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Tuesday through Thursday · State Street to Main

The Date Night Deal Stack

Happy hour at Sava's, oysters at Black Pearl, a 7:30 show at the Michigan Theater.

A three-stop date that leans on two happy hours and a movie. Start at Sava's for the 3pm to 6pm happy hour, slide to Black Pearl for the narrow 5pm to 6pm oyster window, then walk to the Michigan Theater for a 7:30 show. You cover dinner, two drinks apiece, and a film for under 80 dollars for two.

4 stops Monday through Thursday 7h end to end ~$26 savings per person couples, first and fifth dates

The route, stop by stop

State Street · Main Street
  1. 01
    4:45 PM

    Sava's

    State Street

    The perk: Happy hour daily 3pm to 6pm, discount cocktails and bar bites

    Sit at the bar, not at a table. The happy hour cocktails are legitimately good and the flatbread is bigger than you expect. Keep it to one round apiece. This is the conversation-starter stop.

    See the verified deal →
  2. 02
    5:45 PM

    Black Pearl

    Main Street

    Getting there: 4 minute walk west to 302 S Main

    The perk: Happy hour 5pm to 6pm Monday to Thursday

    Get in under the 6pm curtain. Half-dozen oysters at happy hour pricing, one cocktail apiece. Pearl has the most date-night lighting on Main Street. Do not overorder. You are saving stomach for after.

    See the verified deal →
  3. 03
    7:30 PM

    Michigan Theater

    State Street

    Getting there: 7 minute walk east to 603 E Liberty

    The perk: Film or live music, not a deal

    Whatever is playing. The 1928 room is the best piece of architecture in Ann Arbor. Arrive early, get a popcorn, sit in the balcony if it is open. This is why you built the stack in the first place.

  4. 04
    10:00 PM

    Jolly Pumpkin Cafe and Brewery

    Main Street

    Getting there: 6 minute walk back to 311 S Main

    The perk: Late tap list, sour beer flights

    Optional nightcap. Jolly Pumpkin keeps a quieter late crowd than the rest of Main. One flight between two, then home.

    See the verified deal →

Why this stack works

You covered cocktails, oysters, a show, and a nightcap. Two happy hours did most of the lifting. The whole route fits inside a ten-minute walking loop. For an Ann Arbor date night, this is the stack that consistently lands.

Frequently asked about this stack

How long does the The Date Night Deal Stack actually take?

About 7 hours end to end, though every stop has a natural exit if you need to bail early. The route is walkable and designed so that even if you skip a stop, the rest of the stack still holds together.

Which days of the week does the The Date Night Deal Stack work?

Monday through Thursday. Every deal referenced has its own active window, and we picked days where all of them overlap. If the calendar doesn't line up, swap to one of the related stacks listed at the bottom of the page.

How much should I expect to spend on the The Date Night Deal Stack?

Estimated savings alone are around $26 per person versus walk-in pricing, but actual spend depends on how many rounds you order at each stop. Our rule of thumb: one round and one shared plate per stop keeps the whole evening comfortably under $60 per person.

Are the deals on this page verified?

Yes. Every linked deal references a specific source URL and carries a last-verified date on its own page. We refresh the full deal dataset on a rolling monthly cadence and immediately after a reader flag.

Can I reserve ahead for any of these stops?

For happy hour bars, usually no. Happy hour pricing typically requires bar seating. For the sit-down meal stops (Sava's, Mani Osteria, Zingerman's Roadhouse), Resy or OpenTable are the move, especially on weekends.