What's On in Oakham, Rutland in October 2025

2nd – 4th October: Burghley by Twilight
📍 Burghley House
Experience Burghley House in a whole new light. This rare evening opening lets you explore the historic house and its treasures after dark, beautifully lit to create a magical atmosphere. Perfect for history lovers and those looking for a special night out.

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8th October: Two Inspiring Autumn Walks
Breakfast & Walk with Nick Hamilton
📍 Barnsdale Gardens
Start your day with breakfast followed by a guided tour with gardening expert Nick Hamilton, learning about seasonal planting and autumn garden care.

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A Walk in the Woods with Tim Appleton
📍 Wild Rutland
Join wildlife expert Tim Appleton for a guided woodland walk, discovering the rich habitats and autumn wildlife of Rutland.

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9th & 16th October: The Deer of Burley Wood
📍 Wild Rutland
October is rutting season — the perfect time to witness majestic deer in their natural habitat. These guided walks offer a chance to learn about deer behaviour and enjoy an unforgettable wildlife spectacle.

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17th & 18th October: Curtain Up!
📍 Rutland County Museum
The Rutland Arts Theatre Society presents Curtain Up! — an evening of local talent, drama, and performance in the unique setting of Rutland County Museum (right next door to the Wisteria Hotel!).

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18th – 31st October: Halloween Pumpkin Picking & Family Fun
📍 Windmill Farm Park
Pick your perfect pumpkin and enjoy spooktacular activities at Windmill Farm Park. With themed fun and family-friendly entertainment, it’s the ideal day out for little ones (and the young at heart!).

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18th October – 2nd November: The Burghley Halloween Trail
📍 Burghley House
Follow the Halloween Trail through the gardens of Burghley House. Expect spooky surprises, seasonal fun, and plenty of photo opportunities for families.

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29th October: Free Seasonal Themed Crafts & Activities
🕙 10am–11.30am & 1.30pm–3pm
📍 Barnsdale Gardens
Get creative at Barnsdale Gardens with free autumn-themed craft sessions. A perfect half-term activity for families.

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31st October: Nursery Walk & Talk – Winter Interest Plants
🕦 11.30am–11.50am
📍 Barnsdale Gardens
Join this short but insightful session highlighting plants that bring colour and structure to your garden throughout the colder months.

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Make the Most of October Weekends
Beyond these special events, weekends in October are perfect for:

  • Scenic walks around Rutland Water or Exton Park.
  • Exploring Oakham’s cafés and markets, ideal for cosy autumn treats.
  • Visiting local pubs with roaring fires and seasonal menus.

 
🍂 Final Thoughts
Whether you’re wandering through historic halls by twilight, enjoying the Autumn colours or picking pumpkins with the family, Oakham and Rutland are bursting with autumnal charm this October. With something happening nearly every weekend — and plenty of half-term fun — it’s the perfect time to explore. And why not check out our offers too!

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