# Penn Castle Estate, Portland, Dorset Spectacular venue on the Isle of Portland for holidays, weddings and special occasions, sleeping 40 in the castle and clifftop lodges ## At a Glance - Sleeps 4 - 40 - 19 bedrooms - Dining for 20 ## Images - Total images stored: 59 - 1. https://www.groupaccommodation.com/wp-content/uploads/2025/10/Penn-Castle-June-22-Final-109.jpg - 2. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-Library-6.jpg - 3. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-PennCastlecommunalrooms-16.jpg - 4. https://www.groupaccommodation.com/wp-content/uploads/imported/47393150_2200902186588820_4893910673089626112_o.jpg (caption: Dinner on the Terrace at Pennsylvania Castle; alt: Dinner on the Terrace at Pennsylvania Castle) - 5. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-PennCastlecommunalrooms-2.jpg - 6. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-Library-5.jpg - 7. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-Orpheus-3.jpg - 8. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-Orpheus-4.jpg - 9. https://www.groupaccommodation.com/wp-content/uploads/2025/10/Penn-Castle-June-22-Final-113.jpg - 10. https://www.groupaccommodation.com/wp-content/uploads/2025/10/Penn-Castle-June-22-Final-112.jpg - 11. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-PennCastlecommunalrooms-22.jpg - 12. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-PennCastlecommunalrooms-4.jpg - 13. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-PennCastlecommunalrooms-19.jpg - 14. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-PennCastlecommunalrooms-24.jpg - 15. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-PennCastlecommunalrooms-6.jpg - 16. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-PennCastlecommunalrooms-10.jpg - 17. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-PennCastlecommunalrooms-15.jpg - 18. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-PennCastlecommunalrooms-14.jpg - 19. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-PennCastlecommunalrooms-3.jpg - 20. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-PennCastlecommunalrooms-8.jpg - 21. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-PennCastlecommunalrooms-18.jpg - 22. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-Botanical-3.jpg - 23. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-CapeSchanck-2.jpg - 24. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-CapeSchanck-4.jpg - 25. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-Daintree-1.jpg - 26. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-Daintree-2.jpg - 27. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-HalfMoon-1.jpg - 28. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-Library-1.jpg - 29. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-Library-3.jpg - 30. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-MargaretRiver-2.jpg - 31. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-PrintHall-1.jpg - 32. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-PrintHall-2.jpg - 33. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-Raffles-2.jpg - 34. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-Royal-2.jpg - 35. https://www.groupaccommodation.com/wp-content/uploads/2025/10/Penn-Castle-June-22-Final-028.jpg - 36. https://www.groupaccommodation.com/wp-content/uploads/2025/10/Penn-Castle-June-22-Final-108.jpg - 37. https://www.groupaccommodation.com/wp-content/uploads/2025/10/Penn-Castle-Rod-Kashas-Wedding-75.jpg - 38. https://www.groupaccommodation.com/wp-content/uploads/2025/10/resized_Penn-Castle-PennCastlecommunalrooms-20.jpg - 39. https://www.groupaccommodation.com/wp-content/uploads/imported/14390936_1281782651834116_3837256652425254319_n.jpg (caption: Pennsylvania Castle at Dusk; alt: Pennsylvania Castle at Dusk) - 40. https://www.groupaccommodation.com/wp-content/uploads/2025/10/Penn-Castle-Estate-Clifftops-Clifftops-JimStephenson-1-WebRes.jpg (caption: Clifftops by Morrow + Lorraine. Copyright Jim Stephenson 2020) - 41. https://www.groupaccommodation.com/wp-content/uploads/2025/10/Penn-Castle-Estate-Clifftops-Clifftops-JimStephenson-39-WebRes.jpg (caption: Clifftops by Morrow + Lorraine. Copyright Jim Stephenson 2020) - 42. https://www.groupaccommodation.com/wp-content/uploads/2025/10/Penn-Castle-Estate-Clifftops-Clifftops-JimStephenson-43-WebRes.jpg (caption: Clifftops by Morrow + Lorraine. Copyright Jim Stephenson 2020) - 43. https://www.groupaccommodation.com/wp-content/uploads/2025/10/Penn-Castle-Estate-Clifftops-Clifftops-JimStephenson-44-WebRes.jpg (caption: Clifftops by Morrow + Lorraine. Copyright Jim Stephenson 2020) - 44. https://www.groupaccommodation.com/wp-content/uploads/2025/10/Penn-Castle-Estate-Clifftops-Clifftops-JimStephenson-48-WebRes.jpg (caption: Clifftops by Morrow + Lorraine. Copyright Jim Stephenson 2020) - 45. https://www.groupaccommodation.com/wp-content/uploads/2025/10/Penn-Castle-Estate-Clifftops-Clifftops-JimStephenson-61-WebRes.jpg (caption: Clifftops by Morrow + Lorraine. Copyright Jim Stephenson 2020) - 46. https://www.groupaccommodation.com/wp-content/uploads/2025/10/Penn-Castle-Estate-Clifftops-Clifftops-JimStephenson-53-WebRes.jpg (caption: Clifftops by Morrow + Lorraine. Copyright Jim Stephenson 2020) - 47. https://www.groupaccommodation.com/wp-content/uploads/2025/10/Penn-Castle-Estate-Clifftops-Clifftops-JimStephenson-66-WebRes.jpg (caption: Clifftops by Morrow + Lorraine. Copyright Jim Stephenson 2020) - 48. https://www.groupaccommodation.com/wp-content/uploads/2025/10/Penn-Castle-Estate-Clifftops-Clifftops-JimStephenson-62-WebRes.jpg (caption: Clifftops by Morrow + Lorraine. Copyright Jim Stephenson 2020) - 49. https://www.groupaccommodation.com/wp-content/uploads/2025/10/Penn-Castle-Estate-Clifftops-Clifftops-JimStephenson-70-WebRes.jpg (caption: Clifftops by Morrow + Lorraine. Copyright Jim Stephenson 2020) - 50. https://www.groupaccommodation.com/wp-content/uploads/2025/10/Penn-Castle-Estate-Clifftops-Clifftops-JimStephenson-77-WebRes.jpg (caption: Clifftops by Morrow + Lorraine. Copyright Jim Stephenson 2020) - 51. https://www.groupaccommodation.com/wp-content/uploads/2025/10/Penn-Castle-Estate-Clifftops-Ope-Bedroom-2.jpg - 52. https://www.groupaccommodation.com/wp-content/uploads/2025/10/Penn-Castle-Estate-Clifftops-Ope-Lounge.jpg - 53. https://www.groupaccommodation.com/wp-content/uploads/2025/10/Penn-Castle-Estate-Clifftops-Ope-Master-Bedroom.jpg - 54. https://www.groupaccommodation.com/wp-content/uploads/2026/01/resized_Penn-Estate-Christmas-008.jpg - 55. https://www.groupaccommodation.com/wp-content/uploads/2026/01/resized_Penn-Estate-Christmas-020.jpg - 56. https://www.groupaccommodation.com/wp-content/uploads/2026/01/resized_Penn-Estate-Christmas-031.jpg - 57. https://www.groupaccommodation.com/wp-content/uploads/2026/01/resized_Penn-Estate-Christmas-057.jpg - 58. https://www.groupaccommodation.com/wp-content/uploads/2026/01/resized_Penn-Estate-Christmas-115.jpg - 59. https://www.groupaccommodation.com/wp-content/uploads/2026/01/resized_Penn-Estate-Christmas-Darker-001.jpg ## Floor Plans - 1. https://www.groupaccommodation.com/wp-content/uploads/imported/Ground Floor_0.png (alt: Ground Floor) - 2. https://www.groupaccommodation.com/wp-content/uploads/imported/Mezzanie Floor.png (alt: Mezzanine Floor) - 3. https://www.groupaccommodation.com/wp-content/uploads/imported/First Floor.png (alt: First Floor) ## About The Property Penn Castle Estate has accommodation for 40: Penn Castle sleeps 20 in 9 bedrooms (alternatively, a reduced number of bedrooms can be offered to smaller groups) 5 Clifftops lodges sleep 4 in each unit to a maximum of 20 guests (Cove Lodge sleeps 6 in 3 bedrooms for additional guests) Located on the Isle of Portland, Penn Castle Estate (or The Penn) overlooks the impressive Church Ope Cove and UNESCO World Heritage Jurassic coastline. The Penn is an exclusive wedding, events and private rentals venue with stunning sea views and direct access to the Cove beach. Clifftops is a new unique development of 5 nature-inspired lodges offering luxury living inside and outside, situated on the edge of the estate. Perfect for large group stays including friends, families, weddings and corporate gatherings. The ground floor of Penn Castle has several inviting living areas and each is designed to offer a space enjoyable for all guests. Whilst staying at The Penn, various dining options are available: you can enjoy the fully equipped kitchen or have your own private chef cater to your needs. Guests staying at the lodges can cook for themselves or join the larger group for a special meal in the castle. In the winter months, guests can retreat to the orangery. The indoor pool is available here for 2026 but will be unavailable thereafter. The grounds of Penn Castle are sure to impress with numerous terraces and spectacular landscaped gardens, perfect for outdoor entertaining. Enjoy stunning seascapes from the comfort of the drawing room, or watch the sunrise while having breakfast in the conservatory. Relax on the elevated patios at the lodges for an early coffee or a drink in the evening listening to the waves below and savouring the breathtaking views. Each of the Clifftops lodges has open plan modern interiors, 2 bedrooms and bathrooms, and spectacular sea views, with a private terrace At Penn Castle, many services can be arranged, including daily housekeeping, childcare, spa treatments, a private chef and staff. There is also an extensive range of activities that can be arranged on site or in the local area, including water sports, wine tasting, bike hire and murder mystery parties. ## Facilities - **WiFi:** Free WiFi available throughout. - **Kitchen:** Fully equipped large kitchen in Penn Castle. The lodges also have fully equipped kitchens. - **Dining Room:** Flexible dining options with a licensed bar for up to 100 in Penn Castle. Each Clifftops lodge has inside and outside dining for 4. - **Sitting Room:** Penn Castle has a study, library, conservatory and drawing room. Clifftops lodges have open plan lounges with comfy sofas, TV and feature fire. - **TV and Music Facilities:** Two flat screen smart TVs and portable Bose speaker system. TV in each lodge. - **Games Room:** Large garden games available. - **Heating and Open Fires:** Castle is fully heated plus one gas fire in the drawing room. Lodges have underfloor heating and feature fires. - **Bedrooms:** 9 en suite bedrooms, king-size and twin rooms in the castle. Each lodge has 2 rooms, 1 king and 1 that can be set up as a king or twin. En suite. - **Bathrooms:** 10 bathrooms with showers and bath tubs in the castle. Each lodge has 1 en suite and a family bathroom with tub. - **Linen:** All bed linen and bathroom towels are provided. - **Children's Facilities:** Baby sitting can be arranged on request, and cots and high chairs are available. - **Outdoor:** Large private garden, waterfall, large terrace and patio areas with tables and chairs. Lodges have elevated patios, outside kitchens and furniture. - **Parking:** Secure, gated driveway with parking for up to 20 and a Tesla electronic vehicle charging point. Parking at lodges. - **Electric Vehicle Charging:** Tesla electronic vehicle charging point. - **Smoking:** Non-smoking. ## Rental Rates ### Additional rates | Period | Weekly | 3 Night Weekend | 2 Night Weekend | Midweek per night | | --- | --- | --- | --- | --- | | Clifftops Silva Lodge prices from | - | £562 | - | - | | Clifftops Ope Lodge price from | - | £803 | - | - | | Penn Castle Christmas 2026 - from 18th, min 5 nights | £22968 | £18374 | - | - | Prices shown in GBP. ## Booking Information - Payments – 30% deposit at time of booking, final payment 3 months before arrival. - - We allow check in/check out any day of the week. We do prefer a Monday arrival and Friday departure where possible. - - We have a 3 night minimum stay. - - We take a £2000 refundable damage deposit for the Castle. We do not take additional damage deposits when booking the Clifftops alongside the Castle. ## Availability Please contact the owner for available dates. ## Enquiry - Enquiry link: https://www.groupaccommodation.com/properties/penn-castle-estate-portland-dorset#enquiry ## Location ### Location breadcrumb [Europe](https://www.groupaccommodation.com/locations/europe) > [UK](https://www.groupaccommodation.com/locations/uk) > [England](https://www.groupaccommodation.com/locations/england) > [South West England](https://www.groupaccommodation.com/locations/south-west-england) > [Dorset](https://www.groupaccommodation.com/locations/dorset) > [Portland](https://www.groupaccommodation.com/locations/portland) ### Address Address: Pennsylvania Road, Portland, Dorset, DT5 1HZ, GB Latitude: 50.5389277 Longitude: -2.4304293 ### About The Area Situated on Portland, Pennsylvania Castle overlooks the stunning Church Ope Cove and UNESCO World Heritage Jurassic Coastline. ### What's Nearby? - **Location:** Just 7 miles away is Weymouth town, where you can find a wider range of restaurants, bars and shops. - **Shop:** There is a Tesco supermarket and Co-op shop in Easton square, about a 10 minute walk from the Castle. - **Food and Drink:** There are village pubs and shops situated about a 10 minute walk away. - **Airport:** Our closest airport is Bournemouth and it is about an hour away. Pennsylvania Castle can also offer its own private helipad available for use by prior arrangement. - **Train:** About 7 miles away is Weymouth train station, which connects straight to London Waterloo. This journey will take just over 2.5 hours. - **Bus:** There are regular buses in Easton Square, a 10 minute walk away. ## Owner Contact Details - Contact name: Kiya Vaughan - Phone: +44 (0)1305 820 918 - Email: enquiry@thepenn.co.uk - Website: https://www.thepennestate.co.uk/the-estate/the-penn/