Historic Inn | Firepit + Wedding Venue | Trails + Waterfalls | Cleopatra Room

Set within the Carriage House, a separate lodging building located directly across the street from the historic Old Drovers Inn in Dover Plains, Cleopatra Room is a cozy one-bedroom retreat for two. The bright, cozy bedroom features a Queen bed, and the ensuite full bathroom features a standalone tub and a separate walk-in shower. Guests also have access to the Carriage House’s small dining room and sitting room outside the bedroom, providing a comfortable home base for a romantic getaway or a quiet weekend in the countryside.

Step outside to enjoy the shared firepit area or settle in for dinner and cocktails at The Tap Room Restaurant, where Colonial character and a warm, timeless atmosphere create a memorable dining experience. The property is also home to The Preston Barn, a separately rentable wedding and event venue surrounded by picturesque grounds and rustic architecture.

From this peaceful Dover Plains setting, guests can explore the Hudson Valley’s scenic trails, farms, wineries, reservoirs, and charming towns. Spend the day hiking at Mohonk Preserve or Minnewaska State Park, visiting Woodstock and Kingston, or discovering local attractions such as Opus 40 and the Shawangunk Wine Trail.

For larger gatherings, Old Drovers Inn is part of a five-property collection, with each home located within a 10-minute drive. Reserve the collection to keep wedding guests, family, or your group close throughout a special Hudson Valley weekend.

AvantStay provides an upscale experience with services that elevate your stay and save time so you can enjoy every moment. Guests have access to a 24/7 support team and a tech-enabled concierge to book services, such as fridge stocking, mid-stay cleanings, and private chefs. For anything you need (or never knew you needed), we’re at your service!

Comprised of quaint towns, each with their own charming main street, upstate New York’s Hudson Valley is famed for its natural beauty and seasonal produce. After all, it was here that inspired an entire artistic movement of Romantic painters who captured the area’s rolling hills, colorful foliage, and pastoral setting. View the landscapes in person by hiking the Catskill Mountains. Then, visit local farms where there’s a lot to pick: apples in the fall, strawberries in the summer, and vegetables in between.

Local attractions: Stone Ridge offers easy access to some of the Hudson Valley’s top spots—hike the cliffs and trails of Mohonk Preserve and Minnewaska, explore Woodstock and Kingston’s arts and dining scenes, visit Olana and Opus 40, sip along the Shawangunk Wine Trail, and unwind by the Ashokan and Rondout Reservoirs.

Home Truths:
- This home allows up to 2 pets for a fee; undisclosed pets brought without AvantStay’s approval may result in a $500 fine per pet.
- For groups needing more room to spread out, Old Drovers Inn is part of a 5-property collection (all within a 10-minute drive of each other) — book the entire collection to house your full guest list, wedding party, or team under one roof (well, five).
- *Complimentary Refreshments:* Bottled water is provided for your stay, and a Keurig coffee machine is available in the sitting room — perfect for a quick cup of coffee whenever you need it.

Parking Details:
- Please make sure you park only in the designated property parking locations. If your home offers street parking, please make sure you read all posted signage.

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This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.

As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation.

Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees.

IDs will be requested for verification after booking. All bookings over 28 days require a security deposit.

We report and prosecute all Credit Card Fraud.