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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

LovemylandcruiserLovemylandcruiser
1
Lovemylandcruiser

55 - Cheltenham, Gloucestershire, England

Active Sporty Educated Well travelled Family means the world Calls a spade a spade Caring Honest Love holding...

Barry589Barry589
3
Barry589

64 - Cheltenham, Gloucestershire, England

Looking for that special person, someone who gets who I am not a box ticker, looking a soulmate, friend, maybe...

CotswoldBoyCotswoldBoy
3
CotswoldBoy

72 - Cheltenham, Gloucestershire, England

An outgoing, social and sporty person, ready to share new experiences and adventures with a like minded lady. l...

MeU_25MeU_25
5
MeU_25

57 - Cheltenham, Gloucestershire, England

Vibrant, energetic, passionate. Keen to enjoy new experiences. Takes pride in her appearance. Great fun - will...

Jk0007Jk0007
3
Jk0007

64 - Cheltenham, Gloucestershire, England

Self-promotion is not really my thing, so I'll keep this brief. I'm a well-travelled, pretty sorted creative...

Jennifer1357Jennifer1357
3
Jennifer1357

57 - Cheltenham, Gloucestershire, England

Here goes. I am new to the UK. Have been living here for 1 year. This place is amazing but I am finding it to be...

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Success Stories

We met for the first time 6 months ago, we got on really well. We can't believe our luck as it was the first date that both of us had been on for years and we just seemed to hit it off from the start.
Steven, 22 April 2024
Since meeting, via the site, we have met up, and it was like we knew each other for years, we have got on so well. We are now going from strength to strength, and I plan to move closer to where my match lives in the future.
Neil, 14 July 2024
I met someone lovely on this site - 5 months ago, he is the kindest, sweetest man!
Rachel, 24 February 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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