I have looked at quite a few options, but I haven’t been able to find one that I truly love. Additionally, I’m on the lookout for something fashionable. Thank you! 
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Carpisa have quite a selection of weekend bags: https://www.carpisa.it/it_it/Viaggio/Borsoni-e-zaini
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Thank you for your recommendation! 
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Have you looked at options via Rains?
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I love these longchamp bags because they’re practical with the strap but also stylish: https://www.johnlewis.com/longchamp-boxford-extra-large-travel-bag/brown/p5051324?s_ppc=2dx_mixed_fashion_BAU&tmad=c&tmcampid=2&gad_source=1&gclid=CjwKCAiAsIGrBhAAEiwAEzMlCzzrfMda-mSzwXiCYp6R3bmkNu50piyGAyUFJP6J8ZdmsAU24PpP4hoC0_QQAvD_BwE&gclsrc=aw.ds
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I agree with Saroop I have had a Longchamp weekend bag for about 8 years, they are great quality.
With Nothing Underneath has also recently collaborated with The Trusting to make a weekend bag, it is a very chic investment piece WNU X TUSTING Weekend Holdall – With Nothing Underneath
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Sounds basic but you cannot go wrong with a longchamp! They come in so many colours and last forever!
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Tumi has a great selection, I have this one in particular which is super handy!
I have just purchased a travel bag from an American company called MZ Wallace. After much research I found this company and my new bag is wonderful. A mid price point with various sizes and colours. I opted for the black “Jimmy” style and I couldn’t be happier. I also got free delivery from the US!
I think Barbour weekend bags are fab - they are great quality and last forever. Also quite affordable. x
What about the holdalls from Antler? They look super chic. The overnight bag is slightly smaller but it has a clever sleeve that can slip over your suitcase handle.