Oakham Vacations from $703

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Your Oakham Vacation

Book a Oakham vacation package and focus on what matters — having fun. No more planning nightmares, just more free time to immerse yourself in the best of this captivating city, such as its rich traditions and rural countryside. Fill your free time with visits to Rutland Water Country Park, Oakham Castle and Barnsdale Gardens, some of the top attractions you shouldn't miss during a trip to Oakham. Check out Expedia's extensive range of travel options and book your ultimate vacation to Oakham today.

The Latest Oakham 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 $811, price is now $703 per person
$703
per person
Jan 15 - Jan 21
found 8 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to East Midlands (EMA)
6.8/10 (369 reviews)

Modern Leicester 1-bed Fast Wi-fi

Modern Leicester 1-bed Fast Wi-fi

2 out of 5
Leicester City Centre
Price was $1,217, price is now $1,038 per person
$1,038
per person
Jan 15 - Jan 21
found 8 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to East Midlands (EMA)
No reviews

Work-friendly 1-bed Leicester

Work-friendly 1-bed Leicester

2 out of 5
Leicester City Centre
Price was $1,211, price is now $1,035 per person
$1,035
per person
Jan 15 - Jan 21
found 8 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to East Midlands (EMA)
No reviews

Modern 1 Bedroom flat in City center

Modern 1 Bedroom flat in City center

2 out of 5
Leicester City Centre
Price was $2,174, price is now $1,886 per person
$1,886
per person
Jan 15 - Jan 21
found 8 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to East Midlands (EMA)
No reviews

City centre lovely 2 Bedroom Apartment.

City centre lovely 2 Bedroom Apartment.

2 out of 5
Leicester City Centre
Price was $2,479, price is now $2,151 per person
$2,151
per person
Jan 15 - Jan 21
found 8 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to East Midlands (EMA)
No reviews

Don't see what you're looking for?
See all available trips from Pretty Prairie to Oakham
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Stay near popular Oakham attractions

A sunset over a calm lake with a historic building on the shore.

Rutland Water Nature Reserve

9.2/10 (240 reviews)
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.
See properties

Oakham Hotel Deals

Rutland Hall Hotel & Spa

Rutland Hall Hotel & Spa

4 out of 5
North Oakham Oakham England
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $168 total per night from Nov 25 to Nov 26
$168 total
Nov 25 - Nov 26
Total with taxes and fees
8.2/10 Very Good! (1,004 reviews)
"I would love to write a 5 star review for the hotel, unfortunately the car EV chargers didn't work (I tried 3), the swimming pool was freezing cold and the TV network across the site was down. When we asked if there was any compensation offered for a long night reading the room service menu cover ..."

Reviewed on Nov 9, 2026

Rutland Hall Hotel & Spa
Redwings Lodge Uppingham

Redwings Lodge Uppingham

2.5 out of 5
A47 Glaston Road Oakham England
$59 nightly
The price is $70 total per night from Nov 15 to Nov 16
$70 total
Nov 15 - Nov 16
Total with taxes and fees
Redwings Lodge Uppingham
The Barnsdale, Rutland

The Barnsdale, Rutland

4 out of 5
The Avenue, Exton Oakham England
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $149 total per night from Nov 18 to Nov 19
$149 total
Nov 18 - Nov 19
Total with taxes and fees
9/10 Wonderful! (751 reviews)
"Excellent hotel, room was very clean, both dinner and breakfast food was lovely"

Reviewed on Nov 6, 2026

The Barnsdale, Rutland
See all 2,130 properties in Oakham
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 Oakham Vacation Packages

Oakham Essential Information

Language
English
Currency
British pounds sterling
Population
10,900
Max Temp Winter
45ºF
Max Temp Summer
65ºF
Top Sights
Rockingham Castle, Oakham Castle and Twinlakes Park

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Frequently asked questions

How much does an Oakham vacation package cost?
You'll find cheap prices from $703 on Expedia for your Oakham escape. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Oakham costs.
What are the cheapest months to go to Oakham?
June, November and December are great times to search for cheap Oakham vacation packages. Traveling in quieter periods means you'll typically find lower prices on hotels and flights.
How many days is enough for Oakham?
When planning your Oakham vacation, a few days will be enough to tour the highlights. Make sure to visit Barnsdale Gardens — it's one of the major attractions in this destination. If you're looking for more adventure, consider basing yourself here and going on some trips from Oakham.
Is it worth booking a vacation package to Oakham?
Whether you want to visit key attractions such as Oakham Castle and Rutland Water Country Park on your Oakham vacation, or coming for its excellent family-friendly attractions, walking trails and culture, there's something for everyone here. With so many things to do, you'll soon learn why so many families think Oakham is a good vacation destination.
How to find the best Oakham package deals?
Bagging a cheap Oakham package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a few filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most affordable Oakham package deals. Want a simple trick to score 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 Oakham vacation as a package?
You can enjoy significant savings on your next Oakham retreat by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to see the best hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Oakham?
If you're considering a spur-of-the-moment Oakham getaway, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Oakham?

  1. Choose when to get away: Check your calendar and get packing. Your preferred time of year and the type of activities available will also help you decide when to escape to Oakham.
  2. Budget wisely: Besides the price of your hotel, you'll need to factor in other expenses too. These include food, transportation and flights. Also, set aside a little extra for unexpected expenses that could crop up during your trip to Oakham.
  3. Organize your Oakham getaway with Expedia's trip planning tool: Look for and book accommodations and activities all in one place. You can also collaborate with your group to plan an unforgettable trip to Oakham together.
  4. Decide how many days away: Start by making a list of all the attractions and activities you'd like to get to in Oakham. Then, estimate how long you'll need for each, including any travel time.
  5. Bundle your airfare and accommodations: Once you've nailed down your dates and duration, lock in the ideal Oakham vacation package for you.
  6. Book any day trips or activities: Here's the fun part — locking in everything you want to do and see. Explore some of the exciting things to do in Oakham and reserve your tickets early to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Oakham vacation packages?
If you're like us, you love discovering new places but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Oakham trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up 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.