Uppingham Vacations from $1,178

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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.
Stylish & Modern 2BR Flat

Stylish & Modern 2BR Flat

3 out of 5
Price was $1,233, price is now $1,178 per person
$1,178
per person
May 12 - May 14
found 1 day ago
Roundtrip flight included
New York (NYC) to East Midlands (EMA)
No reviews
Bushrah House

Bushrah House

2 out of 5
Price was $1,536, price is now $1,464 per person
$1,464
per person
May 12 - May 14
found 1 day ago
Roundtrip flight included
New York (NYC) to East Midlands (EMA)
No reviews
Comfy 3BR Flat on Quiet Street

Comfy 3BR Flat on Quiet Street

2 out of 5
Price was $1,239, price is now $1,185 per person
$1,185
per person
May 12 - May 14
found 1 day ago
Roundtrip flight included
New York (NYC) to East Midlands (EMA)
No reviews
Park Plaza Nottingham

Park Plaza Nottingham

4 out of 5
Nottingham City Centre
Price was $1,235, price is now $1,182 per person
$1,182
per person
May 12 - May 14
found 1 day ago
Roundtrip flight included
New York (NYC) to East Midlands (EMA)
8.6/10 Excellent! (1,000 reviews)
Very clean,staff were great

Reviewed on Feb 21, 2026

St Mary's Quarters

St Mary's Quarters

4 out of 5
Nottingham City Centre
Price was $1,275, price is now $1,222 per person
$1,222
per person
May 12 - May 14
found 1 day ago
Roundtrip flight included
New York (NYC) to East Midlands (EMA)
9.6/10 Exceptional! (19 reviews)
Room was clean and well kept. Good location with car parks close by.

Reviewed on Feb 16, 2026

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

Barnsdale Gardens

The Rutland Falconry and Owl Centre

Enjoy an outing to The Rutland Falconry and Owl Centre during your stay in Burley. Amble around this relaxing area's picturesque gardens and enjoy its lively bars.

The Rutland Falconry and Owl Centre

Uppingham Hotel Deals

The Crown

The Crown

3 out of 5
19 High Street East Oakham England
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $141 total per night from Mar 10 to Mar 11
$141 total
Mar 10 - Mar 11
Total with taxes and fees
8.8/10 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 Mar 13 to Mar 14
$93 total
Mar 13 - Mar 14
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
Yea

Reviewed on Feb 24, 2026

Leicester Marriott Hotel
Delta Hotels by Marriott Peterborough

Delta Hotels by Marriott Peterborough

4 out of 5
Peterborough Business Park Peterborough England
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $83 total per night from Mar 13 to Mar 14
$83 total
Mar 13 - Mar 14
Total with taxes and fees
8.8/10 Excellent! (351 reviews)
Hotel stay was good. Staff in breakfast were a bit slow.

Reviewed on Mar 1, 2026

Delta Hotels by Marriott Peterborough
See all 1,266 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 $1,178 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.