Oakham Vacations from $1,848

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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 Aparthotel Hathern – Loughborough

OYO Aparthotel Hathern – Loughborough

2 out of 5
Price was $1,863, price is now $1,848 per person
$1,848
per person
Aug 17 - Aug 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to East Midlands (EMA)
6.8/10 (134 reviews)
Not keen on no staff present but very helpful on text.

Reviewed on May 22, 2026

Quorn Grange Hotel

Quorn Grange Hotel

3 out of 5
Price was $1,886, price is now $1,864 per person
$1,864
per person
Aug 17 - Aug 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to East Midlands (EMA)
8.2/10 Very Good! (407 reviews)
Nice breakfast Parking easy

Reviewed on Jun 11, 2026

Burleigh Court Hotel

Burleigh Court Hotel

4 out of 5
Price was $1,888, price is now $1,868 per person
$1,868
per person
Aug 17 - Aug 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to East Midlands (EMA)
8.6/10 Excellent! (1,000 reviews)
So much better than I expected. The bar area, restaurant and huddle areas were all so beautifully done and the food and drink lprices were very reasonable. Plenty of electric car charging available. All staff we encountered were helpful, polite and friendly. Rooms very comfortable and modern. Will definitely book again next time we stay in Loughborough.

Reviewed on May 6, 2026

Smartstay

Smartstay

2 out of 5
Price was $1,878, price is now $1,862 per person
$1,862
per person
Aug 17 - Aug 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to East Midlands (EMA)
No reviews
Winstanley House

Winstanley House

4 out of 5
Price was $1,921, price is now $1,905 per person
$1,905
per person
Aug 17 - Aug 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to East Midlands (EMA)
9/10 Wonderful! (345 reviews)
Booked a junior suite for my son and his girlfriend as a treat on Christmas Day as they were visiting from another city. They loved the room and the breakfast too! They sent me videos of both, and the room looked clean and fresh and the breakfast was Full English and eggs Benedict with cups of tea in cute teacups. You drive through a park to get to this hotel. If you are driving at night or low visibility, beware of the speed humps! The markings have worn away and they are brutal! Drive extra slowly.

Reviewed on Jan 4, 2026

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Discover the most popular places to visit in Oakham

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 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 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

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
$150 nightly
The price is $180 total per night from Jul 5 to Jul 6
$180 total
Jul 5 - Jul 6
Total with taxes and fees
Rutland Hall Hotel & Spa
The Barnsdale, Rutland

The Barnsdale, Rutland

4 out of 5
The Avenue, Exton Oakham England
Fully refundableReserve now, pay when you stay
$137 nightly
The price is $165 total per night from Jul 13 to Jul 14
$165 total
Jul 13 - Jul 14
Total with taxes and fees
9/10 Wonderful! (706 reviews)
"The most amazingly helpful and friendly staff and a lovely setting."

Reviewed on Jun 10, 2026

The Barnsdale, Rutland
Redwings Lodge Uppingham

Redwings Lodge Uppingham

2.5 out of 5
A47 Glaston Road Oakham England
Fully refundableReserve now, pay when you stay
$49 nightly
The price is $59 total per night from Jul 5 to Jul 6
$59 total
Jul 5 - Jul 6
Total with taxes and fees
8/10 Very Good! (801 reviews)
"Lovely warm reception when I arrived, which was nice and the staff were very helpful throughout my stay. The outside area around the hotel was very neglected, which didn’t give a great impression but the rooms were very clean, if a little tired and in need of some re-furnishing. For the price paid, ..."

Reviewed on Jun 13, 2026

Redwings Lodge Uppingham
See all 1,916 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 $1,848 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.