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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

teapot21teapot21
2
4
teapot21

55 - Cheltenham, Gloucestershire, England

I am warm, tactile, loving and independent. I am very laid back and natural. I have animals dogs, cats and horse...

NosmoNosmo
1
0
Nosmo

68 - Cheltenham, Gloucestershire, England

Love to travel, spend time in my mancave and when the weather is fine spend time outside. I am normally quite...

JondeJonde
6
3
Jonde

68 - Cheltenham, Gloucestershire, England

Reliable, Honest, Faithful Sociable enjoys spending times together Adventurous cook Very active - especially...

RunningMusoRunningMuso
9
14
RunningMuso

69 - Cheltenham, Gloucestershire, England

Clever, funny, kind, handsome - these are all qualities to which I aspire. I'm artistic, romantic by nature, but...

ShireShire
4
91
Shire

66 - Cheltenham, Gloucestershire, England

Because I’m warm, active and curious about life, I make time for real connections, shared laughter and new...

LinannLinann
3
14
Linann

57 - Cheltenham, Gloucestershire, England

I'm a person of many many past adventures and would love to share new romantic ones with the ideal man. I enjoy...

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Success Stories

I found a fabulous kindred spirit and we are enjoying one another's company tremendously
Paul, 21 May 2026
I created an account on a whim and within a few days started messaging a guy whom I have spent the last 4 months getting to know. He seems to be all I've ever wanted in a relationship and I'm very happy.
Karen, 26 January 2026
I adore my soulmate I did not think it was possible to find such an amazing person using such a platform . It was love at first sight .
Catherine, 20 May 2026

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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