you need to make the most of your nightlife adventure in Chesapeake. Our carefully curated selection ensures you won't miss any of the must-see spots while also discovering unique experiences that most tourists overlook.
Key Takeaways
- Chesapeake offers over 62 exceptional nightlife experiences
- Best time to visit varies by activity - check individual listings for optimal timing
- Many experiences require advance booking, especially during peak season
- Local guides and experts provide invaluable insights and access
- Prices range from budget-friendly to premium, with options for every preference
Top Bars & Cocktail Lounges
Craft cocktail bars, rooftop lounges, and unique drinking establishments with great atmospheres.
Honey and Hooch
Highly rated Restaurant in Chesapeake with 4.6 stars from 203 reviews. Offers fine dining experience with exceptional service.
📍 500 S Battlefield Blvd #21, Chesapeake, VA 23322, USA
- 🌃Highly rated by customers
- 🌃Established local favorite
- 🌃Knowledgeable staff
Bad Habits
Highly rated Restaurant in Chesapeake with 4.4 stars from 685 reviews.
📍 1464 Mt Pleasant Rd, Chesapeake, VA 23322, USA
- 🌃Well-reviewed establishment
- 🌃Established local favorite
- 🌃Knowledgeable staff
Woody's Raw Bar & Grill
Highly rated Bar in Chesapeake with 4.3 stars from 1827 reviews. Great selection of drinks in a welcoming atmosphere.
📍 123 Battlefield Blvd N suite h, Chesapeake, VA 23320, USA
- 🌃Well-reviewed establishment
- 🌃Popular with locals and visitors
- 🌃Authentic Bar cuisine
RiffHouse Pub
Highly rated Bar in Chesapeake with 4.4 stars from 453 reviews. Great selection of drinks in a welcoming atmosphere.
📍 2002 Bainbridge Blvd, Chesapeake, VA 23324, USA
- 🌃Well-reviewed establishment
- 🌃Established local favorite
- 🌃Budget-friendly prices
- 🌃Authentic Bar cuisine
Buckets Bar and Grill
Highly rated Bar in Chesapeake with 4.3 stars from 869 reviews. Great selection of drinks in a welcoming atmosphere.
📍 228 Battlefield Blvd N, Chesapeake, VA 23320, USA
- 🌃Well-reviewed establishment
- 🌃Established local favorite
- 🌃Authentic Bar cuisine
Chesapeake Inn Restaurant & Marina
Highly rated Restaurant in Chesapeake with 4.5 stars from 4496 reviews. Great selection of drinks in a welcoming atmosphere.
📍 605 2nd St, Chesapeake City, MD 21915, USA
- 🌃Highly rated by customers
- 🌃Popular with locals and visitors
- 🌃Knowledgeable staff
Big Ugly Brewing
Highly rated Bar in Chesapeake with 4.8 stars from 622 reviews. Great selection of drinks in a welcoming atmosphere.
📍 845 S Battlefield Blvd, Chesapeake, VA 23322, USA
- 🌃Highly rated by customers
- 🌃Established local favorite
- 🌃Authentic Bar cuisine
Lockside Bar and Grill
Highly rated American in Chesapeake with 4.1 stars from 1730 reviews. Offers fine dining experience with exceptional service.
📍 200 Battlefield Blvd N #13, Chesapeake, VA 23320, USA
- 🌃Well-reviewed establishment
- 🌃Popular with locals and visitors
- 🌃Authentic American cuisine
WXYZ Bar & Lounge Chesapeake
Highly rated Bar in Chesapeake with 4.2 stars from 44 reviews. Great selection of drinks in a welcoming atmosphere.
📍 1454 Crossways Blvd, Chesapeake, VA 23320, USA
- 🌃Well-reviewed establishment
- 🌃Authentic Bar cuisine
- 🌃Knowledgeable staff
Hank's Pub
Highly rated Bar in Chesapeake with 4.5 stars from 312 reviews. Great selection of drinks in a welcoming atmosphere.
📍 2138 S Military Hwy, Chesapeake, VA 23320, USA
- 🌃Highly rated by customers
- 🌃Established local favorite
- 🌃Budget-friendly prices
- 🌃Authentic Bar cuisine
Wasserhund Brewing Company
Highly rated Pizza in Chesapeake with 4.5 stars from 356 reviews. Great selection of drinks in a welcoming atmosphere.
📍 510 Belaire Ave, Chesapeake, VA 23320, USA
- 🌃Highly rated by customers
- 🌃Established local favorite
- 🌃Authentic Pizza cuisine
Kings Restaurant and Hookah Bar
Highly rated Bar in Chesapeake with 4.6 stars from 234 reviews. Great selection of drinks in a welcoming atmosphere.
📍 2917 S Military Hwy, Chesapeake, VA 23323, USA
- 🌃Highly rated by customers
- 🌃Established local favorite
- 🌃Authentic Bar cuisine
Nightclubs & Dance Venues
Popular nightclubs, dance clubs, and venues featuring top DJs and live performances.
Eagles Nest Rockin' Country Bar
Highly rated Restaurant in Chesapeake with 4.1 stars from 1462 reviews. Great selection of drinks in a welcoming atmosphere.
📍 1723 Parkview Dr, Chesapeake, VA 23320, USA
- 🌃Well-reviewed establishment
- 🌃Popular with locals and visitors
- 🌃Knowledgeable staff
WXYZ Bar & Lounge Chesapeake
Highly rated Bar in Chesapeake with 4.2 stars from 44 reviews. Great selection of drinks in a welcoming atmosphere.
📍 1454 Crossways Blvd, Chesapeake, VA 23320, USA
- 🌃Well-reviewed establishment
- 🌃Authentic Bar cuisine
- 🌃Knowledgeable staff
Sky Bar
Highly rated Bar in Chesapeake with 3.6 stars from 103 reviews. Great selection of drinks in a welcoming atmosphere.
📍 3001 Atlantic Ave, Virginia Beach, VA 23451, USA
- 🌃Established local favorite
- 🌃Authentic Bar cuisine
- 🌃Knowledgeable staff
Mermaids VB
Highly rated Bar in Chesapeake with 4.6 stars from 419 reviews. Great selection of drinks in a welcoming atmosphere.
📍 1724 Potters Rd, Virginia Beach, VA 23454, USA
- 🌃Highly rated by customers
- 🌃Established local favorite
- 🌃Authentic Bar cuisine
The Wave
Highly rated International in Chesapeake with 3.2 stars from 138 reviews.
📍 4107 Colley Ave, Norfolk, VA 23508, USA
- 🌃Established local favorite
- 🌃Welcoming atmosphere
- 🌃Knowledgeable staff
Broadway Nightclub
Highly rated Bar in Chesapeake with 4.2 stars from 60 reviews. Great selection of drinks in a welcoming atmosphere.
📍 5671 E Virginia Beach Blvd, Norfolk, VA 23502, USA
- 🌃Well-reviewed establishment
- 🌃Authentic Bar cuisine
- 🌃Knowledgeable staff
Peabody's Nightclub
Highly rated Bar in Chesapeake with 3.7 stars from 488 reviews. Great selection of drinks in a welcoming atmosphere.
📍 209 21st St, Virginia Beach, VA 23451, USA
- 🌃Established local favorite
- 🌃Budget-friendly prices
- 🌃Authentic Bar cuisine
J B's Gallery of Girls
Highly rated International in Chesapeake with 4.2 stars from 31 reviews.
📍 1428 George Washington Hwy N, Chesapeake, VA 23323, USA
- 🌃Well-reviewed establishment
- 🌃Welcoming atmosphere
- 🌃Knowledgeable staff
Headlights Gentlemen's Club
Highly rated Bar in Chesapeake with 4 stars from 67 reviews. Great selection of drinks in a welcoming atmosphere.
📍 1428 George Washington Hwy N, Chesapeake, VA 23323, USA
- 🌃Well-reviewed establishment
- 🌃Authentic Bar cuisine
- 🌃Knowledgeable staff
Upscale Restaurant and Lounge
Highly rated American in Chesapeake with 3.9 stars from 265 reviews. Great selection of drinks in a welcoming atmosphere.
📍 6505 College Park Square, Virginia Beach, VA 23464, USA
- 🌃Established local favorite
- 🌃Authentic American cuisine
- 🌃Knowledgeable staff
Live Music Venues
Concert halls, jazz clubs, and venues showcasing local and international musical talent.
Chesapeake Inn Restaurant & Marina
Highly rated Restaurant in Chesapeake with 4.5 stars from 4496 reviews. Great selection of drinks in a welcoming atmosphere.
📍 605 2nd St, Chesapeake City, MD 21915, USA
- 🌃Highly rated by customers
- 🌃Popular with locals and visitors
- 🌃Knowledgeable staff
The NorVa
Highly rated International in Chesapeake with 4.6 stars from 2887 reviews.
📍 317 Monticello Ave, Norfolk, VA 23510, USA
- 🌃Highly rated by customers
- 🌃Popular with locals and visitors
- 🌃Knowledgeable staff
Elevation 27
Highly rated International in Chesapeake with 4.5 stars from 1070 reviews.
📍 600 Nevan Rd, Virginia Beach, VA 23451, USA
- 🌃Highly rated by customers
- 🌃Popular with locals and visitors
- 🌃Knowledgeable staff
RiffHouse Pub
Highly rated Bar in Chesapeake with 4.4 stars from 453 reviews. Great selection of drinks in a welcoming atmosphere.
📍 2002 Bainbridge Blvd, Chesapeake, VA 23324, USA
- 🌃Well-reviewed establishment
- 🌃Established local favorite
- 🌃Budget-friendly prices
- 🌃Authentic Bar cuisine
Eagles Nest Rockin' Country Bar
Highly rated Restaurant in Chesapeake with 4.1 stars from 1462 reviews. Great selection of drinks in a welcoming atmosphere.
📍 1723 Parkview Dr, Chesapeake, VA 23320, USA
- 🌃Well-reviewed establishment
- 🌃Popular with locals and visitors
- 🌃Knowledgeable staff
Portsmouth Pavilion
Highly rated International in Chesapeake with 4.5 stars from 995 reviews.
📍 16 Crawford Cir, Portsmouth, VA 23704, USA
- 🌃Highly rated by customers
- 🌃Established local favorite
- 🌃Knowledgeable staff
Scandals Live
Highly rated Bar in Chesapeake with 4.3 stars from 605 reviews. Great selection of drinks in a welcoming atmosphere.
📍 3501 Holland Rd #113, Virginia Beach, VA 23452, USA
- 🌃Well-reviewed establishment
- 🌃Established local favorite
- 🌃Budget-friendly prices
- 🌃Authentic Bar cuisine
Woody's Raw Bar & Grill
Highly rated Bar in Chesapeake with 4.3 stars from 1827 reviews. Great selection of drinks in a welcoming atmosphere.
📍 123 Battlefield Blvd N suite h, Chesapeake, VA 23320, USA
- 🌃Well-reviewed establishment
- 🌃Popular with locals and visitors
- 🌃Authentic Bar cuisine
Late-Night Dining
Restaurants and eateries open late for post-party meals and midnight cravings.
Bubba's 33
Highly rated American in Chesapeake with 4.4 stars from 4099 reviews. Great selection of drinks in a welcoming atmosphere.
📍 1725 Debaun Ave, Chesapeake, VA 23320, USA
- 🌃Well-reviewed establishment
- 🌃Popular with locals and visitors
- 🌃Authentic American cuisine
Neat Bird Chicken & Whiskey
Highly rated Restaurant in Chesapeake with 4.5 stars from 638 reviews.
📍 565 Belaire Ave, Chesapeake, VA 23320, USA
- 🌃Highly rated by customers
- 🌃Established local favorite
- 🌃Knowledgeable staff
Lockside Bar and Grill
Highly rated American in Chesapeake with 4.1 stars from 1730 reviews. Offers fine dining experience with exceptional service.
📍 200 Battlefield Blvd N #13, Chesapeake, VA 23320, USA
- 🌃Well-reviewed establishment
- 🌃Popular with locals and visitors
- 🌃Authentic American cuisine
Pier 88
Highly rated Seafood in Chesapeake with 4.3 stars from 620 reviews.
📍 1437 Sam's Dr #106, Chesapeake, VA 23320, USA
- 🌃Well-reviewed establishment
- 🌃Established local favorite
- 🌃Authentic Seafood cuisine
Smokey Bones Chesapeake
Highly rated American in Chesapeake with 4.4 stars from 4835 reviews. Great selection of drinks in a welcoming atmosphere.
📍 1405 Greenbrier Pkwy, Chesapeake, VA 23320, USA
- 🌃Well-reviewed establishment
- 🌃Popular with locals and visitors
- 🌃Authentic American cuisine
Ten10 Restaurant - Chesapeake
Highly rated Mediterranean in Chesapeake with 4.4 stars from 120 reviews.
📍 2044 Atlantic Ave F, Chesapeake, VA 23324, USA
- 🌃Well-reviewed establishment
- 🌃Established local favorite
- 🌃Authentic Mediterranean cuisine
Woody's Raw Bar & Grill
Highly rated Bar in Chesapeake with 4.3 stars from 1827 reviews. Great selection of drinks in a welcoming atmosphere.
📍 123 Battlefield Blvd N suite h, Chesapeake, VA 23320, USA
- 🌃Well-reviewed establishment
- 🌃Popular with locals and visitors
- 🌃Authentic Bar cuisine
Red Bones Raw Bar Seafood Grille
Highly rated Bar in Chesapeake with 4.4 stars from 832 reviews. Great selection of drinks in a welcoming atmosphere.
📍 445 Battlefield Blvd N, Chesapeake, VA 23320, USA
- 🌃Well-reviewed establishment
- 🌃Established local favorite
- 🌃Authentic Bar cuisine
Entertainment & Shows
Comedy clubs, theaters, and entertainment venues offering nighttime performances.
Push Comedy Theater
Experience world-class theatrical performances at this Chesapeake venue, featuring talented actors and captivating productions.
- •Book tickets in advance for popular shows
- •Arrive 15-20 minutes before curtain time
- •Dress code varies - check venue requirements
- •Turn off mobile phones during performance
- •Check for student or group discounts
Funny Bone Comedy Club
Laugh the night away at this popular Chesapeake comedy venue, showcasing both local and touring comedians.
- •Arrive early for best seating
- •Two-drink minimum often required
- •Be prepared to interact with performers
- •Check age restrictions (often 18+ or 21+)
- •Avoid sitting in front row if you don't want attention
Chrysler Hall
Experience world-class theatrical performances at this Chesapeake venue, featuring talented actors and captivating productions.
- •Book tickets in advance for popular shows
- •Arrive 15-20 minutes before curtain time
- •Dress code varies - check venue requirements
- •Turn off mobile phones during performance
- •Check for student or group discounts
Attucks Theatre
Experience world-class theatrical performances at this Chesapeake venue, featuring talented actors and captivating productions.
- •Book tickets in advance for popular shows
- •Arrive 15-20 minutes before curtain time
- •Dress code varies - check venue requirements
- •Turn off mobile phones during performance
- •Check for student or group discounts
Sandler Center for the Performing Arts
Experience world-class theatrical performances at this Chesapeake venue, featuring talented actors and captivating productions.
- •Book tickets in advance for popular shows
- •Arrive 15-20 minutes before curtain time
- •Dress code varies - check venue requirements
- •Turn off mobile phones during performance
- •Check for student or group discounts
The Venue on 35th
Experience unforgettable entertainment at this Chesapeake venue, offering shows and performances for all tastes.
- •Book tickets online in advance
- •Check show duration and intermissions
- •Arrive early to find parking
- •Review venue policies before attending
- •Check for package deals
Nightlife Districts
Popular neighborhoods and areas known for vibrant nightlife and bar-hopping.
Eagles Nest Rockin' Country Bar
Explore Chesapeake's vibrant nightlife in this popular district, known for its diverse bars, clubs, and entertainment venues.
- •Start early to explore multiple venues
- •Use ride-sharing or public transit
- •Keep valuables secure
- •Check dress codes for upscale venues
- •Stay in groups for safety
RiffHouse Pub
Explore Chesapeake's vibrant nightlife in this popular district, known for its diverse bars, clubs, and entertainment venues.
- •Start early to explore multiple venues
- •Use ride-sharing or public transit
- •Keep valuables secure
- •Check dress codes for upscale venues
- •Stay in groups for safety
WXYZ Bar & Lounge Chesapeake
Explore Chesapeake's vibrant nightlife in this popular district, known for its diverse bars, clubs, and entertainment venues.
- •Start early to explore multiple venues
- •Use ride-sharing or public transit
- •Keep valuables secure
- •Check dress codes for upscale venues
- •Stay in groups for safety
Hank's Pub
Explore Chesapeake's vibrant nightlife in this popular district, known for its diverse bars, clubs, and entertainment venues.
- •Start early to explore multiple venues
- •Use ride-sharing or public transit
- •Keep valuables secure
- •Check dress codes for upscale venues
- •Stay in groups for safety
Headlights Gentlemen's Club
Explore Chesapeake's vibrant nightlife in this popular district, known for its diverse bars, clubs, and entertainment venues.
- •Start early to explore multiple venues
- •Use ride-sharing or public transit
- •Keep valuables secure
- •Check dress codes for upscale venues
- •Stay in groups for safety
The Wave
Explore Chesapeake's vibrant nightlife in this popular district, known for its diverse bars, clubs, and entertainment venues.
- •Start early to explore multiple venues
- •Use ride-sharing or public transit
- •Keep valuables secure
- •Check dress codes for upscale venues
- •Stay in groups for safety
Essential Tips
- 🌃Check dress codes before heading out
- 🌃Arrive early to avoid long lines at popular venues
- 🌃Use ride-sharing apps for safe transportation
- 🌃Keep valuables secure and stay aware of surroundings
- 🌃Pace yourself and stay hydrated
- 🌃Research cover charges and drink prices
- 🌃Make reservations for popular venues
- 🌃Bring valid ID - many places are strict about checking
- 🌃Start early - some venues close earlier than expected
- 🌃Ask locals for current hotspots and hidden gems
Practical Information
Best Time to Visit
The best time for nightlife experiences in Chesapeake varies by activity and season. Generally, spring and fall offer ideal conditions with pleasant weather and fewer crowds. Summer is peak season with the most options but also the highest prices and largest crowds. Winter can offer unique experiences and better deals, though some activities may be limited.
Average Price
Prices for nightlife experiences in Chesapeake range widely depending on the activity and level of service. Budget options start around $20-50, mid-range experiences typically cost $75-150, while premium and exclusive options can range from $200-500+. Many activities offer group discounts and package deals.
Frequently Asked Questions
Chesapeake offers many excellent nightlife experiences, each with its own unique character. The best choice depends on your preferences, budget, and schedule, but our guide highlights the top-rated options that consistently deliver exceptional experiences.
Timing varies by activity, but generally spring and fall offer ideal conditions. Summer is peak season with the most options but larger crowds. Check individual listings for specific timing recommendations and seasonal considerations.
For popular experiences, especially during peak season, advance booking is highly recommended. Some activities have limited capacity and sell out quickly. Booking ahead also often provides better rates and ensures availability.
Requirements vary by activity, but generally bring comfortable clothing, appropriate footwear, sun protection, water, and any specific gear mentioned in activity descriptions. Check individual listings for detailed requirements.
Many nightlife experiences in Chesapeake cater to all skill levels, from beginners to experts. Check individual listings for difficulty levels and requirements. Many operators offer instruction and guidance for newcomers.
Costs vary widely depending on the type of experience and level of service. Budget options start around $20-50, mid-range experiences typically cost $75-150, while premium options can range from $200-500+. Group discounts and packages are often available.
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