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Ask for a server named Jack. He's worked at a number of wine-centric spots and has an excellent palete, and has gotten me in to $50 bottles at Berns that rival a lot of super expensive ones I've had. No need to spend a ton to get a great bottle, you just need to know the right guy. Tell him Todd send you :)
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Their wine list is like a phone book. Your sommelier will genuinely guide you based on the characteristics you seek - and he won't upsell you. The wine list for the dessert room upstairs is equally impressive.
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You might also want to consider ordering "by the glass". Bern's always has a unique offering of wines by the glass. They are one of the few places that might have a 20-30 year old wine or two on their nightly by the glass list. They usually have some nice, high-end reds on their by the glass list. This way, you could sample a few different wines.
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