Oakham Holidays

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Your Oakham Holiday

Book a Oakham holiday package and focus on what matters — having fun. No more planning nightmares, just more free time to immerse yourself in the best of this captivating city, such as its rich traditions and rural countryside. Fill your free time with visits to Rutland Water Country Park, Oakham Castle and Barnsdale Gardens, some of the top attractions you shouldn't miss during a trip to Oakham. Check out Expedia's extensive range of travel options and book your ultimate holiday to Oakham today.

Oakham Essential Information

Language
English
Currency
British pounds sterling
Population
10,900
Max Temp Winter
7ºC
Max Temp Summer
18ºC
Top Sights
Oakham Castle, Rutland Open Air Theatre and Burghley House

Top hotels in Oakham

The Barnsdale, Rutland

The Barnsdale, Rutland

The Avenue, Exton Oakham England
Fully refundableReserve now, pay when you stay
£140
23 Sept - 24 Sept
includes taxes & fees
9/10 Wonderful! (734 reviews)
"Customer Service was excellent"

Reviewed on 24 Aug 2026

The Barnsdale, Rutland
Rutland Hall Hotel & Spa

Rutland Hall Hotel & Spa

North Oakham Oakham England
Fully refundableReserve now, pay when you stay
£125
13 Sept - 14 Sept
includes taxes & fees
8.2/10 Very good! (1,009 reviews)
"Lovely venue and surroundings. Second time we’ve stayed and we’ll be back definitely for more."

Reviewed on 25 Aug 2026

Rutland Hall Hotel & Spa
Redwings Lodge Uppingham

Redwings Lodge Uppingham

A47 Glaston Road Oakham England
Fully refundableReserve now, pay when you stay
£55
20 Sept - 21 Sept
includes taxes & fees
8/10 Very good! (819 reviews)
"Very friendly staff, good facilities at the hotel when you bring a takeaway back, ie hotel will provide you with plates, knives and forks, lovely view on the front and a nice bistro next to the hotel."

Reviewed on 26 Aug 2026

Redwings Lodge Uppingham
See all 1,980 properties in Oakham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

The Advantages of Oakham Weekend Breaks

Discover a different side of the British Isles with a weekend break in Oakham. Take short breaks away from home and enjoy some quality time in a beautiful place. You’ll come back feeling refreshed and inspired. You can have an action-packed Oakham weekend break or get some peace with a relaxing holiday. Whatever experience you’re looking for, find it with our deals on hotels in Oakham.

Cheap Weekend Breaks to Oakham

There are lots of ways to take cheap weekend breaks to Oakham. Expedia offers deals on car hires and hotel rooms and covers trips for all kinds of travellers. The best way to save is with our holiday packages in Oakham. First, choose your car hire and hotel reservation. Then we’ll bundle them together into one discounted price. Solo explorers, couples, families, and groups of friends can discover budget solutions for their weekend breaks. Once you arrive, enjoy some of the fun things to do, many of which are free or cheap to experience  

Oakham Romantic Weekend Breaks

Couples love taking romantic weekend breaks in Oakham. Whisking your lover away for a romantic Oakham weekend break is the perfect opportunity to make new memories together. Expedia offers all kinds of hotel options, so you can find romantic hotels in Oakham and choose the best place for you. Check out our deals on beautiful properties, and you’ll save even more when you choose to package your hotel reservation with a car hire.

Family Weekend Breaks in Oakham

Set some time aside to experience family weekend breaks in Oakham. There are plenty of excellent family-friendly hotels in Oakham within our selection of hotels. You can also find a place to call home in one of the holiday rentals in Oakham. With accommodation, activities, and adventure all waiting, there’s never been a better time to plan Oakham family weekend breaks.

All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays
Golf Holidays
Golf Holidays
Luxury Holidays
Luxury Holidays
gay friendly holidays
LGBTQ+ Holidays
LGBTQ+ Holidays
Romantic Holidays
Romantic Holidays
Ski Holidays
Ski Holidays
Pet Friendly Holidays
Pet Friendly Holidays
Holiday in Month
Where to go when
Where to go when

Stay near popular Oakham attractions

A historic building on an island in a body of water, with a seagull flying overhead.
Photo by Tony Hicks

Rutland Water Nature Reserve

9.2/10 (240 reviews)
Commune with nature and explore the great outdoors at Rutland Water Nature Reserve during your travels in Oakham. Visit the lively bars or top-notch restaurants in this quaint area.
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A historic building on an island in a body of water, with a seagull flying overhead.
Photo by Tony Hicks

Rutland Water Country Park

9.2/10 (43 reviews)
Explore the great outdoors at Rutland Water Country Park, a lovely green space in Oakham. Visit the top-notch restaurants or lively bars in this relaxing area.
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Oakham Castle

8.6/10 (29 reviews)
Oakham Castle is just one of the places to see in Oakham, so why not enjoy the other things to explore during your travels? Amble around this relaxing area's picturesque gardens and enjoy its top-notch restaurants.
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Normanton Church

8.8/10 (40 reviews)
Normanton Church is just one of the places to see in Edith Weston, so why not enjoy the other things to explore during your travels? Visit the lively bars or top-notch restaurants in this relaxing area.
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Barnsdale Gardens

9.0/10 (20 reviews)
Explore the great outdoors at Barnsdale Gardens, a lovely green space in Exton and Horn. Visit the top-notch restaurants or lively bars in this quaint area.
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Rutland Water

Commune with nature and explore the great outdoors at Rutland Water during your travels in Oakham. Visit the lively bars or top-notch restaurants in this relaxing area.
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The Rutland Falconry and Owl Centre

8.8/10 (12 reviews)
Enjoy an outing to The Rutland Falconry and Owl Centre during your stay in Burley. Amble around this quaint area's picturesque gardens and enjoy its lively bars.
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Lyddington Bede House

8.0/10 (9 reviews)
You can learn about the history of Lyddington with a trip to Lyddington Bede House. Visit the lively bars or top-notch restaurants in this quaint area.
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Frequently asked questions

Why should I book my Oakham holiday with Expedia?
Expedia has you covered for every aspect of your Oakham getaway. You'll always land the best prices, but when you bundle your airfares, accommodation and/or car hire into a holiday package, you'll save even more. Looking to truly make the most of your escape? Add some awesome tours and activities to your package. Expedia offers flexible cancellation policies on most bookings, so there's no need to stress if you have to change your plans. Head over to our Customer Service Portal link to find out more.
When is the best time of year to holiday in Oakham?
Peak season falls in April, July and October and is a thrilling time to visit — if you don't mind the crowds. June, November and December are typically quieter times of the year. Arrange your visit to Oakham based on what kind of adventure you want. January is the coolest time of year, when average daytime temperatures are 3ºC. In July, the warmest period, you will experience averages of 16ºC during the day.
What are the top hotels for my holiday in Oakham?
Redwings Lodge Uppingham in the Wing neighbourhood is an excellent choice for an Oakham getaway. Stay here and you'll be well-placed to get out and explore all that this buzzing city has to offer.
How do I get a cheap holiday to Oakham?
Creating your own Oakham holiday with Expedia is the easiest way to save. We have over 400 air carriers and 321,000 hotel options spread across the globe. With such a huge range to select from, you'll have no issues creating your perfect holiday. Learn more about how you can save money on your holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Oakham holiday?
There are so many things to do and see while having a holiday in Oakham. Rutland Water Country Park, Normanton Church, Oakham Castle and Barnsdale Gardens are among this city's major attractions.
What is the best area to stay in when on holiday in Oakham?
A getaway in Oakham wouldn't be complete without stopping by Rutland Water Country Park. Why not stay close to this much-loved tourist attraction?
Do I need a visa for my Oakham holiday?
Look up the latest rules on official government websites. Your nationality and whether you're travelling for business, leisure or study will determine if you need a visa for Oakham. Find out about the application process, including the required documentation, turnaround times and fees. Start your application well in advance to allow plenty of time for processing. Some visas can take weeks or even months to go through, depending on the country and time of year.
What should I wear on my Oakham holiday?
First, think about the type of activities planned during your Oakham trip and create a travel wardrobe that you can easily mix and match. For fashion inspiration or even information on dress codes, browse style blogs or social media accounts. Be sure to check the weather forecast so you can pack accordingly. The warmest month in Oakham is July, with average daytime temperatures of 16ºC. If you plan to travel in the coolest month of January, the mercury averages 3ºC during the day.
What does an Expedia Oakham holiday include?
Flights, hotels and a reliable car for all your fun road trip adventures. Simply select your favourite bundle and gain access to great discounts. Once you've made your booking, add on a few sightseeing tours and watch your savings stack up. When it comes to planning your Oakham getaway, you're the boss! Expedia features all types of properties, with the most popular in Oakham including cottages and private holiday homes. With Expedia, you'll always have the freedom and flexibility to tailor your holiday any way you like.
Does Expedia offer Book Now, Pay Later Oakham holidays?
Expedia has teamed up with online lender Klarna to make booking your next getaway a little easier on the wallet. Paying by instalment means you can spread the costs of your dream holiday, leaving you with more money to spend while you're away. Klarna has several payment plans to choose from, so you're sure to find one that falls within your budget. Browse these flexible payment options:
  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's convenient payment plans. If making small repayments each month sounds right for you, pick this option at checkout.
  • No-deposit holidays: When you stumble on an unbeatable deal but your budget doesn't quite go that far, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your escape.
Can I choose my airline with an Oakham Expedia holiday?
Yes, so take your pick! Expedia has access to more than 400 partner airlines globally, so you can customise your Oakham adventure according to your needs and budget.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.