Find hotels in Uppingham from $44

The most popular time to visit Uppingham is during the late spring and early summer months, particularly in June. At this time, the climate is pleasantly mild, with average temperatures around 65°F, making it great for leisurely strolls through the town's charming streets and enjoying the vibrant gardens.As you plan your visit, you'll find that the peak tourist season typically runs from May to September, bringing a lively atmosphere to this quaint market town. June is especially vibrant, as local events and festivals often take place, allowing you to immerse yourself in the community's culture and traditions. Explore the historic architecture and delightful shops while reveling in the natural beauty of the surrounding countryside.For those who appreciate a quieter experience, consider visiting Uppingham in October. The autumn foliage creates a picturesque backdrop for outdoor activities like hiking in nearby Rutland Water, and you can enjoy the benefits of fewer tourists while still experiencing the area's charm.

With Expedia, you earn OneKeyCash™* on eligible Uppingham hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.