Brampton 1860

Name: Brampton 1860
Address: 25227 Chestertown Road, Chestertown, MD, 21620, US
Telephone: +14107781860
Price range: $$$

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Uniquely Curated Experiences Await You at our Historic Chestertown, Maryland Boutique Inn.

Follow for upcoming events or go to: https://bramptoninn.com/events

For specials and packages go to: https://bramptoninn.com/romantic-maryland-getaways An Award-winning Chestertown, Maryland boutique inn on 35 park-like acres. Large elegant rooms, suites and cottages offer the perfect setting to relax and rejuvenate. An a-la-carte breakfast is served daily in the dining room or delivered to our guests in the cottage rooms at our romantic Maryland inn.

-13 Rooms, Suites and Cottages
-Cozy Fireplaces
-En-Suite Baths (Most with Whirlpool Tubs or Spa Showers)
-Gourmet Breakfasts
-Romantic Getaway
-Award-Winning
-WiFi
-Open all year

10/16/2026

🍂 Thanksgiving is only a little over a month away!🍂

As I review our waitlist requests, I’m noticing a familiar trend: many guests are waiting until the last minute to book their fall and holiday getaways. With the Eastern Shore’s busiest season in full swing, availability is disappearing quickly.

We still have a few rooms available for our Ultimate Eastern Shore Thanksgiving Package, featuring luxurious accommodations, package savings, live piano music, and a stress-free holiday celebration.

🦃 No shopping.
🍽️ No cooking.
🧹 No cleanup.
✨ Just time to relax and enjoy.

The best holiday memories aren’t made in the kitchen. They’re made around the table. Let us handle the work while you focus on making memories.

10/14/2026

Confession... we’ve been in full celebration mode lately! 🎉

Weddings? ✅ Birthday parties? ✅ Anniversaries? ✅ Girls’ getaways? ✅ Romantic escapes? ✅

Seeing our guests gather, laugh, toast, dance, and make memories is one of the best parts of what we do.

Life gives us plenty of reasons to celebrate. We’re curious... what’s the next occasion on your calendar? 🥂

10/12/2026

Not many hotel breakfasts begin with birdsong, fresh coffee just ground that morning, and a table set just for you.

One of our guests recently said breakfast at Brampton was worth the trip all by itself. We can’t disagree. From house-made specialties to locally sourced ingredients, mornings here are meant to be savored.

What would your perfect breakfast include? ☕🍳

10/11/2026

What does a perfect autumn day look like?

Imagine waking up in luxury linens, enjoying a chef-prepared breakfast, spending the afternoon exploring charming Chestertown, then returning to a crackling fire pit with a glass of w**e as the sun sets over the Eastern Shore.

October is one of the most beautiful times of year at Brampton 1860. Crisp air, colorful foliage, peaceful gardens, and cozy evenings create the perfect setting for a romantic escape.

What’s your favorite thing about fall getaways? 🍁

10/09/2026

🍇 Grape Expectations is back—and autumn is bringing its appetite. 🍷
Join us at Brampton 1860 on October 15 from 6–8 PM for Grape Expectations: Autumn in Full Swing — A Harvest Supper, an evening where Chesapeake flavors, harvest ingredients, and thoughtfully chosen w**es come together in five delicious courses. Each small plate is paired with a w**e curated by Monica Connors, WSET® Level 3 from DMV Distributing.

Come for the w**e. Stay for the food, the conversation, and that unmistakable Brampton magic. ✨
Seating is limited, so don’t let this one pass you by. 410-778-1860

**e

10/07/2026

What if someone else handled the holiday cooking this year? 🍂🎄🥂

We love the holidays at Brampton 1860. The inn is festive, the fireplaces are glowing, and our kitchen is busy preparing some of our favorite meals of the year.

If you’d rather spend the holidays enjoying each other than planning, cooking, serving, and cleaning up, come celebrate with us.

🍂 Thanksgiving | Nov. 25–29
Four nights, Thanksgiving dinner with live music, daily gourmet breakfasts, special treats, and 15% off your room rate.

🎄 Christmas | Dec. 24–27
Three cozy nights, a festive Christmas dinner with live music, daily breakfast, holiday treats, and 10% off your room rate.

🥂 New Year’s Eve | Dec. 30–Jan. 1
Two nights, a New Year’s Eve cruise aboard the Chester River Packet, dinner back at Brampton 1860, bubbly at midnight, daily breakfast, and 10% off your room rate.

Which holiday would you most like to spend at Brampton 1860?

Explore our holiday getaways and make this the year you let someone else take care of the details.
https://bramptoninn.com/romantic-maryland-getaways

10/06/2026

It’s a beautiful fall day. Great day for a little hike around the Brampton. Breeze rolling through the corn. Best time of the year for a visit 😉

10/05/2026

There’s something timeless about black and white — the way it sharpens emotion, the way it turns a moment into a keepsake. Our recent “Black & White” wedding editorial at Brampton 1860 felt like stepping into a classic film: crisp lines, soft light, and a kind of quiet luxury that let every detail live.

On the estate, the palette became its own story — ivory florals against historic brick, black accents grounding the romance, and the whole day unfolding with that effortless elegance our grounds seem to hold so naturally.

This shoot was a celebration of contrast, craftsmanship, and the beauty of simplicity — brought to life by an extraordinary team:

Planning: My Eastern Shore Wedding

Photography: Shelby | Wedding Photographer

Stationery: Caroline Anne Creative: Events & Design

Dress: Mia Rose Bridal Boutique

Mia Rose Bridal BoutiqueMaryland EaTNT Jewelers | Maryland Eastern Shore Jewelry Storeslson Karen NelsonNicole Nelson0Karen NelsonaBrampton 1860nd Wedding Lauren | Maryland Wedding + Event Florist CelebraArtistic Wedding & Celebration Cakesals: HoBrampton 1860 + Tent

VeHoneywood Event + Tentdels: keeBrampton 1860ance in cokeera jadegic in the details.

10/02/2026

If you’re overdue for a date night, consider this your sign.

One of my favorite things about hosting guests at Brampton 1860 is seeing couples reconnect when they finally step away from busy schedules and everyday distractions. Our W**e Country Date Night Special was designed to make that easy.

Enjoy a cozy stay, w**e tasting and a cheese platter at Crow Vineyard, a chef-crafted picnic dinner delivered to your room, a bottle of local w**e, a delicious breakfast, and a relaxed noon check-out the next day. Best of all, you’ll save $50.

Romance doesn’t have to be complicated. Sometimes it starts with a glass of w**e, a beautiful setting, and time together. See the link to our specials page in our bio for more information.

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10/01/2026

A little reward for your next getaway. ✨

New to Select Rewards? Enroll between October 1–31, complete your profile, and opt in for texts to receive a $25 Reward Certificate toward a future qualifying stay at a participating Select Registry property.

Plus, once you’re a member, you can earn Select Rewards credits when you stay with us at BRAMPTON 1860 and other participating Select Registry properties.

Already a member? Share this with your favorite travel companion so they can start getting rewarded, too.

Learn more + enroll at traveler.selectregistry.com/CheckIn/?property=1870

New Select Rewards members only. Terms and conditions apply.

Address

25227 Chestertown Road
Chestertown, MD
21620

Telephone

+14107781860

Website

https://www.bramptoninn.com/

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