Uppingham Vacations from $1,126

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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.
Nottingham Belfry Hotel & Spa

Nottingham Belfry Hotel & Spa

4 out of 5
Price was $1,221, price is now $1,126 per person
$1,126
per person
Oct 26 - Oct 31
found 15 hours ago
Roundtrip flight included
Washington (IAD) to East Midlands (EMA)
8.4/10 Very Good! (1,004 reviews)
Pleasant stay for 1 x night.... clean, tidy and has most things ypu want. Lighting in the rooms a lttle dark for my liking. Breakfast was good.... didn't have dinner in the restaurant as arrived late Perfect 1 x night stop over

Reviewed on Aug 11, 2025

Bushrah House

Bushrah House

2 out of 5
Price was $2,113, price is now $1,846 per person
$1,846
per person
Oct 26 - Oct 31
found 15 hours ago
Roundtrip flight included
Washington (IAD) to East Midlands (EMA)
No reviews
White Hart Hotel

White Hart Hotel

4 out of 5
Price was $1,365, price is now $1,273 per person
$1,273
per person
Oct 26 - Oct 31
found 15 hours ago
Roundtrip flight included
Washington (IAD) to East Midlands (EMA)
9/10 Wonderful! (628 reviews)
Beautiful hotel with outstanding decor and fantastic location. The hot weather was an issue in the bedrooms - three rooms were stifling and as a listed building air conditioning was not allowed to be fitted apparently. Hot night and although a small desk fan provided- but had little effect. Food was lovely at breakfast but not all available- service a little slow. Would stay again in the cooler months.

Reviewed on Aug 18, 2025

Belton Woods Hotel, Spa & Golf Resort

Belton Woods Hotel, Spa & Golf Resort

4 out of 5
Price was $1,273, price is now $1,191 per person
$1,191
per person
Oct 26 - Oct 31
found 15 hours ago
Roundtrip flight included
Washington (IAD) to East Midlands (EMA)
8.6/10 Excellent! (990 reviews)
Room was a little dated. Apart from that great place and 2 good golf courses.

Reviewed on Jul 26, 2025

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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
10/10 😻

Normanton Church

You can learn about the history of Edith Weston with a trip to Normanton Church. Check out the lively bars or top-notch restaurants in this relaxing area.

Normanton Church

Oakham Castle

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 top-notch restaurants.

Oakham Castle

Uppingham Hotel Deals

The Crown

The Crown

3 out of 5
19 High Street East, Oakham, England
$118 nightly
The price is $142 total per night from Sep 8 to Sep 9
$142 total
Sep 8 - Sep 9
Total includes taxes and fees
8.6/10 Excellent! (161 reviews)
"Bed was very hard and the shower cubicle was a little tired. Breakfasts were very enjoyable."

Reviewed on Aug 18, 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
$71 nightly
The price is $85 total per night from Aug 31 to Sep 1
$85 total
Aug 31 - Sep 1
Total includes taxes and fees
9/10 Wonderful! (592 reviews)
VOCO LEICESTER
"Was ok, just have issues with parking, that was the inconvenience. Apart of that, I highly recommend"

Reviewed on Aug 18, 2025

voco Leicester by IHG
Delta Hotels by Marriott Peterborough

Delta Hotels by Marriott Peterborough

4 out of 5
Peterborough Business Park, Lynch Wood, Peterborough, England
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $83 total per night from Sep 14 to Sep 15
$83 total
Sep 14 - Sep 15
Total includes taxes and fees
8.8/10 Excellent! (223 reviews)
"Staff were very friendly and accommodating. Had a meal in the bar which was excellent"

Reviewed on Aug 17, 2025

Delta Hotels by Marriott Peterborough
See all 1,143 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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Frequently asked questions

How much does an Uppingham vacation package cost?
You'll find cheap prices from $1,126 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.