Uppingham Holidays from £299

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Your Uppingham Holiday

The hassle-free way to experience this vibrant city is with a customised Uppingham holiday package. Base yourself in the neighbourhood of Foxton, which is good for nature, history and views or go someplace else — our package deals are all about you. If your trip to Uppingham includes a little sightseeing, check out major attractions such as Rutland Water Country Park, Oakham Castle and Normanton Church. No matter your travel plans or the size of your budget, organising your ultimate tailored Uppingham holiday is a breeze with Expedia.

Top Uppingham Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
14 Acres

14 Acres

5 out of 5
Save 100% on your flight
per person
25 Sept - 27 Sept
just found
Return flight included
Belfast (BFS) to East Midlands (EMA)
No reviews
St Mary's Quarters

St Mary's Quarters

4 out of 5
Nottingham City Centre
per person
5 Sept - 12 Sept
found 20 hours ago
Return flight included
Naples (NAP) to East Midlands (EMA)
9.6/10 Exceptional! (9 reviews)
Only thing that would make it better is a hot tub on the terrace

Reviewed on 13 Jul 2025

DoubleTree by Hilton Hotel - Nottingham Gateway

DoubleTree by Hilton Hotel - Nottingham Gateway

4 out of 5
per person
5 Sept - 12 Sept
found 20 hours ago
Return flight included
Naples (NAP) to East Midlands (EMA)
8.8/10 Excellent! (1,001 reviews)
Welcoming smile on staff members.

Reviewed on 26 Jul 2025

The Beeches Hotel and Leisure Club

The Beeches Hotel and Leisure Club

4 out of 5
West Bridgford
per person
5 Sept - 12 Sept
found 20 hours ago
Return flight included
Naples (NAP) to East Midlands (EMA)
8.8/10 Excellent! (972 reviews)
We did have to ask to move rooms. Rooms on the 1st floor are very hot. We stayed 3 nights. 2 nights on the 2nd floor was much cooler.

Reviewed on 30 Jul 2025

Hart's Hotel

Hart's Hotel

4 out of 5
Nottingham City Centre
per person
5 Sept - 12 Sept
found 20 hours ago
Return flight included
Naples (NAP) to East Midlands (EMA)
9.4/10 Exceptional! (447 reviews)
Great location and lovely staff

Reviewed on 27 Jul 2025

Uppingham Essential Information

Language
English
Currency
British pounds sterling
Population
4,700
Max Temp Winter
7ºC
Max Temp Summer
21ºC
Top Sights
Oakham Castle, Barnsdale Gardens and Rutland Water Country Park

Top hotels in Uppingham

The Crown

The Crown

3 out of 5
19 High Street East, Oakham, England
Fully refundableReserve now, pay when you stay
The price is £101 per night from 6 Aug to 7 Aug
£101
6 Aug - 7 Aug
includes taxes & fees
8.6/10 Excellent! (159 reviews)
"Lovely place, great breakfast. There was a live band on also the night we stayed, and they were excellent! The staff were so nice."

Reviewed on 29 Jul 2025

The Crown
voco Leicester by IHG

voco Leicester by IHG

4 out of 5
101 Welford Road, Leicester, England
Fully refundableReserve now, pay when you stay
The price is £63 per night from 3 Aug to 4 Aug
£63
3 Aug - 4 Aug
includes taxes & fees
9/10 Wonderful! (561 reviews)
"Good room. Superb breakfast"

Reviewed on 28 Jul 2025

voco Leicester by IHG
Novotel Leicester

Novotel Leicester

4 out of 5
2 Great Central Street, Leicester, England
Fully refundableReserve now, pay when you stay
The price is £73 per night from 15 Aug to 16 Aug
£73
15 Aug - 16 Aug
includes taxes & fees
9/10 Wonderful! (840 reviews)
"We had a pleasant stay at Novotel Leicester as a family. The staff were friendly, professional, and always happy to help. The hotel was modern, clean, and very comfortable, with a great location for exploring the city. The only downside for me was breakfast which was quite limited."

Reviewed on 28 Jul 2025

Novotel Leicester
See all 1,139 properties in Uppingham
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.
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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

Oakham Castle

4/5(1 review)

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 lively bars.

Oakham Castle

Frequently asked questions

Why should I book my Uppingham holiday with Expedia?
Choose Expedia to arrange your next big adventure easily and all in the same place. Our top tip for bagging the best deal on an Uppingham getaway? Bundle your hotel, flights and/or hire car into a package holiday. Then add a few exciting tours and activities. Most bookings also have flexible cancellation policies, so there's no need to stress if you have to switch up your itinerary. Round-the-clock help with cancelling and changing your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Uppingham?
If you like the excitement that comes with peak season, head to Uppingham in January, June and September. Travelling during the quieter months of July, August and October will help you skip the crowds. To get an idea of the type of weather you can experience, the daytime average temperature in January, the coolest month in Uppingham, is 3ºC. The warmest month here is July, when temperatures reach around 16ºC.
What is the top hotel for my holiday in Uppingham?
Kick back and relax in Uppingham by choosing Redwings Lodge Uppingham as your home base and gateway to adventure and fun.
How do I get a cheap holiday to Uppingham?
Booking a hotel and flight together with Expedia won't just save precious time — it'll save you a few pounds too. An Uppingham holiday makes it easy to arrange the ideal trip. With more than 400 airlines across the world to choose from, finding flights that fit your schedule won't be a hassle. Not only that, we have over 321,000 hotels globally to select from. Now that's what you call choice. No matter who you are, Expedia puts more of the world within your reach. Learn more about how you can save money on your next holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Uppingham holiday?
There are plenty of things to explore while enjoying your holiday in Uppingham. Rutland Water Country Park, Normanton Church, Oakham Castle and Barnsdale Gardens are a few of this city's top attractions.
Do I need a visa for my Uppingham holiday?
Official government websites have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and reason for your visit, whether it be for holidays or work, will determine if you'll need a visa for Uppingham. Also ensure your passport is up to date and has a minimum of six months validity remaining after the date of your intended return. Finalise all your travel planning well in advance to avoid any last-minute surprises.
What should I wear on my Uppingham holiday?
Do a little research into the sorts of things people in Uppingham wear, and maybe even check out style blogs for some fashion tips. You'll want to create a versatile travel wardrobe filled with pieces that work for your destination and showcase your personal style. Pack with confidence by checking the forecast in Uppingham. July brings the warmest temperatures, with daytime averages of 16ºC, while January days average 3ºC, making it the coolest time of year.
What does an Expedia Uppingham holiday include?
With Expedia, you can select a combination of car hires, hotels and flights to create your ideal Uppingham package. Once you've made your booking, simply add on the fun stuff like tours and activities. Don't forget, the more you bundle, the more deals you'll score! Cottages and private holiday homes are two of the most popular property types in Uppingham. No matter your preference or size of your group, you can count on Expedia for the flexibility to customise your next escape.
Does Expedia offer Book Now, Pay Later Uppingham holidays?
We do. Expedia has joined forces with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply pick the payment plan that suits best during the checkout process and take the stress out of budgeting for your next trip. Be sure to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your holiday buck. Consider these flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's manageable monthly instalment plans. If paying over multiple transactions sounds right for you, choose this option during the checkout process.
  • No-deposit holidays: When you see 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 getaway.

Can I choose my airline with an Uppingham Expedia holiday?
Yes, and with more than 400 airlines to choose from across the globe, you've got lots of choice. Take a look at the available options and see which airline best suits your budget and needs.

* 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.