Uppingham Vacations from $700

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
voco Leicester by IHG

voco Leicester by IHG

4 out of 5
Price was $736, price is now $700 per person
$700
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to East Midlands (EMA)
9/10 Wonderful! (734 reviews)
This was a last minute booking after we decided to go to a gig at the O2 Academy. It was perfectly located, the staff were friendly, the room was clean, the bed extremely comfortable and the shower excellent. Couldn’t fault the stay or the hotel.

Reviewed on Jan 17, 2026

Don't see what you're looking for?
See all available trips from Columbus to Uppingham
View all trips

Discover the most popular places to visit in Uppingham

Rutland waters September 18

Rutland Water Nature Reserve

Commune with nature and explore the great outdoors at Rutland Water Nature Reserve during your travels in Oakham. Check out the lively bars or top-notch restaurants in this relaxing area.

Rutland Water Nature Reserve

Normanton Church

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? Check out the lively bars or top-notch restaurants in this relaxing area.

Normanton Church

Barnsdale Gardens

Explore the great outdoors at Barnsdale Gardens, a lovely green space in Exton and Horn. Check out the lively bars or top-notch restaurants in this relaxing area.

Barnsdale Gardens

Uppingham Hotel Deals

The Crown

The Crown

3 out of 5
19 High Street East Oakham England
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $142 total per night from Feb 8 to Feb 9
$142 total
Feb 8 - Feb 9
Total with taxes and fees
8.6/10 Excellent! (165 reviews)
Friendly helpful staff

Reviewed on Dec 26, 2025

The Crown
Leicester Marriott Hotel

Leicester Marriott Hotel

4 out of 5
Smith Way, Grove Park, Enderby Leicester England
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $93 total per night from Feb 22 to Feb 23
$93 total
Feb 22 - Feb 23
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
.

Reviewed on Jan 31, 2026

Leicester Marriott Hotel
Novotel Leicester

Novotel Leicester

4 out of 5
2 Great Central Street Leicester England
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $107 total per night from Feb 15 to Feb 16
$107 total
Feb 15 - Feb 16
Total with taxes and fees
9/10 Wonderful! (993 reviews)
Good location for town centre, station, etc. Good, clean and functional rooms. Comfy bed. Hotel has a nice bar for a drink before going out. Decent selection at breakfast. Only negative - the scrambled egg was truly nasty! I have never tasted egg like it; it tasted like it was made of powder, very ...

Reviewed on Feb 2, 2026

Novotel Leicester
See all 1,235 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.

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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does an Uppingham vacation package cost?
You'll find cheap prices from $700 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.