Oakham Holidays from £156

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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.

Top Oakham Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The River Don Tavern and Lodge

The River Don Tavern and Lodge

3 out of 5
per person
21 Aug - 24 Aug
found 1 day ago
Return flight included
Dublin (DUB) to East Midlands (EMA)
8.8/10 Excellent! (76 reviews)
Good sized room. Excellent menu options for dinner.

Reviewed on 29 May 2025

OYO Sunrise Hotel, A46 N Leicester

OYO Sunrise Hotel, A46 N Leicester

3 out of 5
per person
23 Aug - 27 Aug
found 15 hours ago
Return flight included
London (LGW) to East Midlands (EMA)
7/10 Good! (285 reviews)
Was great for an overnight stay. Bed was comfy.

Reviewed on 6 Jul 2025

Park Plaza Nottingham

Park Plaza Nottingham

4 out of 5
Nottingham City Centre
per person
18 Aug - 24 Aug
found 1 day ago
Return flight included
London (LON) to East Midlands (EMA)
8.6/10 Excellent! (1,005 reviews)
It was really everything we wanted. It was our favourite of all the hotels we've stayed at in Nottingham. It will be our mainstay now.

Reviewed on 13 Jul 2025

voco Leicester by IHG

voco Leicester by IHG

4 out of 5
per person
22 Aug - 24 Aug
found 14 hours ago
Return flight included
Dublin (DUB) to East Midlands (EMA)
9/10 Wonderful! (516 reviews)
Always love staying at Voco, property always clean same with the rooms, breakfast was also great large selection of foods for any one with dietary preferences. Reception staff always helpful and polite. Bonus it is pet friendly. Thankyou Karen Harrison

Reviewed on 16 Jul 2025

Mercure Nottingham City Centre George Hotel

Mercure Nottingham City Centre George Hotel

4 out of 5
Nottingham City Centre
per person
18 Aug - 24 Aug
found 1 day ago
Return flight included
London (LON) to East Midlands (EMA)
7.8/10 Good! (1,001 reviews)
rooms a bit small but confortable

Reviewed on 27 Jun 2025

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

Rutland Hall Hotel

Rutland Hall Hotel

4 out of 5
North Oakham, Oakham, England
8.2/10 Very Good! (943 reviews)
"Best stay.. would go back again"

Reviewed on 22 Jun 2025

Get rates
Rutland Hall Hotel
The Barnsdale, Rutland

The Barnsdale, Rutland

4 out of 5
The Avenue Exton, Oakham, England
Fully refundableReserve now, pay when you stay
The price is £125 per night from 6 Aug to 7 Aug
£125
6 Aug - 7 Aug
includes taxes & fees
8.8/10 Excellent! (636 reviews)
"Overall a nice stay at the property. The two highlights for us were the beautiful Spa, lovely facilities & really beautiful setting! And the staff - excellent customer service - very friendly & attentive! Overall the rooms are okay, the decor as other reviews suggest is a little on the older side ..."

Reviewed on 9 Jun 2025

The Barnsdale, Rutland
Redwings Lodge Uppingham

Redwings Lodge Uppingham

2.5 out of 5
A47 Glaston Road, Morcott, Oakham, England
The price is £50 per night from 20 Jul to 21 Jul
£50
20 Jul - 21 Jul
includes taxes & fees
7.8/10 Good! (727 reviews)
Good, no frills
"It was good, no complaints and no frills."

Reviewed on 6 Jul 2025

Redwings Lodge Uppingham
See all 1,667 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

Popular places to visit

Rutland Water Nature Reserve

Rutland Water Nature Reserve

4.5/5(122 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 relaxing area.

Rutland Water Nature Reserve
Normanton Church

Normanton Church

4.5/5(2 reviews)

You can learn about the history of Edith Weston with a trip to Normanton Church. Visit the top-notch restaurants or lively bars in this quaint area.

Normanton Church

Barnsdale Gardens

4/5(1 review)

Explore the great outdoors at Barnsdale Gardens, a lovely green space in Oakham. Visit the top-notch restaurants or lively bars in this quaint area.

Barnsdale Gardens

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.

* 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.