When the nights turn crisp, I reach for rooms with history, a great glass, and a serious hearth. Here are 11 favorites my clients love—each with a fireplace called out by the venue or major listings. Always reconfirm hours and policies; winter calendars change quickly.

1.The Tavern at the Beekman Arms — Rhinebeck

Historic inn with an open-hearth Colonial Tap Room; classic tavern fare in a time-capsule setting.  

2.Hudson House River Inn (Fireplace Room) — Cold Spring

Riverside dining with a dedicated Fireplace Room for peak winter coziness.  

3.Crabtree’s Kittle House — Chappaqua

White-tablecloth icon; indoor fireplace noted on reservation platforms; deep wine program.  

4.Deer Mountain Inn — Tannersville (Catskills)

Lodge-style dining near the cozy fireplace; mountains, cocktails, and romance.  

5.Butterfield at Hasbrouck House — Stone Ridge

Main dining room with decorative fireplace in an 18th-century estate hotel.  

6.Ship Lantern Inn — Milton

Fine dining stalwart; roaring fireplaces in colder months.  

7.Stagecoach Inn (Dobbins Tavern & private rooms) — Goshen

Elegant, intimate rooms; indoor fireplace and seasonal dinner series.  

8.Glenmere Mansion — The Supper Room — Chester

Candlelit dining anchored by a massive Italianate fireplace.  

9.Peekamoose Restaurant & Tap Room — Big Indian

Rustic Catskills favorite with indoor hearth and outdoor fire features for s’mores.  

10.The Vintage at the Millbrook Inn — Millbrook

Intimate bar with a stone-hearth fireplace and local wine list.  

11.The Bird & Bottle Inn — Garrison

Lovingly restored 1761 inn; historic tavern ambience with that winter-by-the-fire feel.  

Planning tip: Restaurants update hours seasonally; book ahead for weekends and holidays.

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Want the “table-by-the-fire” plan?

I’ll map a winter evening around the reservation you snag—pre-dinner river stroll, best seat to request, and a nearby property tour that matches your style.