Oakham Holidays from £103

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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.
OYO Aparthotel Hathern – Loughborough

OYO Aparthotel Hathern – Loughborough

2 out of 5
Price was £138, price is now £103 per person
£103
per person
4 Sept - 7 Sept
found 1 day ago
Return flight included
Dublin (DUB) to East Midlands (EMA)
7/10 Good! (139 reviews)
Parking best part of experience

Reviewed on 8 Jul 2026

Nottingham City Centre by Sunday

Nottingham City Centre by Sunday

4 out of 5
Nottingham City Centre
Save 100% on your flight
Price was £221, price is now £156 per person
£156
per person
4 Sept - 7 Sept
found 1 day ago
Return flight included
Dublin (DUB) to East Midlands (EMA)
7.8/10 Good! (1,001 reviews)
No signage to say it’s the Mercure Needs a refurb

Reviewed on 6 Jul 2026

Comfy 2BR Flat on Hucknall Road

Comfy 2BR Flat on Hucknall Road

2 out of 5
Basford
Save 100% on your flight
Price was £251, price is now £189 per person
£189
per person
4 Sept - 7 Sept
found 1 day ago
Return flight included
Dublin (DUB) to East Midlands (EMA)
No reviews

Bennetts Hotel

Bennetts Hotel

3.5 out of 5
Price was £158, price is now £123 per person
£123
per person
4 Sept - 7 Sept
found 1 day ago
Return flight included
Dublin (DUB) to East Midlands (EMA)
7.6/10 Good! (84 reviews)
No mattress cover on bed, no pillow protectors. The laminate flooring has shrunk or been water damaged and not repaired. Shower head was caked in lime scale.

Reviewed on 9 Jul 2026

mour Hotel

mour Hotel

4.5 out of 5
Save 100% on your flight
Price was £208, price is now £163 per person
£163
per person
4 Sept - 7 Sept
found 1 day ago
Return flight included
Dublin (DUB) to East Midlands (EMA)
8/10 Very good! (1,001 reviews)
Great food, bar, staff, AC, carpets getting a bit threadbare tho - only reason for star downgrade

Reviewed on 9 Jul 2026

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

Redwings Lodge Uppingham

Redwings Lodge Uppingham

2.5 out of 5
A47 Glaston Road Oakham England
The price is £55 per night from 26 Jul to 27 Jul
£55
26 Jul - 27 Jul
includes taxes & fees
8/10 Very good! (807 reviews)
"Good value accommodation When the cafe next door is reopened it would be ideal"

Reviewed on 9 Jul 2026

Redwings Lodge Uppingham
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 £135 per night from 4 Aug to 5 Aug
£135
4 Aug - 5 Aug
includes taxes & fees
9/10 Wonderful! (714 reviews)
"The Barnsdale hotel is in a lovely and convenient setting with ample parking. The Sydnet spa is great and the pool was wonderful for an afternoon cool down. Plus super cute Highland cows! Breakfast and dinner is wonderful in the beautiful courtyard. The Barnsdale is an old building which means the ..."

Reviewed on 10 Jul 2026

The Barnsdale, Rutland
Rutland Hall Hotel & Spa

Rutland Hall Hotel & Spa

4 out of 5
North Oakham Oakham England
Fully refundableReserve now, pay when you stay
The price is £180 per night from 22 Jul to 23 Jul
£180
22 Jul - 23 Jul
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"Overall the property and grounds are lovely, although I was there for a wedding so didn't have much time to explore and enjoy them properly. I also didn't use the spa so can't comment on that. The weekend was hot (but not heatwave) and the rooms were incredibly hot. There is no AC in the bedrooms ..."

Reviewed on 3 Jul 2026

Rutland Hall Hotel & Spa
See all 1,953 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

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
Open 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 relaxing area.
See properties

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.

Explore a world of travel with Expedia

* 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.