Start with the roads, because in this town they decide the evening. I-75 and I-575 through Cobb carry the Northwest Corridor express lanes, and they are reversible — a separate barrier-divided carriageway that flows south toward Atlanta in the morning and north away from it in the afternoon and evening. If your anniversary plan is a seven o'clock table downtown, you are driving the twenty-five miles in the general-purpose lanes while the fast ones run the other way over your shoulder, and the return trip at eleven is the only comfortable part. Nothing about that is a reason to cancel dinner. It is a reason to stop treating the flowers as something that happens at the restaurant. The order that works in Kennesaw is the one waiting at home before you leave: an arrangement on the kitchen island or the entry console at five, so it is the first thing seen and the last thing photographed. That is not a consolation prize for a town without a grand hotel. In a market where the drive is the hard part, the house is the only address that is entirely under your control.
Where Kennesaw couples actually go, for the record. Marietta Square, six miles south, is the nearest proper dinner district — a walkable block of restaurants around the green with parking that fills by seven on a Saturday. Downtown Woodstock, seven miles northeast, has become the other one, with the Elm Street blocks and the brewery crowd, and it is Brenda's House Of Flowers ground: the shop is on Chambers Street, in the middle of it. Marietta Country Club is, despite the name, inside Kennesaw on the 30152 side, and it takes a good share of the county's milestone anniversary dinners; Brookstone's club sits west toward Acworth. North, Lake Allatoona and Red Top Mountain put a cabin or a lakeside table half an hour up I-75, and Cartersville is the far edge of a comfortable evening. Then there is the free option that this town has and most do not: the summit of Kennesaw Mountain, 1,808 feet, with the Atlanta skyline laid out to the southeast on a clear evening. Plenty of Kennesaw anniversaries include that walk. None of them include a flower delivery to it — the battlefield is a National Park Service property with gates and closing times, and no van is meeting you at the top.
If the plan does involve a hotel, the mechanics are worth knowing in advance, because they trip people up everywhere and this market gives you fewer second chances. The hotels near Town Center at Cobb and along Ernest W Barrett Parkway and Chastain Road are limited-service properties built for business travel — Courtyard, Hilton Garden Inn, Hampton, Holiday Inn Express and their neighbours — and they are perfectly capable of holding a delivery, but none of them has a concierge whose job it is to stage a surprise. What that means in practice: the order must carry the name the room is booked under, spelled as the hotel has it, plus the check-in date and a mobile. The arrangement arrives at a front desk and waits there until somebody connects it to a reservation, and rooms are rarely ready before mid-afternoon, so an early delivery sits in a lobby. Tell the shop which hotel and they will ring ahead, which they will do without being asked. For anything grander, the honest answer is that you are going to Atlanta — Buckhead and Midtown are where the Cobb County anniversary weekend books itself — and that is a twenty-five mile run at the outer working edge of a same-day order. Place it the day before, not the afternoon of.
The restaurant question comes up on every anniversary page and the answer here is the same as everywhere, only with a Cobb County twist: do not send flowers to the restaurant. A dining room in service has no cold space, no spare counter and no interest in being part of the surprise, and the arrangement spends the evening behind a host stand looking like it spent the evening behind a host stand. On Marietta Square in particular, most of the rooms are small and old and there is genuinely nowhere to put a vase. Send it to the house for when you get back. What does work at a venue is the club: Marietta Country Club and Brookstone both have events desks that handle deliveries as ordinary business, and if the dinner is a fortieth or a fiftieth with family at a long table, a piece delivered to the club that morning with a reservation name and a time on it will be on the table before you arrive. That is the one exception, and it is an exception because a club has staff whose job includes exactly this and a restaurant does not.