Intimate Concerts, VIP Perks, and a Luxury Boutique Stay right in the heart of Downtown Pensacola.

There are weekends that are simply good. And then there are weekends that you talk about for years.

The Pensacola Beach Songwriters Festival weekend is the latter. And this year, Oyster Bay Boutique Hotel is making it even more unforgettable with our exclusive Bay View Balcony Songwriters Package, designed to put you right in the center of all the magic with VIP perks, luxury accommodations, and a front row seat to one of the most intimate concert experiences Pensacola has ever seen.

Here is everything you need to know.

Concert in the Courtyard

On Saturday, October 3rd, Oyster Bay Boutique Hotel transforms its stunning Fountain Courtyard into an intimate outdoor stage for an evening unlike anything else happening in Pensacola this weekend.

Doors open at 5PM and performances begin at 6PM, featuring two incredible rounds of world-class songwriters sharing the stories behind their greatest hits under the stars.

6:00 PM Will Hutchens and Barry Hutchens take the stage to kick off the evening with their deeply personal, roots-driven sound and the story behind their bluegrass number one hit "Heyday."

7:00 PM Anthony Smith, Chuck Cannon, and Bob DiPiero bring an absolutely legendary round of hit-making to the Oyster Bay Courtyard. Between them, these three songwriters have penned songs for George Strait, Tim McGraw, Toby Keith, Reba McEntire, Faith Hill, and so many more. Bob DiPiero alone has fifteen number one hits and is a Nashville Songwriters Hall of Fame inductee. This is a once in a lifetime opportunity to hear the stories behind some of country music's most beloved songs in the most intimate setting imaginable.

8:00 PM Thompson Square closes out the evening in the most spectacular way possible. The husband and wife duo behind the double-platinum number one hit "Are You Gonna Kiss Me or Not" bring their Grammy-nominated chemistry and undeniable energy to our Fountain Courtyard, joined by three-time Grammy-nominated songwriter Jamie Floyd, whose songs have been recorded by Kelly Clarkson, Miranda Lambert, Sturgill Simpson, and many more.

The concert is held outdoors in the beautiful Fountain Courtyard and concludes around 9:30 PM. Tickets are $35 per person.

Book Now & Save 25%: The Bay View Balcony Songwriters Package

Want to make this weekend truly unforgettable? Book our exclusive Bay View Balcony Songwriters Package and unlock everything you need for the perfect festival getaway, all in one beautifully curated stay.

Book two or more nights over Songwriters Festival weekend and receive all of the following VIP perks.

25% Off Your Stay
Enjoy a 25% discount on our best available room rates when you book two or more nights over the festival weekend. This is our best rate of the season, and it is available exclusively through this package.

Complimentary Courtyard Concert Tickets
Your package includes complimentary tickets to our exclusive Saturday night Concert in the Courtyard. Skip the ticket line and walk straight from your beautifully appointed suite to one of the most intimate songwriter experiences on the Gulf Coast.

Gourmet Welcome Amenity
Arrive to a complimentary bottle of premium wine and a beautifully curated artisan charcuterie board waiting in your room. Because the best weekends always start with a proper welcome.

Daily Dining Voucher
Start each morning with a daily dining voucher to fuel up before the music begins. The perfect way to ease into a festival day the Oyster Bay way.