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The best area to stay in Oakham is generally within the town centre, particularly around the High Street and Market Place.


This central area is the heart of Oakham and is quite compact, making it very walkable. You'll find a good selection of independent shops, traditional pubs, and eateries. Key landmarks include Oakham Castle, one of the best-preserved Norman great halls in England, and All Saints Church, both within easy strolling distance. The Market Place hosts a popular market on Wednesdays and Saturdays.


Couples often find this area ideal for a relaxed break. The convenience of having everything on your doorstep, from excellent dining options to historical sites, means you can enjoy your time without needing to travel far. The ambiance is generally quiet in the evenings, superb for unwinding after a day of exploring.


For those looking for a slightly more secluded yet still convenient option, areas just off the main High Street, such as those around Catmose Street or Mill Street, offer a similar experience with a bit more tranquility.

Two highly recommended hotels in Oakham are Hambleton Hall and The Barnsdale, Rutland.


The Hambleton Hall, with an impressive 9.8 rating, offers a luxurious stay with premium bedding, Egyptian cotton sheets, and stunning lake views. Guests can also enjoy the convenience of onsite outdoor tennis courts. It is located very close to Rutland Water Country Park and Rutland Water Nature Reserve, both just 1.8 km away.


Another excellent choice is The Barnsdale, Rutland, a hotel rated 9.0. This hotel features premium bedding and designer toiletries, along with a restaurant offering garden views. For relaxation, there is a full-service spa with a sauna, hot tub, and various treatments including deep tissue massages. It is conveniently situated near Barnsdale Gardens, just 1.5 km away.

For family-friendly accommodation in Oakham, consider the Rutland Hall Hotel & Spa, the Normanton Park Hotel, Sure Hotel Collection by Best Western, The Barnsdale, Rutland, and Hambleton Hall.


The Rutland Hall Hotel & Spa, with an 8.2 rating, is an excellent choice for families. It offers free cots and rollaway extra beds, as well as sofa beds, ensuring comfortable sleeping arrangements. Guests appreciate the beautiful location and the comfortable, clean rooms. The hotel also features a pool, which is always a hit with children. Rutland Water Country Park is just 2.9 km away, and Barnsdale Gardens is a mere 1.9 km from the hotel.


Another good option is the Normanton Park Hotel, Sure Hotel Collection by Best Western, rated 8.0. This hotel provides connecting rooms and sofa beds, offering flexibility for families. There is also a playground for children. Guests frequently mention the fresh and good food, the superb location, and the friendly, professional staff. Rutland Water Country Park is 5.1 km away.


The Barnsdale, Rutland, with a high rating of 9.0, is also well-suited for families. It provides connecting rooms and a playground for children. Guests consistently praise the brilliant staff and the clean rooms. Barnsdale Gardens is very close, at just 1.5 km away.


For a more luxurious family stay, Hambleton Hall, a hotel with an exceptional 9.8 rating, is available. It offers cots, on-site babysitting, and a free English breakfast. Pets can also stay for free, and there's complimentary Wi-Fi and free self-parking. Rutland Water Country Park is conveniently located just 1.8 km from the hotel. Find more child-friendly accommodations in Oakham

For an excellent spa experience in Oakham, consider The Barnsdale, Rutland or Rutland Hall Hotel & Spa.


The Barnsdale, Rutland, with an impressive 9.0 rating, offers an extensive spa experience including a sauna, hot tub, and deep tissue massage options, with massage services available by advance notice. Guests consistently praise the brilliant staff, amazing spa facilities, and clean rooms, highlighting the great service provided.


Another highly-rated option is the Rutland Hall Hotel & Spa, which has an 8.2 rating. This hotel features an accessible full-service spa with daily onsite treatments and massage services available by advance notice. Reviewers frequently mention the comfortable and clean rooms, the beautiful location, amazing food, and attentive staff, with the breakfast often described as excellent and delicious. See all spa hotels in Oakham

In Oakham, several hotels offer a complimentary breakfast, including Hambleton Hall, The White Lion Inn, The Crown, and The Old Pheasant Hotel.


The Hambleton Hall, with an impressive 9.8 rating, provides a a free English breakfast. Guests often praise the comfortable rooms, and the hotel is conveniently located just 1.8 km from both Rutland Water Country Park and Rutland Water Nature Reserve.


The White Lion Inn, rated 9.6, also offers a complimentary breakfast. Reviewers frequently highlight the excellent and friendly staff. Additional amenities include free wired internet in public areas, free self-parking, and a children's playground.


Another great option is The Crown, a hotel with an 8.8 rating. Guests consistently praise the excellent breakfast, good food, and comfortable, clean rooms. Free self-parking and complimentary toiletries are also provided.


The Old Pheasant Hotel, rated 9.0, offers both a free breakfast and a free continental breakfast. The hotel also provides complimentary toiletries, free Wi-Fi, and free self-parking. Find more hotels with breakfast in Oakham

For top pet-friendly hotels in Oakham, consider Hambleton Hall, The Wisteria Hotel, and The Barnsdale, Rutland.


The Hambleton Hall, with an exceptional 9.8 rating, warmly welcomes pets, with dogs specifically allowed, and even offers pets stay free, making it a truly accommodating choice. Guests consistently praise the comfortable rooms and the complimentary English breakfast. It is conveniently located near Rutland Water Country Park and Rutland Water Nature Reserve, both within 1.8 km.


Another excellent option is The Wisteria Hotel, rated 9.0. This hotel permits pets, with dogs specifically welcome, and provides free WiFi, complimentary toiletries, and free nearby parking. Guests frequently praise the friendly and helpful staff, the comfortable and clean rooms, and the lovely breakfast. It is very close to Oakham Castle, just 0.3 km away, and also near Rutland Water Country Park.


The Barnsdale, Rutland, with a 9.0 rating, is also a highly-rated pet-friendly establishment where dogs are welcome. It offers an impressive range of spa facilities, including a sauna, deep tissue massage, a full-service spa with daily treatments, and a hot tub. Guests have highlighted the brilliant staff, amazing spa, and clean rooms. It is situated close to Barnsdale Gardens, just 1.5 km away, along with Rutland Water Country Park and Rutland Water Nature Reserve. See more pet-friendly hotels in Oakham

For excellent budget hotels in Oakham, consider The Old Pheasant Hotel, The Wisteria Hotel, The White Lion Inn, The Crown, or Redwings Lodge Uppingham.


The Old Pheasant Hotel, with a 9.0 rating, provides complimentary wired and wireless internet access, along with free breakfast and free self-parking, making it a convenient choice.


Another great option is The Wisteria Hotel, rated 9.0. It offers free Wi-Fi and free toiletries, and complimentary self-parking is available nearby. It's ideally located for exploring, being only 0.3 km from Oakham Castle and 2.9 km from Rutland Water Country Park. Guests frequently praise the friendly and helpful staff, as well as the comfortable and clean rooms.


The White Lion Inn, with an outstanding 9.6 rating, includes free breakfast, free wired internet in public areas, and free self-parking. It's particularly family-friendly, offering accessible parking, kids' meals, and a playground for children.


The Crown, rated 8.8, provides free self-parking, complimentary toiletries, and a free breakfast. Guests often comment on the comfortable and clean rooms, alongside the excellent breakfast and good food.


Redwings Lodge Uppingham, with an 8.0 rating, offers free breakfast, free Wi-Fi, and free toiletries. It also provides a complimentary buffet breakfast and free cribs, making it suitable for families. Customers consistently mention the clean and spacious rooms and the friendly and helpful staff. View all budget hotels in Oakham

For a romantic stay in Oakham, couples might consider Hambleton Hall, The Barnsdale, Rutland, or Rutland Hall Hotel & Spa.


The Hambleton Hall, boasting an impressive 9.8 rating, offers a luxurious experience with complimentary English breakfast, free WiFi, and free toiletries. Guests have consistently praised the comfortable rooms, and some rooms feature a lovely lake view.


Another excellent option is The Barnsdale, Rutland, a hotel with a 9.0 rating. This hotel provides a full-service spa with a sauna, hot tub, and various massage treatments available. Guests frequently highlight the brilliant staff and amazing spa facilities. It is conveniently located near Rutland Water Country Park and Barnsdale Gardens.


The Rutland Hall Hotel & Spa, rated 8.2, is also a good choice for couples. Some rooms offer a partial or full lake view, and the hotel provides couples dining options. Guests often comment on the comfortable and clean rooms, beautiful location, and attentive staff. See all romantic hotels in Oakham

For hotels in Oakham near Rutland Water Country Park, consider Hambleton Hall, The Finchs Arms, The Barnsdale, Rutland, The Wisteria Hotel, or Rutland Hall Hotel & Spa.


The Hambleton Hall, with an impressive 9.8 rating, is an excellent choice. It is conveniently located just 1.8 km from Rutland Water Country Park and offers free breakfast, free WiFi, and free self-parking. Guests appreciate the comfortable rooms.


Another great option is The Finchs Arms, rated 8.6, and only 1.5 km from Rutland Water Country Park. This hotel provides free cribs, free WiFi, free self-parking, and some rooms feature a water view or balcony. Guests often praise the delicious food.


The Barnsdale, Rutland, with a 9.0 rating, is 3.2 km from Rutland Water Country Park. This hotel offers connecting rooms, a playground for children, free toiletries, free self-parking, and free WiFi. Guests frequently comment on the brilliant staff, amazing spa, clean rooms, and great service.


The Wisteria Hotel, with a 9.0 rating, is 2.9 km from Rutland Water Country Park. It provides sofa beds, free cribs, connecting rooms, free WiFi, free toiletries, and free parking nearby. Guests consistently highlight the friendly and helpful staff, comfortable and clean rooms, lovely and delicious breakfast, excellent food, and great location.


Finally, the Rutland Hall Hotel & Spa, rated 8.2, is 2.9 km from Rutland Water Country Park. This hotel offers free cribs, child-friendly window designs, free rollaway/extra beds, sofa beds, and a pool. Guests often mention the comfortable and clean rooms, beautiful location, good food, attentive staff, and excellent breakfast.

The best time to visit Oakham for pleasant weather and outdoor activities is typically from late spring to early autumn, specifically May through September.


During these months, the weather is generally milder and drier, making it ideal for exploring the town on foot or enjoying the surrounding countryside. You'll find the gardens and parks in full bloom, and there are often local events and markets taking place. For instance, the Rutland Show, a significant agricultural event, usually happens in early June.


Couples looking for a relaxing escape will appreciate the longer daylight hours and the opportunity to enjoy walks around Rutland Water, which is just a short drive from Oakham. The warmer weather makes activities like cycling, birdwatching, or even a picnic by the water much more enjoyable.


For families, the summer holidays (July and August) offer the best chance to take advantage of attractions like Rutland Water's beach or watersports centres without worrying too much about the weather. Many local farms and attractions also offer special activities for children during this period.


While the summer months are popular, visiting in May or September can offer a quieter experience with good weather, avoiding the peak tourist crowds.

You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to ‘My Trips’ and selecting your reservation. To find flexible deals, filter your search by ‘Fully refundable property’ for hotels in Oakham.

One Key™—Expedia’s free travel rewards programme—gives you instant access to discounts with Member Prices on Oakham hotels. Plus, you’ll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Prices for hotels in Oakham often vary, but you can find a great deal from NZ$116 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by ‘Price: low to high’ for our cheapest rates.