• Wednesday Wine Dinner at Charlie’s Restaurant and Irish Pub

    Every Wednesday, the chefs at Charlie’s Restaurant prepare a delicious four-course dinner, accompanied by wine pairings specially selected by our talented bar team, for just $59.95/person. Reservations are suggested: RESERVE YOUR […]

  • Twin Prop Jane Live at Live at Charlie’s Restaurant and Irish Pub

    Stowaway folk sessions by Tam Jones, Courtney Buck, and Dee Brust featuring vocal harmonies, fiddles, banjo, mandolin, and guitar. Stowaway folk sessions by Tam Jones, Courtney Buck, and Dee Brust featuring vocal harmonies, fiddles, banjo, mandolin, and guitar.

  • Twin Prop Jane Live at Live at Charlie’s Restaurant and Irish Pub

    Stowaway folk sessions by Tam Jones, Courtney Buck, and Dee Brust featuring vocal harmonies, fiddles, banjo, mandolin, and guitar. Stowaway folk sessions by Tam Jones, Courtney Buck, and Dee Brust featuring vocal harmonies, fiddles, banjo, mandolin, and guitar.

  • Tax Day 2026

    TAX DAY STAY & DINE PACKAGEJoin us on Wednesday, April 15th, 2026 as we celebrate Tax Day and our Innkeeper Chuck’s birthday with a special, one-day-only offer!Reserve your spot for our Wednesday Wine Dinner at Charlie's Restaurant & Irish Pub inside of the Water Street Inn that evening, and enjoy a stay in any available room […]

  • Wednesday Wine Dinner at Charlie’s Restaurant and Irish Pub

    Every Wednesday, the chefs at Charlie’s Restaurant prepare a delicious four-course dinner, accompanied by wine pairings specially selected by our talented bar team, for just $59.95/person. Reservations are suggested: RESERVE YOUR TABLE TODAY Note: When booking, please mention “WINE DINNER” in the request section to confirm your reservation.    

  • Stillwater Music Friends Acoustic Jam Band

    Every other week, a group of friends gathers at Charlie’s Restaurant & Irish Pub from 5:30 to 8:30 PM for an acoustic jam session. They perform a diverse selection of music, including Classic Rock, Country, R&B, Jazz, and Latin, while also welcoming audience requests and contributions from fellow musicians. The session is entirely unplugged, with […]

  • Wednesday Wine Dinner at Charlie’s Restaurant and Irish Pub

    Every Wednesday, the chefs at Charlie’s Restaurant prepare a delicious four-course dinner, accompanied by wine pairings specially selected by our talented bar team, for just $59.95/person. Reservations are suggested: RESERVE YOUR […]

  • Say Yes to Stillwater: A Wedding Venue Showcase

    Join us for Say Yes To Stillwater: A Wedding Venue Showcase on Sunday, April 26th from 2:00–6:00PM The Water Street Inn is proud to be one of several featured locations […]