Oakham Vacations from $1,410

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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.
The Three Swans Hotel, Market Harborough, Leicestershire

The Three Swans Hotel, Market Harborough, Leicestershire

4 out of 5
Price was $1,443, price is now $1,410 per person
$1,410
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip flight included
New York (NYC) to East Midlands (EMA)
8.8/10 Excellent! (959 reviews)
A good stay and Market Harborough is really nice

Reviewed on Nov 3, 2026

Rutland Hall Hotel & Spa

Rutland Hall Hotel & Spa

4 out of 5
Price was $1,886, price is now $1,827 per person
$1,827
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip flight included
New York (NYC) to East Midlands (EMA)
8.2/10 Very Good! (1,002 reviews)
Had a really lovely time staying here. Lots to do nearby being so close to Rutland water. The food and setting was fabulous! We also enjoyed the pool.

Reviewed on Nov 2, 2026

Browning House by Smart Corporate Stays

Browning House by Smart Corporate Stays

2 out of 5
Westcotes
Price was $2,104, price is now $2,041 per person
$2,041
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip flight included
New York (NYC) to East Midlands (EMA)
No reviews

Bestwood Lodge

Bestwood Lodge

3 out of 5
Price was $1,478, price is now $1,437 per person
$1,437
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip flight included
New York (NYC) to East Midlands (EMA)
7.6/10 Good! (417 reviews)

Champneys Springs

Champneys Springs

3.5 out of 5
Price was $1,877, price is now $1,827 per person
$1,827
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip flight included
New York (NYC) to East Midlands (EMA)
7.6/10 Good! (404 reviews)
Booked through hotel.com. This didn’t cover access to facilities and additional charge if £70/p person/day to use pool and spa etc so be aware!! Pool lovely. Tennis court reasonable, but surface not great. Good gym. Classes get booked up so plan in advance. Zumba class more fun than exercise. Food pretty poor, reheated pre prepared, with a few exceptions granola and yoghurt at breakfast was lovely. Some desserts were still frozen when served at dinner. Lots of people complaining about them. Rooms ok , some minor cleaning issues, none that would really bother me. Enjoyed our stay, but probably wouldn’t book again.

Reviewed on Oct 22, 2026

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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.
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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
$131 nightly
The price is $158 total per night from Nov 25 to Nov 26
$158 total
Nov 25 - Nov 26
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
"Had a really lovely time staying here. Lots to do nearby being so close to Rutland water. The food and setting was fabulous! We also enjoyed the pool."

Reviewed on Nov 2, 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 $71 total per night from Nov 8 to Nov 9
$71 total
Nov 8 - Nov 9
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
$123 nightly
The price is $148 total per night from Nov 23 to Nov 24
$148 total
Nov 23 - Nov 24
Total with taxes and fees
9/10 Wonderful! (749 reviews)
"Staff all very helpful. Good breakfast lots of choices. EV charger played up this was a little bit stressful but it was resolved with a few phone calls. not the hotels fault."

Reviewed on Oct 30, 2026

The Barnsdale, Rutland
See all 2,121 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 $1,410 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.