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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

BurrblueBurrblue
6
Burrblue

62 - Cheltenham, Gloucestershire, England

I’m kind, generous, reliable, good fun to be around with a good sense of humour, love to socialise with friends...

gary4u123gary4u123
3
gary4u123

72 - Cheltenham, Gloucestershire, England

Tall slim fit easygoing tactile mature professional guy Interests include travel theatre cinema eating out and...

Summerbreeze55Summerbreeze55
10
Summerbreeze55

62 - Cheltenham, Gloucestershire, England

Vivacious, adventurous, genuine, intelligent and worldly.Friends have said that I have a 'zest for life'....

Badgerman711Badgerman711
3
Badgerman711

77 - Cheltenham, Gloucestershire, England

I think I am fairly easygoing, quite philosophical and always try to have a positive outlook on life. I enjoy...

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...

FranglaisFranglais
6
Franglais

66 - Cheltenham, Gloucestershire, England

Writer and property man, I've had two history books published, both about France during WW2, each about 150k...

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You are a great site, the best. I would recommend you to anyone.
John, 11 August 2023
I contacted him via Rest Less in 2021 and spent a good few weeks texting and then we met. He wasn’t my perfect match on paper. But he has turned out to be perfect for me in real life and we married two weeks ago.
Lesley, 23 June 2024
I met a beautiful lady in my first couple of weeks on this site and 14 months on things are still going really well.
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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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Feedback from members we've helped in the past.

This is a very professional dating site, and enjoyable to use, with some nice people to meet and talk with. Thanks. A good experience!
Nige, 30 May 2024
Yes, it has helped me lots. Thank you very much.
Tommaso, 26 February 2024
Thank you so much for your extremely useful advice. You’ve put a lot of time and effort and replied specifically to my question. Thank you
Jan, 01 July 2024