Winter Street
A short, snow-dusted Nantucket Christmas novel about an innkeeping family whose holiday plans wobble under the weight of old secrets and new love. It reads in a weekend and leaves everyone wanting to talk about their own families at the holidays.
We are reading Elin Hilderbrand's Winter Street and spending an evening on Nantucket in December. Bring your slippers, your softest opinions, and an appetite for chowder and sticky buns.
Best for: A club that likes a seasonal, feel-good read and a night with more candles and cocoa than close textual analysis
Discussion
Warm-up
- 1.Before we talk about the Quinns, tell us one holiday tradition in your own family that absolutely cannot be skipped, no matter who is annoyed about it.
- 2.When you pictured the Winter Street Inn, what did you imagine it smelled like? Describe the room you built in your head.
Digging in
- 1.This family is scattered across different places and different troubles, and Christmas is the thing that pulls them back. Which character's arrival home felt most comforting to you to read, and why that one?
- 2.Hilderbrand writes Nantucket in winter rather than in summer. Did the off-season island feel cozy to you or a little lonely? What did that do to your mood while reading?
- 3.Each Quinn sibling is carrying something they have not said out loud. Which silence felt most familiar to you, and did you find yourself wanting to hug them or shake them?
- 4.The inn is a place where strangers are made comfortable while the family itself is a bit of a mess. Have you ever hosted beautifully while quietly falling apart? Tell us as much as you want to.
Going deep
- 1.Kelley holds this whole holiday together mostly out of love and stubbornness. Thinking about the parents and grandparents in your life, what do you understand now about that kind of effort that you did not understand when you were the kid at the table?
- 2.By the last pages, the family is not tidy but it is still standing. Did that leave you feeling hopeful or restless, and what did the book seem to be saying about how much forgiveness a family can hold?
On the table & to sip
To eat
To sip
Run of show
Host tips
- Say out loud at the start that finishing the book was optional and skipping a question is fine. It changes the whole temperature of the room.
- Keep food in mugs, on toothpicks, or in a pan with a serving spoon. Nothing that needs a knife and a lap.
- Have a throw blanket on every seat. It sounds twee and it works better than any icebreaker.
Playlist
Soft, slightly vintage holiday warmth: fireplace jazz, gentle crooners, and a little salt-air melancholy under the tinsel.
- 01 Have Yourself a Merry Little Christmas - Judy Garland
- 02 The Christmas Song - Nat King Cole
- 03 River - Joni Mitchell
- 04 Christmas Time Is Here - Vince Guaraldi Trio
- 05 Winter Song - Sara Bareilles & Ingrid Michaelson
- 06 Snow - Bing Crosby
- 07 Coventry Carol - Alison Moyet
- 08 White Winter Hymnal - Fleet Foxes
Trivia
- 1.Which Massachusetts island is Winter Street set on? (Nantucket.)
- 2.In what year was Winter Street first published? (2014.)
- 3.Winter Street opened a series of holiday novels set in the same place. What is the series called? (The Winter Street series.)
- 4.Elin Hilderbrand is often nicknamed the queen of which season's fiction? (Summer (she is widely called the queen of the beach read).)
- 5.Roughly how long is Winter Street? (About 224 pages, short enough for a weekend.)
- 6.What kind of family business sits at the center of the novel? (An inn.)
- 7.Nantucket is famous for harvesting which tart red fruit, a natural fit for a holiday table? (Cranberries.)
- 8.Hilderbrand set the book in which season, unusual for an author known for beach novels? (Winter, at Christmastime.)
Bookmarks
Print, cut, and tuck one at every seat, a small keepsake from the night.
Rate the book
We hope the company was good and the conversation even better. Until the next chapter.