Uppingham Vacations from $1,110

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.
OYO Sunrise Hotel, A46 N Leicester

OYO Sunrise Hotel, A46 N Leicester

3 out of 5
Price was $1,182, price is now $1,110 per person
$1,110
per person
Jul 23 - Jul 27
found 10 hours ago
Roundtrip non-stop flight included
Washington (DCA) to East Midlands (EMA)
6.8/10 (345 reviews)
Staff were fruendly and polite. Room was ok, could have been cleaner, but was comfortable

Reviewed on Nov 8, 2025

Novotel Leicester

Novotel Leicester

4 out of 5
Price was $1,437, price is now $1,293 per person
$1,293
per person
Jul 24 - Jul 29
found 10 hours ago
Roundtrip non-stop flight included
Washington (DCA) to East Midlands (EMA)
9.2/10 Wonderful! (1,005 reviews)
Room was very clean and staff was very helpful.

Reviewed on Jun 13, 2026

OYO Blaby Westfield Hotel

OYO Blaby Westfield Hotel

3 out of 5
Price was $1,253, price is now $1,182 per person
$1,182
per person
Jul 23 - Jul 27
found 10 hours ago
Roundtrip non-stop flight included
Washington (DCA) to East Midlands (EMA)
6.2/10 (51 reviews)
Fine for a one night stay. A little more attention to detail. Dirty mirror and bedside lamp not working. Served our purpose though.

Reviewed on Dec 20, 2025

Studios at St George's Tower in Leicester

Studios at St George's Tower in Leicester

2 out of 5
Leicester City Centre
Price was $1,198, price is now $1,132 per person
$1,132
per person
Jul 24 - Jul 29
found 10 hours ago
Roundtrip non-stop flight included
Washington (DCA) to East Midlands (EMA)
No reviews
Browning House by Smart Corporate Stays

Browning House by Smart Corporate Stays

2 out of 5
Westcotes
Price was $2,509, price is now $2,378 per person
$2,378
per person
Jul 23 - Jul 27
found 10 hours ago
Roundtrip non-stop flight included
Washington (DCA) to East Midlands (EMA)
No reviews
Don't see what you're looking for?
See all available trips from Columbus to Uppingham
View all trips

Uppingham Hotel Deals

The Falcon Hotel

The Falcon Hotel

3.5 out of 5
The Market Place Oakham England
9.4/10 Exceptional! (24 reviews)
"Lovely little spot with great staff…at check in the lady walked me to my room rather than just point me in the right direction, and the chap at breakfast was lovely. Room (double) was comfortable and all nice and clean."

Reviewed on May 17, 2026

Get rates
The Falcon Hotel
The Crown

The Crown

3 out of 5
19 High Street East Oakham England
$116 nightly
The price is $139 total per night from Jun 21 to Jun 22
$139 total
Jun 21 - Jun 22
Total with taxes and fees
8.8/10 Excellent! (171 reviews)
"Very welcoming staff and comfortable stay, we enjoyed eating at the pub too and were able to run a tab on the room which was very convenient. Breakfast was fantastic and varied. Parking was a bit tricky on arrival but was sorted, it’s worth getting in touch before arrival to understand arrangements ..."

Reviewed on May 16, 2026

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
$70 nightly
The price is $84 total per night from Jun 21 to Jun 22
$84 total
Jun 21 - Jun 22
Total with taxes and fees
9/10 Wonderful! (920 reviews)
"Wasn't aware of limited parking but staff were extremely helpful with alternative. The chap that checked us in was brilliant and so chatty and helpful, shame I didn't get name."

Reviewed on Jun 14, 2026

voco Leicester by IHG
See all 1,332 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 $1,110 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.