Oakham Vacations from $729

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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.
voco Leicester by IHG

voco Leicester by IHG

4 out of 5
Price was $759, price is now $729 per person
$729
per person
Jan 17 - Jan 19
found 1 day ago
Roundtrip flight included
Washington (DCA) to East Midlands (EMA)
18/10 Exceptional! (734 reviews)
Nice staff and very clean rooms

Reviewed on Nov 15, 2025

The Nottinghamshire Hotel and Golf Club

The Nottinghamshire Hotel and Golf Club

3.5 out of 5
Price was $2,822, price is now $2,773 per person
$2,773
per person
Dec 22 - Dec 24
found 5 hours ago
Roundtrip flight included
New York (JFK) to East Midlands (EMA)
17.6/10 Exceptional! (225 reviews)
Fantastically helpful and welcoming staff. Room was perfect for our short trip away and we really enjoyed our lovely evening meal. This is our second stay and looking forward to visiting again soon.

Reviewed on Nov 1, 2025

OYO Sunrise Hotel, A46 N Leicester

OYO Sunrise Hotel, A46 N Leicester

3 out of 5
Price was $2,802, price is now $2,756 per person
$2,756
per person
Dec 22 - Dec 24
found 5 hours ago
Roundtrip flight included
New York (JFK) to East Midlands (EMA)
14/10 Exceptional! (324 reviews)
Staff were fruendly and polite. Room was ok, could have been cleaner, but was comfortable

Reviewed on Nov 8, 2025

Sketchley Grange Hotel & Spa

Sketchley Grange Hotel & Spa

4 out of 5
Burbage
Price was $2,798, price is now $2,760 per person
$2,760
per person
Dec 22 - Dec 24
found 5 hours ago
Roundtrip flight included
New York (JFK) to East Midlands (EMA)
15.2/10 Exceptional! (1,001 reviews)
Lovely staff, very clean, very spacious. Food was great. Unfortunately didn't manage a swim, perhaps next time!

Reviewed on Nov 15, 2025

Quorn Grange Hotel

Quorn Grange Hotel

3 out of 5
Price was $2,926, price is now $2,888 per person
$2,888
per person
Dec 22 - Dec 24
found 20 hours ago
Roundtrip flight included
New York (JFK) to East Midlands (EMA)
8.4/10 Very Good! (371 reviews)
Facilities are rundown and need upgraded maintenance.

Reviewed on Oct 2, 2025

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Discover the most popular places to visit in Oakham

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

Rutland Water Nature Reserve
10/10 😻

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 Castle

Oakham Castle is just one of the places to see in Oakham, so why not enjoy the other things to explore during your travels? Amble around this relaxing area's picturesque gardens and enjoy its lively bars.

Oakham Castle

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
$127 nightly
The price is $153 total per night from Nov 23 to Nov 24
$153 total
Nov 23 - Nov 24
Total with taxes and fees
8.2/10 Very Good! (988 reviews)
Apartment really good, although the life only went to the floor below. Terrible check in and out service.

Reviewed on Nov 14, 2025

Rutland Hall Hotel & Spa
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 Nov 23 to Nov 24
$59 total
Nov 23 - Nov 24
Total with taxes and fees
7.8/10 Good! (764 reviews)
Excellent room staff very friendly

Reviewed on Nov 13, 2025

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
$115 nightly
The price is $138 total per night from Nov 23 to Nov 24
$138 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (656 reviews)
Staff were great. Food was excellent.

Reviewed on Nov 13, 2025

The Barnsdale, Rutland
See all 1,731 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 $729 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.