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| Today – Monday, Oct. 6 |
| Poetry Reading: 'Dreams of the Presidents' | 7:00pm | Poetry | Portsmouth |
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| Tuesday, Oct. 7 |
| Hoot Night at the Press Room | 9:00pm | Music | Portsmouth |
| Larry Garland Jazz Jam | 6:00pm | Music | Portsmouth |
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| Wednesday, Oct. 8 |
Intimately Yours: Violinist Andrew Bird | 7:30pm | Music | Portsmouth |
| Two Old Friends - a Concert of Songs from Ireland | 7:00pm | Music | North Hampton |
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| Thursday, Oct. 9 |
| Twelfth Night - Opening Night | 8:00pm | Performing Arts | Portsmouth |
| Valley of Elah - Library Movie Night | 7:00pm | Film | Portsmouth |
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| Friday, Oct. 10 |
| Great Expectations: A Reading Marathon | 6:00pm | Books | Portsmouth |
Roomful of Blues - Opera House's Seasonal Opener | 8:00pm | Music | Rochester |
| The Edge of Heaven - Extraordinary Cinema | 7:00pm | Film | Portsmouth |
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| Saturday, Oct. 11 |
| Great Bay Music Festival | : | Fairs & Festivals | Dover |
Columbus Weekend Festival | 11:00am | Fairs & Festivals | Hampton Falls |
| Portsmouth Farmer's Market | 8:00am | Other | Portsmouth |
Somersworth Pumpkin Festival | 11:00am | Fairs & Festivals | Somersworth |
| Family Fun Day | 12:00pm | Fairs & Festivals | Dover |
| Great Expectations: A Reading Marathon | 6:00pm | Books | Portsmouth |
| Portsmouth Harbor Lighthouse Tour | 1:00pm | Outdoors & Sports | New Castle |
| River Dance Fundraiser with Ben Baldwin | 6:30pm | Community | Kittery |
| Strauss' Salome -Met@The Music Hall | 1:00pm | Film | Portsmouth |
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| Sunday, Oct. 12 |
| Great Bay Music Festival | : | Fairs & Festivals | Dover |
| Great Island 5K | : | Outdoors & Sports | New Castle |
Columbus Weekend Festival | 11:00am | Fairs & Festivals | Hampton Falls |
| The Front Street Market | 9:00am | Community | Rollinsford |
| 'A Short History of Art Song & Theatre Music in America' | 2:00pm | Performing Arts | Portsmouth |
| Artist Reception for 'All Member Show' | 4:00pm | Visual Arts | Kittery Point |
| Kids RULE!: Dan Zanes and Friends | 12:30pm | Performing Arts | Portsmouth |
| Kids RULE!: Dan Zanes and Friends | 3:30pm | Performing Arts | Portsmouth |
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| Monday, Oct. 13 |
Columbus Weekend Festival | 11:00am | Fairs & Festivals | Hampton Falls |
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| Tuesday, Oct. 14 |
| Hoot Night at the Press Room | 9:00pm | Music | Portsmouth |
| Larry Garland Jazz Jam | 6:00pm | Music | Portsmouth |
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| Wednesday, Oct. 15 |
| 'On the Black Hill' - Book Discussion | 7:00pm | Books | North Hampton |
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| Thursday, Oct. 16 |
New Hampshire Film Festival | | Film | Portsmouth |
| Music Hall Tour | 12:30pm | Other | Portsmouth |
| 'Recount '- Library Movie Night | 7:00pm | Film | Portsmouth |
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| Friday, Oct. 17 |
New Hampshire Film Festival | | Film | Portsmouth |
| Artist Reception: Grace Daly | 5:00pm | Painting | Exeter |
| Blue Grass Jam Night | 6:00pm | Music | Rollingsford |
| The Gay Bride of Frankenstein: Opening Night | 8:00pm | Performing Arts | Portsmouth |
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| Saturday, Oct. 18 |
New Hampshire Film Festival | | Film | Portsmouth |
Oktoberfest | 11:00am | Fairs & Festivals | Hampton Falls |
| The Brentwood Gathering | 9:00am | Fairs & Festivals | Brentwood |
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| Sunday, Oct. 19 |
New Hampshire Film Festival | | Film | Portsmouth |
Oktoberfest | 11:00am | Fairs & Festivals | Hampton Falls |
| 'Remarkable Life of Celia Laighton Thaxter' | 2:00pm | Performing Arts | Portsmouth |
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| Monday, Oct. 20 |
| Adult Book Discussion: The End of the Alphabet | 7:00pm | Books | Portsmouth |
| Encounters at the End of the World - Extraordinary Cinema | 7:00pm | Film | Portsmouth |
| Scrabble Night | 7:00pm | Other | Portsmouth |
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| Tuesday, Oct. 21 |
| Hoot Night at the Press Room | 9:00pm | Music | Portsmouth |
| Larry Garland Jazz Jam | 6:00pm | Music | Portsmouth |
| Writers on a New England Stage: Gregory Maguire | 7:30pm | Books | Portsmouth |
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| Thursday, Oct. 23 |
| Frightful Poetry with Larry Simon & Groove Bacteria | 7:00pm | Music | Portsmouth |
| Portsmouth Literary Festival, Oct. 23 | 7:30pm | Performing Arts | Portsmouth |
| 'The Birds' - Movie Night at the Library | 6:30pm | Film | Portsmouth |
| Wildcard Movie: The Duchess | 7:00pm | Film | Portsmouth |
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| Friday, Oct. 24 |
Comedy Night Fundraiser for Breast Cancer | 6:00pm | Performing Arts | Portsmouth |
| Portsmouth Literary Festival, Oct. 24 | 2:00pm | Performing Arts | Portsmouth |
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| Saturday, Oct. 25 |
| Commissioning of USS New Hampshire Submarine | : | Community | Portsmouth |
| Great Bay 5K & Kids' Fun Run | 9:00am | Outdoors & Sports | Stratham |
| Halloween Festival | 11:00am | Fairs & Festivals | Hampton Falls |
Not-So-Spooky Spectacular | 10:00am | Children & Families | Dover |
| Portsmouth Literary Festival, Oct. 25 | 10:30am | Music | Portsmouth |
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| Sunday, Oct. 26 |
| Halloween Festival | 11:00am | Fairs & Festivals | Hampton Falls |
| 'Poems of Place' | 2:00pm | Performing Arts | Portsmouth |
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| Monday, Oct. 27 |
| Writers on a New England Stage: Madeleine Albright | 7:30pm | Books | Portsmouth |
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| Tuesday, Oct. 28 |
| Hoot Night at the Press Room | 9:00pm | Music | Portsmouth |
| Larry Garland Jazz Jam | 6:00pm | Music | Portsmouth |
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| Wednesday, Oct. 29 |
| Author Reads: 'Well-Behaved Women Seldom Make History' | 7:00pm | Books | Portsmouth |
| Intimately Yours: Joe Jackson | 8:00pm | Music | Portsmouth |
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| Friday, Oct. 31 |
| Pontine Theatre: 'The Peace of Portsmouth' | : | Theater | Portsmouth |
Halloween Parade | 7:00pm | Children & Families | Portsmouth |
| Jumbo Circus Peanuts Annual Halloween Ball | 8:00pm | Music | Portsmouth |
| The Musical Comedy Murders of 1940: Opening Night | 8:00pm | Theater | Rollingsford |
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