Uppingham Vacation Packages

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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.

Top Uppingham Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Best Western Appleby Park Hotel

Best Western Appleby Park Hotel

3 out of 5
per person
Oct 23 - Oct 29
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to East Midlands (EMA)
8.2/10 Very Good! (563 reviews)
Needed and overnight stop in the area and for the quality of the hotel, the price was exceptional. Will definitely use again

Reviewed on Aug. 2, 2025

voco Leicester by IHG

voco Leicester by IHG

4 out of 5
per person
Oct 23 - Oct 29
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to East Midlands (EMA)
9/10 Wonderful! (573 reviews)
Just a shame regarding parking facilities unable to pre book , location of car park not clear spent alot of time driving around

Reviewed on Aug. 4, 2025

Abbey Hotel by Trivelles

Abbey Hotel by Trivelles

3 out of 5
per person
Oct 23 - Oct 29
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to East Midlands (EMA)
7.8/10 Good! (250 reviews)
The property was located in a quiet area of the city and was clean

Reviewed on Aug. 3, 2025

The Gresham Aparthotel

The Gresham Aparthotel

3.5 out of 5
Leicester City Centre
per person
Oct 23 - Oct 29
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to East Midlands (EMA)
9/10 Wonderful! (344 reviews)
The staff were very kind and helpful. The room was excellent in terms of the size and view.

Reviewed on Aug. 5, 2025

Leonardo Hotel and Conference Venue Hinckley Island

Leonardo Hotel and Conference Venue Hinckley Island

4 out of 5
Burbage
per person
Oct 23 - Oct 29
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to East Midlands (EMA)
8.2/10 Very Good! (1,000 reviews)
Breakfast was great,plenty of parking and the staff were excellent.

Reviewed on Jul. 31, 2025

Ready to book your vacation to Uppingham?

 

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Uppingham Hotel Deals

The Crown

The Crown

3 out of 5
19 High Street East, Oakham, England
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from Sep 1 to Sep 2
CA $161
CA $193 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (159 reviews)
"Lovely place, great breakfast. There was a live band on also the night we stayed, and they were excellent! The staff were so nice."

Reviewed on Jul. 29, 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
The price is CA $97 per night from Aug 17 to Aug 18
CA $97
CA $116 total
Aug 17 - Aug 18
includes taxes & fees
9/10 Wonderful! (573 reviews)
"Everything was excellent."

Reviewed on Aug. 5, 2025

voco Leicester by IHG
Novotel Leicester

Novotel Leicester

4 out of 5
2 Great Central Street, Leicester, England
Fully refundable
The price is CA $102 per night from Aug 24 to Aug 25
CA $102
CA $122 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (846 reviews)
"excellent hotel"

Reviewed on Aug. 1, 2025

Novotel Leicester
See all 1,130 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 CA $1,188 on Expedia for your Uppingham escape. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Uppingham costs.
What are the cheapest months to go to Uppingham?
The off-season is the best time to visit Uppingham if you're on a budget. Another tip for scoring cheap Uppingham vacation packages? Try to avoid public holidays and any major festivals.
How many days is enough for Uppingham?
Typically, a few days is great for an Uppingham vacation. With a well-planned itinerary, you can go to all the top sights including Normanton Church, as well as explore some hidden treasures along the way.
How to find the best Uppingham package deals?
Begin your search for an Uppingham package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Uppingham package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Uppingham escape off to a flying start.
Is it cheaper to book an Uppingham vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Uppingham vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Uppingham?
If you're considering an impromptu Uppingham getaway, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Uppingham?

  1. Choose when to go: Check your diary and get your bags packed. Your favourite time of year and the type of activities on offer will also help you decide when to visit Uppingham.
  2. Set a budget: Consider costs such as flights, transportation and food when calculating how much to save for your trip to Uppingham. Then, select a property that fits your budget, whether that's a low-cost option or a more luxurious getaway.
  3. Determine how many days away: Start by making a list of all the activities and attractions you want to experience in Uppingham. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to find an Uppingham vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.