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Top 24 Hotels Near Big Woody’s Bar & Grill
4200 Portsmouth Boulevard #872 Chesapeake, VA 23321
Bowers Hill Inn
The short drive from Bowers Hill Inn to Big Woody’s Bar & Grill in Chesapeake ensures the commute is truly efficient before the stay unfolds.
Bowers Hill Inn often provides no-frills check-in, nearby parking, and modest lobby seating that reinforce straightforward travel flow. Each guest room often features premium linens, modest seating, and climate control, giving travelers a comfortable overnight routine. Facilities often feature modest breakfast spaces, vending access, and compact lobbies that help support guest convenience each day.
Accommodations often highlight Wi-Fi, guest laundry, continental breakfast, and parking, maintaining consistency in budget hospitality.
Econo Lodge Near Chesapeake Square
The quick drive from Econo Lodge Near Chesapeake Square to Big Woody’s Bar & Grill in Chesapeake keeps travel between the two easy and efficient.
At many Econo locations, free Wi-Fi and visible info kiosks in the lobby help guests connect and plan onward travel quickly. Standard guest rooms feature a clear desk, a coffee maker, a mini-fridge and in-room Wi-Fi to keep quick meals and device work convenient. The lobby pairs seating clusters, charging hubs and a small market so guests can regroup, top up devices and pick essentials before rooms.
From complimentary Wi-Fi and breakfast to fitness facilities, meeting space, a market and laundry, short trips keep routines predictable and simple.
Hampton Inn & Suites Chesapeake-Square Mall
In Chesapeake, Hampton Inn & Suites Chesapeake-Square Mall's location an easy drive from Big Woody’s Bar & Grill remains a key asset for visitors who value efficiency.
Sofa groupings throughout Hampton Inn lobbies form intuitive pause points, creating comfort zones for families to rest together. Every guest room has sofa beds, lounge chairs, and televisions, ensuring families enjoy comfortable spaces to gather during stays. Meeting spaces with whiteboards, projectors, and ergonomic seating support collaboration, ensuring group tasks stay on track.
EV charging, complimentary Wi-Fi, indoor pools, breakfast bags, and laundry access support daily routines with flexible convenience.
American Inn Chesapeake – Portsmouth
The hotel's sensible location ensures Big Woody’s Bar & Grill is an easy drive away, underscoring its suitability for car-based travel.
At American Inn Chesapeake – Portsmouth, arrivals may showcase compact desks, vending services, and on-site parking designed for consistent guest arrivals. Guest rooms may include in-room coffee, curated décor, and plush bedding, providing consistent comfort and convenience for guests. Public areas may highlight vending machines, laundry facilities, and compact seating that reinforce simple routines for traveling guests.
A visit may present Wi-Fi, vending access, laundry support, and breakfast counters, reinforcing simple balance across overnight stays.
Holiday Inn Express Hotel & Suites Chesapeake by IHG
At Holiday Inn Express Hotel & Suites Chesapeake by IHG, being a simple drive from Big Woody’s Bar & Grill is a central feature that elevates the convenience of the stay.
Holiday Inn Express greets guests with complimentary coffee in the lobby, offering a courtesy that eases the transition from travel. All guest rooms feature ergonomic work desks, bright lighting, and strong Wi-Fi, making it simple to maintain productivity. Meeting spaces equipped with projection screens, tables, and breakout corners make it simple to conduct workshops and conferences.
Pet-friendly policies, breakfast buffets, and Wi-Fi join with laundry and parking, offering guests care and predictability daily.
Candlewood Suites Chesapeake by IHG
This useful drive to Big Woody’s Bar & Grill from Candlewood Suites Chesapeake by IHG is a central aspect, since it facilitates a smooth and easy visit.
Candlewood Suites routes guests past the Cupboard’s coolers and shelves, keeping late snacks and forgotten toiletries close to seating. Each suite stores pots, pans, and measuring basics near the range, making recipe prep manageable and the kitchen genuinely functional. Hydration points by the gym or market support refillable bottles and cups, helping short pauses feel efficient between errands and plans.
Gazebo grill zones, prep counters, and nearby trash stations join with Wi-Fi and wayfinding, keeping outdoor dinners tidy and simple to wrap.
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
For guests in Chesapeake, Fairfield Inn & Suites by Marriott Chesapeake Suffolk is a quick drive from Big Woody’s Bar & Grill, a spot that makes for an unhurried start to the day.
With clustered seating near windows, Fairfield Inn supplies a bright pause zone where families and solo travelers can reset after travel. Each suite offers ergonomic chairs, work surfaces, and reliable Wi-Fi, ensuring business travelers remain productive while traveling. Breakfast rooms serve cereals, baked goods, and hot options alongside coffee, creating predictable morning rituals that support family routines.
Amenities such as 24/7 Market snacks, fitness rooms, free Wi-Fi, and breakfast variety provide travelers with simple routines that feel dependable.
Comfort Suites Suffolk - Chesapeake
Guests at Comfort Suites Suffolk - Chesapeake can utilize Big Woody’s Bar & Grill being within easy reach as a defining perk of their stay.
Comfort Suites arrival cues—lighting, signage, staff presence, and seating—combine to create a tidy, dependable first impression on arrival. Each guest room provides an iron and board, ample hangers, and drawer space so wardrobe prep for meetings and travel stays efficient. Rooftop terraces and outdoor patios, where available, add shaded seating and viewlines so guests can refresh without leaving the property.
From vending and lobby markets to grab-and-go counters, delayed arrivals find snacks and essentials without detours or long waits.
Sleep Inn & Suites Chesapeake - Portsmouth
The journey from Sleep Inn & Suites Chesapeake - Portsmouth to Big Woody’s Bar & Grill is a direct run, a benefit that contributes to an effortless visit.
Sleep Inn keeps the lobby workflow intuitive with a straight path from entrance to elevators, minimizing backtracking after keys. Guest rooms feature a desk lamp, premium bedding, a mini-fridge and free Wi-Fi, allowing travelers to catch up on sleep and tasks. Indoor pools often include lap lanes, shallow family areas and poolside seating, allowing quick swims that refresh without disrupting plans.
With free Wi-Fi, hot breakfast offerings, EV charging at select hotels, a small gym, meeting rooms and laundry, mornings go smoother.
Budget Lodge
For a trip where a direct drive is essential, Budget Lodge offers a simple drive to Big Woody’s Bar & Grill, making it a logical hub for any itinerary.
Guests at Budget Lodge may encounter efficient front desk help, simple seating, and complimentary parking for predictable routines. Accommodations often highlight compact layouts, hardwood accents, and rainfall showers, creating a stylish yet straightforward experience. Shared spaces may include modest lobbies, vending corners, and breakfast areas that sustain clarity and comfort for overnight stays.
Guests may encounter Wi-Fi, modest breakfast, parking, and guest laundries, reflecting the functional focus of budget accommodations.
Extended Stay America Select Suites - Chesapeake - Churchland Blvd.
At Extended Stay America Select Suites - Chesapeake - Churchland Blvd., Big Woody’s Bar & Grill is a simple drive, a practical aspect that simplifies event-day travel.
Extended Stay America lobbies provide the essentials, focusing on a clean space and an efficient front desk to manage guest arrivals. Each suite is designed as a complete studio, with all the necessary amenities for a comfortable and self-sufficient hotel experience. Vending machines and ice dispensers are always available, providing simple, self-service options for snacks and cold drinks.
Between the grab-and-go breakfast, an on-site laundry, a fitness center, and a full kitchen, guest routines are conveniently supported.
Economy 7 Inn - Chesapeake / Portsmouth
When visiting Chesapeake, Economy 7 Inn - Chesapeake / Portsmouth is located an easy drive of Big Woody’s Bar & Grill, which keeps the main event accessible by vehicle.
Economy 7 Inn - Chesapeake / Portsmouth typically includes modest reception service, vending access, and parking close to entry points for stress-free arrivals. Rooms typically provide blackout curtains, climate control, and plush bedding, maintaining both rest and privacy for travelers overnight. Facilities typically present vending access, compact breakfast rooms, and guest laundries that emphasize functional routines consistently.
A stay often provides Wi-Fi, vending areas, compact breakfast rooms, and laundry facilities, sustaining clarity in daily guest routines.
Comfort Inn & Suites Chesapeake - Portsmouth
When visiting Big Woody’s Bar & Grill in Chesapeake, the drive from Comfort Inn & Suites Chesapeake - Portsmouth is a simple drive, allowing for a quick return to the hotel.
Comfort Inn arrival zones are designed to accommodate steady foot traffic with bench seating and open circulation that ease group flow. Suites often present separated sleeping and living zones with extra seating, helping colleagues or family members maintain distinct routines in one space. Business and event spaces often include event parking, AV support, and on-site coordination to simplify setup and breakdown needs, conveniently.
Offering laundry facilities, same-day dry cleaning at some sites, Wi-Fi, and business support, longer stays keep wardrobes and work ready.
Days Inn by Wyndham Chesapeake
This direct drive to Big Woody’s Bar & Grill from Days Inn by Wyndham Chesapeake allows guests to feel more in control of their schedule in Chesapeake.
Days Inn sets a straightforward first look with a staffed front desk, clear elevator sightlines, and signage that makes the first walk direct. Guest rooms set lighting on bedside switches with a focused desk lamp, limiting night trips as alarms and notes finalize comfortably. Corridor signage repeats exits, ice, and elevator icons at intervals, guiding movement through unfamiliar floors without hesitation.
Airport shuttles at select hotels pair with Wi-Fi, parking, and a business corner so curb-to-room transitions and prints run smoothly.
Decoys
From Decoys, Big Woody’s Bar & Grill is a simple drive, a choice that makes for a smooth transition from hotel to event.
Arrivals at Decoys may feature self-serve coffee, efficient desk support, and accessible parking that sustain guest convenience. Each guest room may feature ergonomic seating, Wi-Fi, and compact desks, ensuring balance between productivity and relaxation needs. Shared spaces may include modest lobbies, vending corners, and breakfast rooms that provide practical places for guests to gather daily.
Accommodations may feature Wi-Fi, guest laundry, breakfast service, and parking, creating straightforward balance for visiting guests.
Hilton Garden Inn Chesapeake / Suffolk
In Chesapeake, Hilton Garden Inn Chesapeake / Suffolk's location a direct run from Big Woody’s Bar & Grill lets guests move easily before their stay begins.
Lounge areas adjacent to bars at Hilton Garden Inn create visible social hubs, encouraging relaxed conversation before guests move on. Guest rooms include microwaves, refrigerators, and coffee makers, letting guests prepare snacks and drinks with convenient in-room appliances. Business centers with workstations, printers, and Wi-Fi deliver functional tools that support productivity and ease for travelers.
Fitness areas, complimentary Wi-Fi, breakfast service, indoor pools, and concierge support maintain dependable balance for each stay.
Economy Lodge
When staying in Chesapeake, the uncomplicated drive from Economy Lodge to Big Woody’s Bar & Grill is a direct run, allowing for a low-stress start to the day.
Economy Lodge often presents straightforward reception, vending machines, and compact lobby space arranged for budget practicality. Guest rooms often highlight tasteful décor, hardwood finishes, and in-room coffee, helping guests settle into a polished daily routine. Facilities often highlight guest laundries, compact business nooks, and vending areas that support simple routines while traveling.
A visit often highlights Wi-Fi, continental breakfast, vending access, and laundry rooms, giving travelers consistent ease throughout stays.
MainStay Suites Chesapeake - Greenbrier
The guest's journey from MainStay Suites Chesapeake - Greenbrier in Chesapeake to Big Woody’s Bar & Grill is an uncomplicated drive, enhancing the feeling of a well-chosen location.
MainStay Suites frames arrival spaces with local art and warm lighting, easing the shift from transit to planned time and giving guests bearings. Suites include efficient climate controls and quiet HVAC systems, maintaining steady sleep environments even on noisy neighborhood or street fronts. Breakfast areas serve grab-and-go options, hot items, and espresso stations, giving mornings reliable fuel before departures or meetings.
Between community lounges, co-working nooks, Wi-Fi, breakfast service, and fitness, guests find both social and productive places on site.
Courtyard by Marriott Suffolk Chesapeake
This practical location allows Courtyard by Marriott Suffolk Chesapeake to offer a convenient and well-integrated lodging experience with Big Woody’s Bar & Grill within driving reach.
Courtyard greets arrivals with lobby beverage service, small rituals that highlight care while reinforcing reliable hospitality. Each guest room presents ergonomic desks, task lighting, and Wi-Fi, supporting professionals with balanced productivity setups. In the Bistro, cocktails, evening meals, and casual seating offer guests spaces to relax, reinforcing routines of balance nightly.
Amenities such as indoor pools, Wi-Fi, Starbucks® beverages, and meeting facilities support wellness and productivity consistently.
TownePlace Suites by Marriott Suffolk Chesapeake
Within the region, TownePlace Suites by Marriott Suffolk Chesapeake serves as a practical base, keeping Big Woody’s Bar & Grill a simple commute.
TowneMap® guide walls at TownePlace Suites frame reception areas, helping guests identify orientation points and nearby exploration. Guest rooms integrate efficient desk setups with microwave access, letting travelers maintain work routines and snack routines together. Patio areas combine fire pits and lounge chairs, giving travelers comfortable spaces to relax and share with warmth.
On-site laundry, meeting space, and free breakfast extend continuity with cleanliness, collaboration, and nourishment that support long stays.
Motel 6 Portsmouth VA
For a trip to the area, Motel 6 Portsmouth VA's location as a sensible base is an essential aspect of its appeal.
Motel 6 favors short, direct lobby paths so guests confirm IDs, collect keys, and reach corridors with predictable clarity and ease. Guest rooms at many properties deliver refrigerators and microwaves, giving guests flexibility for family snacks or extended-stay dining. The lobby organizes seating clusters around reception, supporting companions while keeping circulation lanes open and easy to navigate.
With outdoor pools, truck parking, vending, and free coffee, stays deliver recreation, logistics, and courtesies across multiple needs.
Red Roof Inn Norfolk - Portsmouth
This sensible location enables Red Roof Inn Norfolk - Portsmouth to offer a convenient and well-integrated lodging experience with Big Woody’s Bar & Grill within driving reach.
Red Roof Inn streamlines the check-in, removing complexities to provide a straightforward path from the parking lot to the guest room. All guest rooms provide a simple, intuitive environment, ensuring that travelers can easily operate the lights, TV, and climate controls. Outdoor swimming pools at many locations offer a refreshing way to relax and cool off during warm weather, adding leisure value to a stay.
A strong value proposition is built on free parking, a no-cost pet policy, complimentary coffee in the lobby, and free Wi-Fi in every room.
Quality Inn & Suites Olde Town
The easy regional drive from Quality Inn & Suites Olde Town to Big Woody’s Bar & Grill in Chesapeake means the commute is truly efficient.
With seating and high-top surfaces near the desk Quality Inn gives companions comfortable regroup points while check-in and luggage service proceeds. Guest rooms place easily reachable bedside reading lights, simple lamp switches, and nearby outlets to make late-night routines frictionless. Co-working areas pair power access with comfortable seating and modest privacy, enabling remote work without reserving private rooms.
Meeting pre-function areas, staging zones, and coffee points help sessions begin on schedule and keep transitions organized between talks.
Super 8 by Wyndham Portsmouth - Norfolk
This practical location allows Super 8 by Wyndham Portsmouth - Norfolk to serve as a calm starting point before the easy regional drive to Big Woody’s Bar & Grill.
Reception areas at Super 8 are supported by bright finishes and symmetry, making arrival experiences predictable and stress-free. Guest rooms highlight branded toiletries, showers, and linens, ensuring predictable clarity across morning and evening routines. Fitness rooms at select Super 8 locations feature cardio machines and weights, letting travelers keep routines predictable on the road.
Complimentary breakfast, Wi-Fi, and business corners align with pools and parking, covering both professional and leisure routines.
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Big Woody’s Bar & Grill Local Area Guide
Welcome to the Big Woody's Bar & Grill Local Area Guide, designed to help you navigate and make the most of your visit to this popular Chesapeake destination. Whether you're here for a casual meal, to catch a game, or to enjoy local entertainment, this guide provides essential information on the surrounding area. We'll cover neighborhood highlights, convenient transit options, nearby attractions, and dining choices to ensure a smooth and enjoyable experience. Get ready to explore Chesapeake with this comprehensive orientation.
Area contextNeighborhood Overview – Big Woody's Bar & Grill (Chesapeake, VA)
Big Woody's Bar & Grill is situated in the heart of Chesapeake, Virginia, a sprawling city known for its canals and community feel, located within the larger Hampton Roads metropolitan area. The venue itself resides in a busy commercial corridor along Portsmouth Boulevard, offering good accessibility. Major roadways like Interstate 464 and US-17 are mere minutes away, connecting you efficiently to Norfolk, Virginia Beach, and beyond. For those flying in, Norfolk International Airport (ORF) is approximately a 20-30 minute drive, depending on traffic. Public transportation options are available, with various bus routes servicing Portsmouth Boulevard, though rideshare services or a personal vehicle are often the most convenient ways to get around this spread-out region. When planning your arrival, aim to factor in potential rush hour traffic, especially on weekdays between 7-9 AM and 4-6 PM, as well as during major local events. Smart arrival often means heading out a bit earlier than you think you might need to.
Lodging contextWhere to Stay Near Big Woody's Bar & Grill
Chesapeake offers a range of accommodations, with several hotel clusters located within a short drive of Big Woody's. Many travelers find hotels conveniently situated near the Greenbrier area or closer to the Chesapeake Square Mall, both offering numerous lodging options from budget-friendly to mid-range. While Big Woody's itself is in a commercial district with some walkable amenities, many of the surrounding attractions and more substantial dining options require a short drive. For groups and families visiting the area, booking accommodations that allow for easy car access is highly recommended. During peak seasons or around major local events, hotel demand can spike, so it's always a smart tactic to book your stay well in advance. Utilizing hotel booking sites with map filters can help you pinpoint lodging closest to your interests and preferred travel routes around Chesapeake.
View nearby hotels Quick Plan EssentialsQuick-Plan Overview
- Norfolk International Airport (ORF) is about a 25-minute drive away.
- Arrive 15-20 minutes before your reservation to find parking easily.
- Explore the nearby Chesapeake Square Mall for shopping and additional dining.
- Consider the Virginia Sports Hall of Fame if weather turns inclement.
- Big Woody's patio or bar area is a popular spot for groups to regroup.
Event Day Flow
Arrival & Pre-Event
Plan to arrive at Big Woody's approximately 15-20 minutes before your reservation or planned entry time. This buffer allows ample opportunity to locate parking, which can range from the restaurant's own lot to nearby overflow areas depending on the day and time. Once parked, make your way to the entrance, taking note of any designated waiting areas if you're meeting others. If you have a reservation, confirm your arrival with the host. This initial period is key for a relaxed start, avoiding any last-minute rushing.
During the Event
Once settled, survey the dining options. Whether you're seated at a table, at the bar, or on the patio, take a moment to orient yourself with the space. If you're there for a game, identify the best viewing spots and understand how the staff manages seating for patrons focused on the screens. For those meeting groups, establish a clear internal meetup point, like a specific table or a section of the bar, to facilitate easy reconvening between courses or conversations.
Post-Event & Departure
As your time at Big Woody's winds down, prepare for departure by settling your bill promptly. If you've parked in a less obvious spot, take note of its location to avoid confusion. Check that you haven't left any personal items behind. Emerging from the restaurant, be mindful of other patrons also departing. If you've arranged for rideshare or a taxi, know the best pickup point to ensure a smooth collection and begin your journey home or to your next destination.
Things to Do Near Big Woody's Bar & Grill
Walkable
Chesapeake Square Mall
Adjacent to Big Woody's, the Chesapeake Square Mall offers a convenient destination for a bit of retail therapy or just to browse. Inside, you'll find a variety of chain stores, a department store anchor, and smaller boutiques catering to diverse shopping needs. It's a good spot for picking up necessities, finding a quick gift, or simply enjoying an air-conditioned environment. The mall also houses several quick-service food options and seating areas, making it a functional stop before or after your visit to Big Woody's.
Portsmouth Boulevard · On siteVarious Commercial Outlets
The immediate vicinity surrounding Big Woody's is a bustling commercial zone, featuring a collection of businesses and services along Portsmouth Boulevard. Within a short walk, you can find everything from pharmacies and convenience stores to auto service centers and fast-food restaurants. This density of commercial activity means that most day-to-day needs are easily met without requiring a significant drive. It's an area characterized by active street life, particularly during business hours.
Portsmouth Boulevard · 0.1 mi5–15 Minutes Away
Suffolk Art Gallery
A short drive across the border into Suffolk leads you to the Suffolk Art Gallery, a charming cultural hub showcasing local and regional artists. This gallery provides a peaceful retreat where visitors can appreciate diverse visual arts, from paintings and sculptures to photography. It's an excellent option for those looking to engage with the local art scene and discover new talent. The gallery often hosts rotating exhibitions, making each visit a potentially unique experience. Check their schedule for current displays and any special events.
Downtown Suffolk · 8.5 miVirginia Sports Hall of Fame
Located in nearby Portsmouth, the Virginia Sports Hall of Fame celebrates the athletic achievements of Virginians across various sports. This museum offers an interactive and engaging experience, featuring exhibits on famous athletes, historical moments, and the evolution of sports in the Commonwealth. It's a destination that appeals to sports enthusiasts of all ages, providing a comprehensive look at the state's rich sporting heritage. Allow at least an hour or two to fully explore the displays and immerse yourself in the world of Virginia sports legends.
Portsmouth · 9.2 miBeyond the Event: For further exploration beyond the immediate vicinity, consider venturing into the historic downtown areas of Chesapeake, Suffolk, or Portsmouth for unique shops and local eateries. The coastal attractions of Virginia Beach are also within a reasonable driving distance, offering a different type of experience with beaches and boardwalk activities. The broader Hampton Roads region provides a wealth of historical sites, military museums, and natural parks for those with more time to explore.
Dining & nightlifeFood & Drink Near Big Woody's Bar & Grill
Inside & Adjacent
Big Woody's Bar & Grill (Main)
As the anchor of this guide, Big Woody's itself offers a robust menu featuring classic American pub fare, including burgers, wings, sandwiches, and appetizers, alongside a wide selection of beers on tap. It's a lively spot, often bustling with patrons watching sports on multiple screens, enjoying live music, or simply socializing. The atmosphere is casual and energetic, making it a go-to for groups looking for a fun and relaxed dining experience. Their spacious patio is particularly popular during warmer months.
Portsmouth Boulevard · On siteVarious Fast Food Options
Immediately surrounding Big Woody's along Portsmouth Boulevard, you'll find a concentration of familiar fast-food chains offering quick and convenient bite options. These establishments are perfect for grabbing a speedy breakfast, a casual lunch between activities, or a late-night snack. Options typically include burger joints, pizza places, and sandwich shops, providing a variety of quick service choices for those on the go or looking for a simple, no-fuss meal.
Portsmouth Boulevard · 0.1 miNearby Gathering Spots
Smoke Free BBQ
For those craving authentic Southern-style barbecue, Smoke Free BBQ is a local favorite. This spot is known for its slow-smoked meats, generous portions, and classic BBQ sides like mac and cheese, collard greens, and cornbread. The atmosphere is unpretentious and family-friendly, making it a great place for a hearty meal. Whether you're dining in or looking for takeout to enjoy elsewhere, their flavorful barbecue is a satisfying choice for a casual gathering.
Cedar Road · 2.3 miFellini's
Fellini's Italian Restaurant offers a more refined yet still comfortable dining experience, specializing in classic Italian cuisine. Patrons can expect a menu filled with pasta dishes, pizzas, seafood, and meat entrees, often prepared with fresh ingredients and traditional techniques. It's a good option for groups seeking a sit-down meal in a pleasant atmosphere, suitable for both casual lunches and dinners. The restaurant also boasts a selection of wines to complement your meal.
Greenbrier Parkway · 3.1 miLocal & Elevated Picks
The Iron Bull
The Iron Bull presents a gastropub experience with a focus on elevated comfort food and a well-curated craft beer selection. This establishment aims to provide a step up from typical bar fare, featuring creative dishes, quality ingredients, and a modern, inviting atmosphere. It's an ideal spot for those looking to enjoy a well-prepared meal and a good drink in a social setting, often appealing to a crowd seeking both quality food and a lively ambiance.
Western Branch Boulevard · 5.2 miB.D. Williams Bar & Grill
B.D. Williams Bar & Grill is known for its friendly service and a menu that leans towards American favorites with a Southern twist. It’s a popular spot for locals seeking a reliable meal in a comfortable, community-oriented setting. You'll find a range of options from burgers and seafood to daily specials, often accompanied by a good selection of beverages. This venue provides a taste of local hospitality and a relaxed environment for enjoying a meal with friends or family.
Centerville Turnpike · 6.1 miLocal Tips & Year-Round Info
- Portsmouth Boulevard can get congested during weekday rush hours and weekend evenings.
- Traffic heading towards the Greenbrier area often picks up around lunch and late afternoon.
- Weekend nights are busiest at Big Woody's; reservations are strongly advised.
- Public transit routes exist but are less frequent and may require significant walking.
- Consider the local event calendar for potential traffic impacts from nearby festivals or games.
Weather & Seasons at Big Woody's Bar & Grill
- Winter: Winter in Chesapeake typically brings cool to cold temperatures, with average highs in the 40s and 50s Fahrenheit. Days can be crisp and clear, or damp and overcast. Visitors should pack layers, including sweaters, jackets, and perhaps a scarf or gloves for evenings. Indoor dining at Big Woody's is most comfortable during these months, though the patio might still be usable on milder days, especially with outdoor heaters.
- Spring & early summer: Spring and early summer usher in warming temperatures, with averages climbing into the 60s and 70s Fahrenheit. This period is generally delightful, with blooming flora and increasing sunshine. It's an excellent time for enjoying the outdoor patio at Big Woody's. Comfortable clothing like t-shirts, light jackets, and jeans are suitable, but checking the forecast for occasional rain showers is always prudent.
- Mid-summer: Mid-summer, from July through August, is characterized by significant heat and humidity, with daytime temperatures often reaching the 80s and 90s Fahrenheit. Afternoon thunderstorms are also common. Staying hydrated is key, and light, breathable clothing is essential. While the indoor space at Big Woody's offers a cool respite, the patio may be best enjoyed during the cooler morning or evening hours.
- Fall season: Fall brings a refreshing change with cooler, drier air and vibrant foliage, typically with temperatures in the 50s and 60s Fahrenheit. This season is very pleasant for dining and activities. Layers are recommended, such as long-sleeved shirts, sweaters, and light jackets. It's a prime time to enjoy outdoor seating before the colder winter weather sets in, offering comfortable conditions for longer visits.
- Rain & snow: Rain is common throughout the year in Chesapeake, with heavier periods often occurring in spring and fall. Snowfall is less frequent and usually light, typically occurring in the winter months. During wet or snowy weather, indoor seating at Big Woody's is the primary option. Travel might be slightly slower due to slick roads, so allowing a little extra time for arrival is advisable.
Venue Facts & Trip Essentials
Venue facts
- Primary team: N/A (Sports bar focus)
- Neighborhood: Deep Creek / Western Branch
- Nearest airport: Norfolk International Airport (ORF)
- Parking: On-site lot, some street parking
- Walkable district: Commercial strip with mall
Trip essentials
- Groceries & supplies: Nearby supermarkets and convenience stores
- Pharmacy: Multiple options within a mile
- Urgent care: Several facilities within a short drive
- Downtime: Chesapeake Square Mall, local parks
- Pro tip: Check Big Woody's schedule for live music or game specials.

