The Bootleggers' Run - Wairarapa's Most Notorious Run!
Sunday 19th April 2026
They’re back on the road, and the law’s still in hot pursuit!
After a sell-out first year, The Bootleggers Run returns to the Wairarapa for another wild day of vintage wheels, fine wine, and a touch of mischief.
Teams will set off across the region, collecting contraband (the fun kind), tasting their way through local wineries, and earning their loot as they go. Dress in your finest 1920s swagger, gather your crew for a day of laughter, stories, and spirited competition.
Click here to view the programme.
Time: 9.00am - 6.00pm
Price: Limited spaces - $20.00 per car. Click here to purchase a ticket
Where: The White Swan, 109 Main Road, Greytown
Website: www.thewhiteswanhotel.co.nz
Greytown Country Market
Sunday 19th April 2026
Market set in a beautiful Park. Stalls offering coffee, BBQ sausages, artisan products, plants, art, crafts, upcycled, recycled, vintage and so much more. All proceeds raised from running the Market go to the Greytown Trails Trust for the maintenance of and future projects on the Greytown Trails
Time: 10.00am - 2.00pm
Price: Free Admission
Where: Stella Bull Park, Main Street Greytown
Stallkeepers Greytown Market - Shades at Grays
Saturday 25th & Sunday 26th April 2026
Shades at Grays offers beautiful lampshades and stunning wood lamps – inspirational lighting that isn’t available in retail stores. You can find their handcrafted products twice a month at the local Stallkeepers Greytown Market, held in the old town hall at 89 Main Street.
The market is a carefully curated boutique market, with a wide selection of high quality homeware, clothing, jewellery and more.
You can buy Sue’s ready-made lampshades off the stall or order one from a wide range of fabrics and lampshade sizes to perfectly fit your home. Update a floor stand, brush off your favourite lamp base or add an eye-catching ceiling shade. Life’s too short for boring lampshades!
JB’s wood lamps are stunning, crafted from timber that resonates with New Zealand’s past. Each lamp is unique and each has a journey that begins more than 100 years ago, and which is described in an individual story that accompanies each piece. The finish is so gorgeous you won’t be able to resist touching them!
Visit the market or shop our lampshades and lamps online at shadesatgrays.co.nz
Time: 9.30am - 3.00pm
Price: Free Admission
Where: Greytown Town Hall, 89 Main Street, Greytown - click here for future market dates
Website: www.shadesatgrays.co.nz
Featherston Booktown
Friday 8th - Sunday 10th May 2026
Featherston transforms into a literary paradise each May with events featuring presenters and literary provocateurs, as well as several booksellers.
Just a quick 10 minute car ride from Greytown, this quirky town boasts eight permanent bookshops and welcomes over 9,000 visitors annually for three days of literary events.
Festival highlights include the popular Fish’n’Chip Supper opening night, intimate author talks, and workshops.
With easy walking access to venues, and accommodation options for all budgets, the Karukatea Festival offers a perfect autumn weekend escape. Early booking is essential for this popular event that has become one of the lower North Island's cultural highlights.
You can enhance your journey with the Booklover's Trail Te Ara Kai Pukapuka App which reveals fascinating literary landmarks and stories along SH2 from Wellington to Hawke's Bay.
Click here for the main programme of events.
Price: Free and ticketed events. Click here for ticketing information.
Where: Featherston, various venues and bookshops
Website: www.booktown.org.nz
Festival of Christmas - A Very Country Christmas
27th June - 25th July 2026
This July, Greytown transforms into Aotearoa's cosiest destination, celebrating classic kiwi Christmas with a proudly rural, mid-winter twist.
Crackling braziers, glowing lights, festive food and drinks, mulled wine and gin—all wrapped in small-town hospitality. Rug up and wander Main Street with friends and whānau.
Much-loved favourites return bigger and brighter: the iconic Light Up Truck & Tractor Parade, Cocktails and Comedy, and the magical Illumination Night Walk.
New for 2026: a Winter Town & Country A&P-style Show, spectacular Festive Balloon Glow and Bonfire, and the Ride-On Lawnmower Grand Prix—adding unmistakable rural flair.
It's a full month of festive fun, country-style. It may not be the biggest festival in the world, but it is the happiest. Block out your calendar for Greytown this winter.
We're launching two brand-new festival packages for 2026! Created for those wanting more action while supporting this beloved free festival, they unlock extra perks, exclusive access, and festive merch. Limited-edition pins are also available - the perfect keepsake to show your support.
Festival VIP Packs - on sale until 30th March unless sold prior
Every pack and pin purchased contributes directly toward the cost of delivering the 2026 Festival. Purchase your preferred option, and collect it at the 2026 Festival.
Little Elf Pack - $29.90 (valued at over $39.90) - click here to purchase
Festival Sparkle Pack - $50.90 (valued at over $100) - click here to purchase
Festival Pin - from $25.00 - click here to purchase
Please note: Ruru the Morepork (our Festival Mascot) is exclusively included in the Little Elf Pack and will not be available for purchase during the Festival. All Festival Packs must be pre-ordered by 30 March, as they cannot be purchased during the Festival itself.
Website: www.greytownvillage.com
Greytown Crop Up
Every Saturday
As much as a social gathering event as it is a fresh food market - Crop Up is back for summer every Saturday. Fruit and vegetables, meat, eggs, flour, flowers, bread, fish, plants, coffee and brunch!
Its mission: local people buying the best, freshest food from other locals for the health of our bodies, environment, as well as our local economy. It all stacks up, and you get to enjoy brunch and coffee with your friends while you do yourself a healthy favour.
Time: 9.00am - 11.00am
Price: Free Admission
Where: Truckstop Greytown, 102 Main Street, Greytown (just up the driveway)
Pure Massage
Open 7 Days
Pure Massage, originally established in Martinborough in 2023, has now opened a beautiful new studio here in Greytown.
Choose from a wide range of treatments, including traditional Thai, deep tissue, aromatherapy, hot stone, relaxation massage, facials, and back–neck–shoulder or foot massage.
Booking is simple through their website, or you can email them directly. Gift vouchers are available online, or you can call 027 324 9595 to arrange a Pure Massage Gift Card for pickup.
Treat yourself and make a relaxing massage part of your Wairarapa holiday experience.
Time: 9.00am - 7.00pm
Price: Click here to view the prices - bookings are highly recommended
Where: Thai Massage, 92 Main Street, Greytown
Email: bookings@puremassage.co.nz
Website: www.puremassage.co.nz