Uppingham Vacations from $2,149

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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.
mour Hotel

mour Hotel

4.5 out of 5
Price was $2,175, price is now $2,149 per person
$2,149
per person
Jul 30 - Jul 31
found 23 hours ago
Roundtrip flight included
Miami (MIA) to East Midlands (EMA)
8/10 Very Good! (1,004 reviews)
Everything was perfect, only observation was that the carpets were looking tired.

Reviewed on May 24, 2026

Bushrah House

Bushrah House

2 out of 5
Price was $2,336, price is now $2,298 per person
$2,298
per person
Jul 30 - Jul 31
found 23 hours ago
Roundtrip flight included
Miami (MIA) to East Midlands (EMA)
No reviews
Kick Back Relax Stylish Space With Balcony

Kick Back Relax Stylish Space With Balcony

2 out of 5
Price was $2,219, price is now $2,191 per person
$2,191
per person
Jul 30 - Jul 31
found 23 hours ago
Roundtrip flight included
Miami (MIA) to East Midlands (EMA)
No reviews
St Mary's Quarters

St Mary's Quarters

4 out of 5
Nottingham City Centre
Price was $2,214, price is now $2,188 per person
$2,188
per person
Jul 30 - Jul 31
found 23 hours ago
Roundtrip flight included
Miami (MIA) to East Midlands (EMA)
9/10 Wonderful! (45 reviews)
Absolutely perfect for a weekend break- room and facilities spotless, and location is right in the middle of the city minutes from Hockley and great food/bars. Check-in online takes a few minutes and then you’re sent an electronic code to access property. Will definitely be returning.

Reviewed on May 17, 2026

Nottingham City Centre by Sunday

Nottingham City Centre by Sunday

4 out of 5
Nottingham City Centre
Price was $2,172, price is now $2,150 per person
$2,150
per person
Jul 30 - Jul 31
found 23 hours ago
Roundtrip flight included
Miami (MIA) to East Midlands (EMA)
7.8/10 Good! (1,009 reviews)
Smallest double room I had ever stayed in Hotel itself clean good central location and pleasant helpful staff

Reviewed on May 25, 2026

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Discover the most popular places to visit in Uppingham

Rutland Water Nature Reserve

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 quaint area.

Rutland Water Nature Reserve

Barnsdale Gardens

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

Barnsdale Gardens

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 top-notch restaurants or lively bars in this quaint area.

Normanton Church

Uppingham Hotel Deals

The Crown

The Crown

3 out of 5
19 High Street East Oakham England
$123 nightly
The price is $148 total per night from May 31 to Jun 1
$148 total
May 31 - Jun 1
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 refundable
$69 nightly
The price is $83 total per night from Jun 7 to Jun 8
$83 total
Jun 7 - Jun 8
Total with taxes and fees
9/10 Wonderful! (901 reviews)
"Lovely hotel, really comfortable bed, fantastic decor. Always stay here when in Leicester."

Reviewed on May 25, 2026

voco Leicester by IHG
Barton Hall Hotel & Spa

Barton Hall Hotel & Spa

4 out of 5
Barton Rd Kettering England
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $109 total per night from May 31 to Jun 1
$109 total
May 31 - Jun 1
Total with taxes and fees
9/10 Wonderful! (276 reviews)
"Night away with the loved one, great room, spa was lovely and clean"

Reviewed on May 19, 2026

Barton Hall Hotel & Spa
See all 1,326 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

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Frequently asked questions

How much does an Uppingham vacation package cost?
You'll find cheap prices from $2,149 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.