Uppingham Vacations from $793
Book a Hotel + Flight or Car together to unlock savings
Your Uppingham Vacation
The hassle-free way to experience this vibrant city is with a customized Uppingham vacation package. Base yourself in the neighborhood 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, organizing your ultimate tailored Uppingham vacation is a breeze with Expedia.
The Latest Uppingham vacation packages
Price found within the past 48 hours. Click for updated prices.
Quorn Grange Hotel
$1,612
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip flight included
New York (NYC) to East Midlands (EMA)
8.2/10 Very Good! (437 reviews)
Large hotel in large grounds in a quiet location.
It was clean and tidy, very friendly staff.
The evening meal was excellent. Breakfast, your average buffet.
On our stay the hotel was very quiet. It does have the facility for large functions!
Reviewed on Aug 13, 2026
The Old Pheasant Hotel
$1,610
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip flight included
New York (NYC) to East Midlands (EMA)
9.2/10 Wonderful! (133 reviews)
Recently stayed at the old pheasant for a 2 night break with family…staff were very friendly … enjoyed a nice meal our first night…pre ordering breakfast was good …it was a lovely traditional pub full character…..
Reviewed on Aug 14, 2026
Uppingham Hotel Deals
The Crown
19 High Street East Oakham England
Fully refundableReserve now, pay when you stay
$129 nightly
$155 total
Aug 18 - Aug 19
Total with taxes and fees
8.8/10 Excellent! (173 reviews)
"Very hot rooms and ideally windows need to be left open in the summer - breakfast was poor"
Reviewed on Aug 12, 2026
voco Leicester by IHG
101 Welford Road Leicester England
Fully refundableReserve now, pay when you stay
$64 nightly
$77 total
Aug 16 - Aug 17
Total with taxes and fees
Holiday Inn Express Kettering by IHG
Weekley Wood Avenue Kettering England
Fully refundable
$73 nightly
$88 total
Aug 23 - Aug 24
Total with taxes and fees
8.6/10 Excellent! (899 reviews)
"The room was very clean, staff were very helpful and parking was good, breakfast included in the price was a welcome bonus, the only thing to mildly note was the pillows could have been better and will bring my own next time, will definitely stay again"
Reviewed on Aug 13, 2026
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.
Find the Best Uppingham Vacation Packages
Uppingham Essential Information
Language | English |
|---|---|
Currency | British pounds sterling |
Population | 4,700 |
Max Temp Winter | 45ºF |
Max Temp Summer | 70ºF |
Top Sights | Oakham Castle, Normanton Church and Barnsdale Gardens |
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Frequently asked questions
How much does an Uppingham vacation package cost?
You'll find cheap prices from $793 on Expedia for your Uppingham getaway. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Uppingham costs.
What are the cheapest months to go to Uppingham?
If you're looking to snag a cheap Uppingham vacation package, consider planning a trip in July, August and October. You'll usually find lower rates on accommodations and flights during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Uppingham?
The ideal duration for your Uppingham vacation depends on what you'd like to see. Usually, a few days to a week will give you enough time to hit all the top sights and discover some hidden spots along the way.
How to find the best Uppingham package deals?
Finding a cheap Uppingham package deal is a breeze with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most economical Uppingham package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book an Uppingham vacation as a package?
You can enjoy significant savings on your next Uppingham break by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Uppingham?
Secure amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Uppingham break.
Does Expedia offer Book Now, Pay Later Uppingham vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Uppingham vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.