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Dating in Cheltenham

Cheltenham might not be the largest town around but it certainly packs a big punch. With plenty of things to do, this jewel of the Cotswolds is an excellent place for likeminded singles to get to know one another. But if you're currently looking for love, you might be wondering how to connect with likeminded singles looking to make meaningful connections with others...

The good news is that with Rest Less Dating, it's quick and easy to start connecting with singles in Cheltenham, so you can find the perfect person for you.

Being nestled amongst some of the UK's most dazzling scenery, Cheltenham is the perfect place for nature lovers to plan an outdoor date. Although, if you're looking for something a little more intimate or the weather's not great, then there are plenty of great things to do in town as well.

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Featured members from Cheltenham

Annalisa1Annalisa1
6
29
Annalisa1

72 - Cheltenham, Gloucestershire, England

I'm a warm-hearted, curious soul, with a love of arts, books and science, and meaningful conversation. Kind,...

Happytraveller57Happytraveller57
9
11
Happytraveller57

68 - Cheltenham, Gloucestershire, England

Personable individual with a positive outlook on all things. Keep active with Health Club and have enjoyed...

CosmicbeautyCosmicbeauty
6
26
Cosmicbeauty

72 - Cheltenham, Gloucestershire, England

Fun to be with according to my friends and happy . Love entertaining and company . I have a positive look on...

CaminioKid1CaminioKid1
5
0
CaminioKid1

72 - Cheltenham, Gloucestershire, England

I am naturally optimistic and tend to see the positives in life. I have a natural curiosity; I like to travel...

sweetcheekssweetcheeks
1
2
sweetcheeks

65 - Cheltenham, Gloucestershire, England

Caring, and fun loving personality. Enjoys working hard and playing hard, good food, good wine, movies, walking...

JondeJonde
4
2
Jonde

66 - Cheltenham, Gloucestershire, England

Reliable, Honest, Faithful Sociable enjoys spending times together Adventurous cook Enjoys sport especially...

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Success Stories

I exchanged messages with him in late October 2024 and we had our first date in November. Since then things have been progressing nicely and we will be moving in together in August. I have definitely found love! ❤️
Lisa, 24 July 2025
I’ve met an incredible man who truly feels like my perfect match, and my heart is full of joy and gratitude. Thank you for helping two souls find their way to each other. 💞
Tatiana, 02 November 2025
Many thanks. Online dating is under rated.
Kevin, 03 August 2025

Cheltenham singles

Your perfect idea for a date might involve fresh air, stimulating conversation, and perhaps a little bit of light exercise. Or, you might prefer sampling some tasty food and delicious drinks. Whatever gets you excited, you'll undoubtedly be able to find it in the charming town of Cheltenham.

Cheltenham couldn't be any more perfect for an outdoor date. With loads of stunning nature walking routes winding their way around the surrounding area, you're spoilt for choice if you want to take your date on a romantic hike. Why not consider taking a walk up Cleeve Hill? It's the highest point in Gloucestershire and it boasts spectacular views of Cheltenham town - perfect for sparking a romantic moment.

If you'd like to keep things in the town centre but still want to get some fresh air, then you could consider taking a stroll around the Imperial Gardens; a beautiful, well kept Regency- era garden situated between the Queens Hotel and the Town Hall. There's even a bar where you can enjoy a drink or two on a sunny day.

For a first date that allows you to get to know each other while enjoying something fun, you can't go wrong with dinner and drinks. There are loads of restaurants and bars in the town centre of Cheltenham to suit a wide range of people. Gin & Juice on the Promenade mixes up an especially good cocktail.

And finally, for something a little more lively, why not catch a stand-up show at The Strand's comedy club, or a gig at the Gloucester Guildhall, one of the UK's most interesting and diverse entertainment venues?

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Thank you so much for your prompt response this is much appreciated
Caroline, 07 February 2025
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