The top 15 things to do in Oakham, Rutland (Our choices)
Oakham has plenty of activities and attractions for visitors to enjoy. Whether you’re interested in history, nature, or shopping, the town has something for everyone.
I’ve lived in Oakham for more than ten years so I know the town really well. In this guide, I’ll be sharing the Top 15 things to do in Oakham, to help you make the most of your visit.
I’ve also written similar guides for the top things to do in Uppingham (just 10 minutes away), things to do in Rutland, and the top things to do at Rutland Water. Be sure to check them out.
My Top Tips for Visitors
- Best thing to do for families: Oakham Castle is famous for its incredible collection of horseshoes hanging from the wall. They’re all gifted to the Castle by a member of the Royal Family, every time they visit the county. There’s also lots of activities that kids will enjoy, and best of all, it’s FREE!
- History lovers will enjoy: Rutland County Museum (a short walk from the Castle) is packed full of history. It tells the story of Rutland through the ages, with several pieces of large farming machinery on display.
- Favourite place to eat: I’d highly recommend a trip to Otters Deli if you’re looking for something to eat. They do food throughout the day and it’s always my No.1 choice. Food is locally sourced and prepared to a high standard. Check out the sharing platters, which are amazing!
Oakham offers a variety of activities and attractions for visitors to enjoy, including historic monuments, museums, and independent shopping.
It’s the County Town, so you’ll find many of the most popular services here. But it’s managed to retain its original feel, with many of the shops and boutiques still independent, with just a sprinking of high street names.
If you’re interested in railway history, the Oakham Railway Signal Box is a must-visit attraction. Find out why you might recognise it in my guide below!
So get planning, and I hope you find my list of The 10 Best Things to Do in Oakham really useful.
1. Oakham Castle
Oakham Castle (LE15 6DR) is a Grade II listed building and one of the finest Norman Halls in England.
I used to go to the Castle lots before Covid, but have got out of the habit more recently, but was always impressed impressed by the stunning Norman architecture and the impact of the Great Hall.
The hall is best known for its collection of enormous commemorative Horseshoes donated by members of the Royal Family and Peers of the Realm.
The castle has a rich history dating back to the 12th century when it was built to serve as a residence for the Earl of Rutland. Over the centuries, it has been used for various purposes, including as a courthouse and a prison. Today, it is a popular tourist attraction and a venue for weddings and other events.
The knowledgeable staff that work at the Castle can educate you about the building’s past and present, and they are happy to answer any questions you may have.
According to TripAdvisor, Oakham Castle is a highly-rated attraction in Oakham, with many positive reviews from visitors who have enjoyed their visit. It is definitely worth a visit if you are interested in history and landmarks.
Insider Tip
The Castle has some fantastic grounds. On a Summer’s Day, why not take a picnic and spend some time soaking up the atmosphere.
2. Oakham Farmers Market
I absolutely love visiting Oakham Farmers Market, which is held on the third Saturday of every month on Gaol Street. It’s a great way to support local farmers and producers while also enjoying some delicious food.
At the market, you’ll find a wide variety of stalls selling everything from fresh produce to handmade crafts. One of my favourite things to do is to spend a leisurely hour having a look around the market, sampling some of the local produce and chatting to the stallholders.
You’ll also find a fantastic selection of meat, cheese, and baked goods. It’s a great way to stock up on ingredients for the week while also supporting the local community.
I always make sure to pick up some fresh bread from Hambleton Bakery, which is right next to the market. It’s also a great place to find unique gifts and souvenirs, such as handmade pottery or locally-made jams and chutneys.
Overall, I would highly recommend a visit to Oakham Farmers Market. Whether you’re a foodie looking for some delicious local produce or just looking for a fun way to spend a Saturday morning, the market is definitely worth a visit.
Insider Tip
The best way to keep up-to-date with Oakham Farmers Market is through their Facebook page, which is updated regularly with dates and information.
3. Oakham Railway Signal Box
The Oakham Railway Signal Box may seem familiar when you see it and you’ll soon find out why.
The signal box is located near the Oakham railway station and is seen from the road. It makes a great photograph for railway enthusiasts or anyone interested in the history of railways.
But why is it so familiar?
Well, anyone who had a model railway as a child will recognise it as the design was the original prototype for the Airfix plastic modelling kit, which is now made by Dapol.
Insider Tip
Obviously, the signal box isn’t open to the public, but it’s well worth a quick trip to say you’ve seen it.
4. All Saints Church, Oakham
All Saints Church (LE15 6AA) is a grade I listed building and has been an important part of Oakham’s history since the 14th century.
The church’s Decorated Gothic tower and spire can be seen from miles away in the surrounding countryside.
Inside the church, look out for stunning stained glass windows that date back to the 13th century. The windows depict various scenes from the Bible and are a testament to the skill and craftsmanship of the artists who created them.
The church also hosts a range of community activities, including concerts and exhibitions.
All Saints Church is a must-visit for anyone interested in religious sites, churches, cathedrals, stained glass windows, or architecture.
Insider Tip
Make sure you look at All Saints Church from angles. You can view it from Church Street, Church Passage, Cutts Close and even from outside Oakham Castle.
5. Rutland County Museum
Rutland County Museum (LE15 6HW) can be found in the heart of the town, and showcases the rich heritage and rural life of Rutland.
The museum is free to visit, and I always find it a great place to take visitors who’re interested in finding out more about the county.
The fascinating exhibitions provide a glimpse into the county’s past, including displays on rural trades, agriculture, and crime and punishment.
The museum’s collection includes exhibits on archaeology, including exciting discoveries from the local area.
I always find the museum to be well-curated, with informative displays that are suitable for all ages. There are also interactive exhibits that make the experience engaging and fun.
Insider Tip
One of the hidden (but rather sinister) highlights of Rutland County Museum is seeing the the only surviving New Drop Gallows in England.
6. Independent Shopping
As a lover of independent shopping, I can confidently say that Oakham has some fantastic options for those looking for unique and one-of-a-kind items.
There are high street shops here – such as Boots and Costa – but most of the places you’ll find are independently owned and local.
Two of my favourite places to spend time are Cavells on Mill Street (LE15 6EA), and the Walkers Bookshop on the High Street (LE15 6AH).
Cavells is a family-run department store on Mill Street. They offer a wide range of luxury clothing, shoes, and accessories for both men and women. What I love about Cavells is their commitment to providing high-quality products from well-known brands as well as up-and-coming designers.
For book lovers, Walkers Bookshop of Oakham is a must-visit. This independent bookshop has been a fixture in Oakham since 1972 and it’s easy to see why.
They have a fantastic selection of books, including new releases, classics, and local interest titles. They also have a lovely selection of cards and gifts, making it the perfect place to find a unique present for a loved one.
Overall, Oakham has a great selection of independent shops, and these two are definitely worth a visit.
Insider Tip
Look out for the date of Oakham’s late-night Christmas Shopping, when many of the independent traders open into the evening. It’s a great chance to get some unusual and unique presents for those hard-to-buy-for relatives!
7. Rutland Showground
The Rutland Showground (LE15 7TW) now hosts a regular programme of events throughout the year, as well as many local sports and fixtures.
The showground is spread over 150 acres of land with over 13 fields, making it ideal for various outdoor activities.
It has two areas specially laid out for sports pitches. These areas are flat, well-drained, and located a short walk from the car park.
The highlight of the year is the Rutland County Show, when the county comes together for a day of fun and celebration of rural heritage.
The huge Global Birdfair is also held there every year and attracts visitors and exhibitors from all over the UK, Europe and beyond.
The Rutland Showground is a great place to visit if you are looking for a fun-filled day out. Keep an eye on their Facebook page for details of What’s On.
Insider Tip
The Showground can get incredibly busy when there is a big event on. If you’re staying in Oakham or have already parked, it’s often easier to make the short walk than trying to take your car.
8. Victoria Hall
It’s nice when somewhere that’s been underused for years is given a new lease of life, and that’s exactly what’s happening at Victoria Hall in Oakham right now.
This historic building, located right in the town centre, hosts a range of events including music concerts, theatrical performances, and dance classes.
The ground floor is also being opened up and is now home to a lovely little craft shop, which is well worth a look round. There is also an art gallery where you can easily lose track of time browsing through the work of talented local artists.
If you’re staying in Oakham and your trip coincides with one of the local events, it’s well worth getting yourself down there to see what all the fun is about.
Insider Tip
Their website seems to have fallen out of use, but their Facebook page is the best place to keep up to date with going’s on.
9. Oakham Buttercross & Town Pump
One of the most recognisable landmarks in Oakham is the Buttercross, located in the Market Place. This beautiful Grade I listed building dates back to the 17th century and was originally used as a shelter for market traders.
Today, the Buttercross is an iconic symbol of Oakham and is often used as a backdrop for photos.
Next to the Buttercross is the Town Pump, which is also a Grade I listed building. The pump was built in the 19th century and was used to provide water to the people of Oakham. The pump has a distinctive design and is a popular spot for visitors to take photos.
Just a short walk from the Buttercross and Town Pump is the site of the old Oakham stocks. The stocks were used to punish offenders and are a fascinating insight into the history of the town.
Overall, a visit to the Buttercross and Town Pump is a must for anyone visiting Oakham. These iconic landmarks are are sure to leave a lasting impression.
Insider Tip
Have a closer look at the stocks. You’d expect them to have four openings, but there are actually five! I wonder why?
10. Local Food and Drink
When it comes to food and drink in Oakham, there are plenty of options to choose from. But I thought it would helpful to share my favourites.
If you’re looking for a cafe with a great selection of food and drink, Otters Deli is a must-visit. They offer a range of sandwiches, cakes, and other treats that are perfect for a light lunch or afternoon tea.
For a more traditional pub experience, The Hornblower is a great option. They offer a range of pub classics, as well as some more modern dishes.
They also have a great selection of beers and other drinks, making it the perfect place to relax and unwind after a long day of exploring.
Their outdoor beer garden is popular and perfect for a summer’s day.
And finally, if you’re in the mood for something a bit more exotic, Sarpech Indian Restaurant is a great choice.
They offer a range of authentic Indian dishes, as well as some more modern takes on classic recipes. It’s my favourite place to eat in Oakham.
11. Rutland Farm Park
Open 7 days a week in summer, Rutland Farm Park (LE15 6JD) is a great family attraction right in the heart of Oakham.
It’s a small 18-acre working family farm open for people to explore and get up close to the animals. Be sure to check out Mr Tom the Shire Horse, and their Highland and Hereford Cows.
There’s also little animals like rabbits and guinea pigs, as well as sheep, goats, pygmy goats, pigs, cows, ponies, chickens, geese, alpacas and more.
Allow time to visit their Tea Room for breakfast, lunch, afternoon tea and cakes. It’s a great little pit stop to rest weary legs.
The Farm Park also has regular events so keep an eye on their website to find out more.
Insider Tip
Parking is available at the Farm Park. But if you’re combining with a stay or visit to Oakham, then it’s within easy walking distance of the town centre.
12. Escape Room
The clock is ticking and you have a multiple clues to solve before the door locks shut forever! OK, it’s not quite that dramatic! But there’s a huge amount of fun to be had at One Way Out Escape Room (LE15 6LN) on Long Row, Oakham.
If you’re not familiar with escape rooms, the concept is really simple. You’re locked in a room as a team and have up to one hour (usually) to solve a series of cryptic clues to complete the game.
It’s great fun, and games are tailored for all ages, meaning it’s great as a couple or a group of friends, but equally enjoyable as a family.
There are around ten games at any one time. Some are permanent, some are seasonal (think Christmas games, Easter Games etc) and a couple can be taken to different locations.
I’ve done two games there now and enjoyed every single one. No spoilers! But you really have to think differently from everyday life and once you start doing that then the clues seem that little bit more solvable.
Insider Tip
So far, I’ve tried two games – Toy Shop and Rhyming Room – and found both of them to be great fun. Although we did need a few clues along the way!
13. Oakham Record Shop
Vinyl is making a huge comeback and seems more popular than ever. It’s certainly the case in Oakham where Rock-a-buy Records (LE15 6EA) is doing a roaring trade, thank to their great selection of music from through the ages.
Recently expanded in a bigger shop, it’s a great place to spend time flicking through the different types of music. Choose from pretty much out any artist or type of music out there and perhaps add to your collection every time you visit Oakham.
What’s really great about an independent record shop like this is that the owner is so knowledgeable and helpful. Nothing seems too much trouble and it’s easy to lose track of time while learning more about music.
You can find the record shop just off the High Street, at the end of Crown Walk.
Insider Tip
Not a visit to rush. Make sure you have plenty of time so you can look through the thousands of vinyls in stock at any one time.
14. Oakham Heritage Trail
The best way to get to know somewhere is a walking tour, and that’s where the Oakham Heritage Trail can familiarise yourself with the town.
The self-guided trail takes you past famous landmarks like Oakham Castle, All Saints’ Church, Dean’s Street, Rutland Library and Rutland County Museum.
If you’re interested in learning more about the history of Oakham or simply getting to know your bearings, it’s well worth doing.
Insider Tip
You can download the Heritage Trail leaflet on the Discover Rutland website, or pick up a copy in places like the Tourist Information Centre at Rutland Water.
15. Cutts Close
Great for families, thanks to the wide open space, skateboard park and children’s play area. Cutts Close is just a short walk from the town centre and a popular hang-out for families and young people.
During the summer, there are often concerts in the Bandstand, and bigger events that benefit from the whole of the park.
Insider Tip
To find Cutts Close, either walk through Burley Road car park, access from Church Street, or there is a passageway that goes from the Market Square.
Frequently Asked Questions
What are some of the top attractions to visit in Oakham?
Oakham Castle and Rutland County Museum are the top two attractions in Oakham. Visitors can also enjoy a leisurely stroll around the town’s historic streets and take in the beautiful architecture.
What historical sites are in Oakham?
Oakham is rich in history, and it’s reflected in its many historical sites. Visitors can explore the 12th century Oakham Castle, which is one of the oldest and most well-preserved Norman castles in England. Other historical sites to visit include the All Saints Church, the Oakham School Chapel, and the Rutland County Museum.
Which National Trust sites are located near Oakham?
There are several National Trust sites located near Oakham that are worth visiting. These include the Belton House, Woolsthorpe Manor, and Lyveden New Bield. Each of these sites offers a unique glimpse into England’s history and architecture.
What are the best pubs to visit in Oakham?
Oakham is home to several charming pubs that are perfect for a relaxing drink or a traditional pub lunch. Some of the best pubs to visit in Oakham include The Grainstore Brewery Tap, The Wheatsheaf, and the Lord Nelson.
What are some recommended hotels to stay at in Oakham?
Oakham has a variety of hotels and bed and breakfasts that cater to different budgets and preferences. There are two hotels I’d recommend – The Old Wisteria Hotel and the Brook Whipper-In.
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