Chris Stapleton
Boston

What to Expect at Chris Stapleton's All-American Road Show

The All-American Road Show has been Chris Stapleton's running tour since 2017, evolving into one of the most respected concert experiences in country music. Unlike typical arena shows with elaborate production, Stapleton's performances focus on what matters most: the music. His tight band delivers incredible musicianship, while wife and collaborator Morgane Stapleton provides stunning harmonies throughout each evening.

Based on recent 2025 tour performances, fans at Fenway Park can expect a career-spanning setlist of approximately 20+ songs, including:

• "White Horse" – The Grammy and CMA Award-winning rocker from Higher
• "Tennessee Whiskey" – His iconic, soul-drenched cover that became a cultural phenomenon
• "Broken Halos" – The Grammy-winning ballad offering comfort and reflection
• "Think I'm In Love With You" – A sensual hit from Higher
• "Fire Away" – A powerful ballad addressing vulnerability and resilience
• "Starting Over" – The title track from his CMA Album of the Year winner
• "Traveller" – The title track from his 7x platinum debut
• "Outlaw State of Mind" – A rebellious rock anthem
• "Midnight Train to Memphis" – A high-energy throwback to his SteelDrivers days

For fans attending both nights: Stapleton is known for varying his setlist, so you may hear different deep cuts and covers each evening.

About Chris Stapleton

Christopher Alvin Stapleton was born April 15, 1978, in Lexington, Kentucky. Before his explosive solo career, he spent over a decade as one of Nashville's most sought-after songwriters, penning hits for Luke Bryan ("Drink a Beer"), Kenny Chesney ("Never Wanted Nothing More"), Tim McGraw, and many others. He also served as frontman of the Grammy-nominated bluegrass band The SteelDrivers from 2008 to 2010.

His breakthrough moment came in November 2015 at the CMA Awards, where he delivered a legendary performance of "Tennessee Whiskey" alongside Justin Timberlake. That same night, he became the first artist ever to win Album of the Year, Male Vocalist of the Year, and New Artist of the Year at the CMAs in the same ceremony.

Chris Stapleton: Career Highlights

• 11 Grammy Awards (including Best Country Album for Traveller, From A Room: Volume 1, and Starting Over)
• 19 CMA Awards (tied for most wins ever with Brooks & Dunn)
• 19 ACM Awards
• 11+ billion global streams of Traveller alone
• 7x Platinum certification for Traveller in the U.S.

About Zach Top

Zach Top burst onto the country music scene with a sound that channels the classic honky-tonk swing of '90s country legends. Born and raised on a ranch in Sunnyside, Washington, Top grew up surrounded by traditional country music and formed his first band with his siblings at age 7.

His 2024 debut album Cold Beer & Country Music earned critical acclaim, and his hit single "I Never Lie" became his first #1 on country radio. In November 2025, he won CMA New Artist of the Year—accepting the trophy with a beer in hand in what became one of the most memorable moments of the awards show.

Getting to Fenway Park

Public transportation is strongly recommended for both concert nights:

• MBTA Green Line B or C to Kenmore Station (closest to most gates)
• MBTA Green Line D to Fenway Station
• MBTA Commuter Rail Worcester Line to Yawkey Station

Street parking is extremely limited on concert nights. Fans who drive should pre-purchase parking in nearby garages or consider rideshare services. For those attending both nights, consider staying in the Fenway-Kenmore area to avoid transportation hassles.

Fenway Park Concert Policies

Fenway Park has strict bag policies for concerts. Backpacks, coolers, computers, and large bags are not permitted. Small purses and diaper bags are allowed but subject to inspection. Gates typically open 90 minutes to 2 hours before showtime.

Tips for Your Fenway Experience

1. Use Public Transit – The T (MBTA) is the easiest way to Fenway. Kenmore and Fenway stations are both walking distance.
2. Arrive Early – Gates open 90 minutes before showtime. Arriving early gives you time to explore, grab food, and find your seats.
3. Check Weather – Fenway is outdoor. August in Boston can be warm but evenings cool; dress in layers.
4. Know the Bag Policy – Leave backpacks at home. Small clutches are permitted but will be searched.
5. Plan for a Long Show – With three acts, expect 4-5 hours of entertainment. Plan transportation accordingly.
6. Consider Both Nights – True Stapleton fans know setlists vary. Back-to-back shows offer different experiences.

Why Buy from a Verified Resale Marketplace?

High-demand shows like Chris Stapleton at Fenway Park often sell out through primary sellers. Verified resale marketplaces connect fans with authentic tickets from verified sellers, offering:

• Access After Sellout – Find tickets even when primary sales are exhausted
• Transparent Pricing – All fees included upfront—no surprises at checkout
• Buyer Protection – Secure transactions with guaranteed ticket authenticity
• Seat Selection – Choose specific sections and rows to match your preferences

Frequently Asked Questions

How many nights is Chris Stapleton playing at Fenway Park?

Chris Stapleton is performing two consecutive nights at Fenway Park: Friday, August 14th, 2026 (7:30 PM) and Saturday, August 15th, 2026 (5:30 PM). Both shows feature the same lineup with Zach Top and Allen Stone as opening acts.

What's the difference between the Friday and Saturday shows?

The Friday show (August 14th) begins at 7:30 PM, while Saturday (August 15th) has an earlier 5:30 PM start time. Chris Stapleton typically varies his setlist between shows, so dedicated fans attending both nights may hear different deep cuts and covers.

Who is opening for Chris Stapleton in Boston?

Zach Top and Allen Stone open both Fenway Park shows. Zach Top is the reigning CMA New Artist of the Year (2025) with three Grammy nominations. Allen Stone is a soulful R&B artist known for powerful vocal performances.

What songs will Chris Stapleton play?

Expect 20+ songs including "Tennessee Whiskey," "White Horse," "Broken Halos," "Think I'm In Love With You," "Fire Away," "Starting Over," "Traveller," and classic covers. Setlists typically vary between shows.

How do I get to Fenway Park?

Public transportation is strongly recommended. Take the MBTA Green Line B or C to Kenmore Station, Green Line D to Fenway Station, or the Commuter Rail to Yawkey Station. Street parking is extremely limited.

What is the bag policy at Fenway Park?

Backpacks, coolers, computers, and large bags are not permitted. Small purses and diaper bags are allowed but subject to inspection at gates.

What time do doors open?

Doors typically open 90 minutes to 2 hours before showtime. For the Friday show (7:30 PM start), expect doors around 5:30-6:00 PM. For Saturday (5:30 PM start), expect doors around 3:30-4:00 PM.

How long is the concert?

With three acts performing, expect approximately 4-5 hours from doors to finale. Chris Stapleton's set alone typically exceeds two hours.

Is Fenway Park an outdoor venue?

Yes, Fenway Park is fully outdoor. August evenings in Boston can cool down, so bring a light jacket. In case of severe weather, announcements will be made by the venue.

Should I attend one night or both?

That depends on your fandom level! Chris Stapleton varies his setlist, so attending both nights offers different experiences. Many dedicated fans make a weekend of it and catch both shows.

What is the capacity of Fenway Park for concerts?

Fenway Park accommodates approximately 37,000 fans for concerts, with seating options including field seats, grandstand sections, and the famous Green Monster seats overlooking left field.

Is this an official Chris Stapleton ticket website?

No, this is an independent ticket resale marketplace connecting fans with verified third-party sellers. Prices are set by sellers and may be above or below face value. For official tour information, visit chrisstapleton.com.