There's something intoxicating about a fall harbor cruise—when the water remains warm but the air is newly crisp. Help raise the sails on a legendary America's Cup yacht, spot seals lounging off the coast on an education vessel, or sip a mimosa on an 80-foot, turn-of-the-century-style pilot schooner. 

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Peer past Newport's Gilded facade into the city's dark past on a 90-minute lantern-led evening stroll. You'll explore shadowy lanes with centuries of history and some of the area's most haunted sites including Jailhouse Inn—Newport's former jailhouse, the oldest tavern in America, Washington Square and more. Tours cover less than one mile and travel at a leisurely pace. Wheelchair accessible. Private tours available up to 20 people.

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Head to Pachet Brook Tree Farm, a 90-acre family-run farm in Tiverton, for a 30-minute hayride through the fields and woods decorated for the season, ending at the pumpkin patch. Hayrides are also offered at Escobar's Highland Farm in Middletown.

Climb aboard pedal-powered rail bikes that travel along abandoned railroad tracks alongside the bay when you join Rail Explorers on a fall ride.

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Get lost in the 8-acre corn maze at Escobar's Highland Farm. Not to worry, they'll rescue you if you get lost. 

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These fall months harvest the perfect opportunity for some of our favorite cozy-weather activities: pumpkin & apple picking, hayrides & corn mazes, and more. 

When you find your hands itching for some pick-your-own experiences, here's where you can head to. Dates are subject to change due to demand/harvests. 

Pumpkins

When: Late September - October
Where: Sweet Berry Farm, 915 Mitchell's Lane, Middletown
Hours: Daily, 9:00 AM - 6:00 PM
 

When: September through mid-November
Where: 33 Colebrook Road, Little Compton
Hours: Thursday - Sunday, 10:00 AM - 5:00 PM
 

When: October 8th - October 31st
Where: Queen Anne Square, Newport
 

When: Late September
Where: 895 Middle Road, Portsmouth RI
Hours: Saturday & Sundays 9:00 AM - 5:00 PM, Monday - Friday 2:30 PM - 5:00 PM
 

When: September - early November
Where:133 Middle Road, Portsmouth 
Hours: Friday - Sunday: 10:00 AM - dusk. Last entry is one hour before dusk.

Apples

When: Late August - early October
Where: Sweet Berry Farm, 915 Mitchell's Lane, Middletown
Hours: Daily, 9:00 AM - 6:00 PM
 

When: September through mid-November
Where: 33 Colebrook Road, Little Compton
Hours: Thursday - Sunday, 10:00 AM - 5:00 PM
 

When: Labor Day - early November
Where: Rocky Brook Orchard, 997 Wapping Road, Middletown
Hours: Weekends, 10:00 AM - 4:30 PM
 

When: September - end of October
Where: 260 W Main Road, Little Compton
Hours: Thursday - Monday: 9:30 AM - 5:00 PM

Looking for a perfect fall day? Mark your calendars for October 12th, a day filled with Giant pumpkins, food trucks, free corn mazes, family fun and more at Frerichs Farm in Warren for their annual Southern New England Giant Pumpkin Weigh Off.

Oh, and by Giant pumpkins, we're talking B-I-G pumpkins, in previous years the winning pumpkin weighed in at 2201 lbs. What do you think the winning pumpkin will weigh this year?

Can't make the weigh off? Head to Frerichs Farm weekly for Pumpkin Palooza ay Frerichs Farm happens every weekend from September to late October. Ride the Magic Pumpkin Coach, make your own scarecrow, stroll the mum fields, choose your own pumpkin and so much more. 

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We know it's officially fall when we spot Queen Anne Square packed with more than 1,000 pumpkins overnight as if by magic. Trinity Church Pumpkin Patch returns to downtown Newport on this October with pick-your-own pumpkins, gourds, mums, decorative cabbage and more.

Browse a sweet selection of homemade baked goods, homemade pumpkin chili, warm cider, craft vendors, live music and more. 

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The sixth annual Audrain Newport Concours & Motor Week welcomes the world’s most exclusive auto brands and car collections back to Aquidneck Island for four days of special events, seminars, gatherings, and more from Thursday, October 2nd - October 5th, 2025. 

Spend your days enjoying fine dining pop-ups, exhibitions of rare and exciting automobiles, seminars, and car displays along the Newport coast. Then, once the sun goes down, experience exclusive cocktail hours, dinners, our annual gala and various VIP parties hosted in the Gatsby-esque mansions that populate America’s original luxury capital. 

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The annual Norman Bird Sanctuary's old-fashioned Harvest Fair will once again usher in Autumn October 4th - October 5th, 2025. The fair offers something for everyone, including sack races, hay rides, mud pit, tug-of-war and fair games with prizes.

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Newport Festa Italiana has grown from its original weekend slate of events to a three-week-long calendar (September 26th to October 13th) of opportunities for everyone to connect to their Italian roots.

Events include John Panaggio Original Ziti Night, Cinefesta, an Italian Heritage Parade, and of course, the highlight of the event: the Italian Festival. 

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Laugh your way through Columbus Day weekend at Rogue Island Comedy Festival, the area's bi-annual comedy festival featuring four days of comedy shows on Thursday, October 9th - Sunday, October 12th.

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The Amica Newport Marathon was recently voted as having the "Best Half Marathon" and "Best Race Swag" in the Northeast by Competitor Magazine. The course is simply astounding: winding ocean-side roads, miles of waterfront views, and sweeping vistas of the grand mansions along Bellevue Avenue.

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The Broadway Street Fair is back, October 11th from 12:00 - 6:00 PM from Equality Park to Washington Square. Think: a community event filled with local artists, live music, food, and more. 

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Honoring the “Harvest of the Sea,” the Bowen’s Wharf Seafood Festival offers fresh, local seafood. Fish tacos, lobster rolls, stuffies, chowder, fried calamari, clams, oysters, signature cocktails and cold beer accompany continuous live music, and family fun, all beneath the Wharf’s colorful tents. 

As you savor some delectable dishes, relax and enjoy the beats from area musicians. Live folk, surf rock, Caribbean and blues music are just a taste of what you’ll hear.

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Once a year, pedestrians and runners are allowed to cross the Pell Bridge on foot during the Citizens Bank Pell Bridge Run. This year's race will take place on Sunday, October 19th, 2025. Open to both runners and walkers, the run is nearly a four-mile excursion from Jamestown to Newport produced by the Rhode Island Turnpike and Bridge Authority.

One hundred percent of proceeds go to support local not-for-profit organizations while promoting a healthy, active lifestyle. 

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With rumored tales of hauntings—hint hint: vampires may or may not be involved—it makes sense Linden Place hosts a slew of seasonal events to share its lore.

• Magician & Mentalist George Saterial: LIVE Interactive Magic Show
• Sanderson Sisters Spellbinding Spooktacular: LIVE Musical Comedy Show

 

A day full of grape stomping, pie eating, and wine tasting goodness. Enjoy live music while sipping cocktails and noshing on food from the vineyard's culinary team and local vendors.

Sip, savor and toast to the season's’ crush at Newport Vineyard's 8th annual Harvest Festival.

Can't make the harvest fair on Sunday? Kick off the celebration with an exclusive behind-the-scenes Harvest Tour & Tasting on Friday, October 17th from 4:00 - 6:00 PM. 

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Join in for an unforgettable evening at the Annual Newport Pride Velvet Ball—a vibrant and inspiring event to benefit the local LGBTQ+ community.

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Make your way to Fort Adams State Park for this special Halloween edition of cars + coffee.

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Join us for another season of Newport Restaurant Week where area restaurants will offer an assortment of crave-worthy prix-fixe menus to choose from.

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