Whether you’re vacationing to the Eastern Shore for a honeymoon or a retreat with friends, our packages will help you save money and time planning your vacation. Tour local wineries, experience the Eastern Shore’s best attractions, or treat your special someone to our romance package for the perfect couples’ weekend getaway in Maryland. We also encourage you to peruse our dining packages, including seasonally inspired dinners, snack boards, and special treats for the most romantic Maryland getaways.


Our Specials include: Our Packages include:
1. Gourmet Club Dinner Series
2. Dining Under the Stars Dinner Series
3. Brampton’s Ship-To-Shore Experience
4. Elegant Afternoon Tea
5. Spring Celebration Special
6. Wine Country Date Night Special

7. Military and Veteran Discount

1. Ultimate Wellness Package
2. Make a Day of It!
3. Chesapeake Fresh Culinary Experience
4. Treasured Romance Cottage Package
5. Secret Getaway
6. Classic Romance Package
7. Celebration Package
8. Grapes to Glass Tours & Tasting Experience
9. Furniture-Making Vacation Experience
10. “I Do” Proposal Package

Gourmet Club Dinner Series

Gourmet Club Dinner Experience
Starts at $155 per person, plus lodging & tax.

The Brampton Gourmet Club is one HOT ticket!

Starring Easton-based Guest Chef Jordan Lloyd, from Hambleton House, with historic Brampton Inn, in Chestertown, Maryland, providing a visually spectacular backdrop – prepare to embark on a gastronomic journey like never before!

Here’s where Lloyd, an award-winning chef and TV personality takes foodies to the next satisfying level. Lloyd draws inspiration from each film to craft an unforgettable five-course dinner menu, with ingredients sourced from the lands and waters of the Chesapeake. Plus, there’s live entertainment.

Critics are raving: “the Brampton Gourmet Club is a must attend event, that allows Chef Lloyd to champion the Chesapeake as top foodie destination!”

Our lineup for the season includes:

  • May 23 – “The Fabulous Gourmet Club” debuts with a nod to The Freshman – MENU
  • June 20 – Say “Aloha” to an evening inspired by ‘Ohana
  • July 13 – Rick’s Café, the fictional gin-joint in the movie Casablanca
  • August 17 – A Parisian nightclub inspired by the movie, Moulin Rouge
  • September 12 – A night at the Taverna, inspired by Mama Mia
  • October 10 – Fright and fun in spades, drawing inspiration from the book and move, Sleepy Hollow

Embrace the themes of each dinner and being ready to feel transported to a magical location by food, wine, music and ambiance. Be inspired!

The events are scheduled for 5:30 – 8:30pm. Price is $155 per person, excluding taxes, beverages and gratuity. Add the wine pairing for $45 per person. Overnight guests receive a $100 room credit. If you would like to book the event without booking a room reservation, please click here to make your reservation online or give us a call at 410-778-1860.

*Please note that price is per person and we require advance notice of at least 5 days to reserve your seat.

Dining Under the Stars Dinner Series

Dining Under the Stars Dinner Experience
$125 per person, plus lodging & tax.

Tailored to passionate food lovers, Dining Under the Stars offers a captivating lineup of six open-air dining experiences set amidst the historic charm of the 35-acre country estate of the Brampton Inn, in Chestertown, Maryland.

Guest Chef Kurt Peter from Chesapeake Chef Service will craft an indulgent multi-course feast that spotlights the “cream” of the Chesapeake’s crop, including farmers, ranchers, artisanal producers, micro-brewers, distillers and winemakers. Born and raised on the Eastern Shore, Chef Peter has perfected the art of cauldron cooking over an open flame.

No two events are alike; each inspired by a theme at every level – from cuisine, tablescape, to live music, to wines and cocktails, you can always expect an elevated farm-to-table experience, with extraordinary presentations, while staying true to the essence of Chesapeake Bay cuisine.

Each evening starts in the garden, with a refreshing welcome cocktail and delightful appetizers to tantalize the taste buds. The night’s highlight arrives with a multi-course family-style dinner served beneath the stars on the Renaissance Garden terrace. To enhance the culinary experience, a range of beverages will be chosen to complement each dish at an additional cost.

Our dates and themes include:

  • May 2 – Off to the Races- MENU
  • June 6 – All That Jazz – MENU
  • July 6 – Eastern Shore Oyster & Clambake
  • August 8 – Blue Bayou
  • September 5 – Bohemian Nights
  • October 24 – Brampton Biergarten

Brampton’s exclusive dinner parties require advance booking. Price is $125* per person, excluding taxes, beverages and gratuity. Beverages available for sale on site. Guests of the Inn enjoy a $75 room credit and decadent breakfast the next morning. If you would like to book the event without booking a room reservation, please click here to make your reservation online or give us a call at 410-778-1860.

*Please note that price is per person and we require advance notice of at least 5 days to reserve your seat.

Brampton’s Ship-To-Shore Experience with Chester River Packet Company

Brampton's Ship-to-Shore Experience!
$160 per couple plus lodging and tax

Get ready for a Brampton Inn-style ship-to-shore experience on the Chester River aboard the classic Chester River Packet!

The Brampton Inn invites you to catch the sunset aboard the Chester River Packet, a 1920’s-style, touring yacht. This immersive experience allows guests to mingle and unwind on a serene two-hour cruise enjoying a gourmet charcuterie spread and cash bar, while taking in the beautiful Chester River waterfront and a breath-taking sunset. The evening is complete with a local musician, performing a medley of music that blends with sounds of the night falling on the river. Continue your relaxing evening back at the Inn, enjoying a bottle of complimentary wine around the fire pit and then retire to your romantic room or cottage.


  • Feast on a gourmet charcuterie bounty from our wonderful local purveyors and farms
  • Take in the beautiful sounds from talented musician
  • After your cruise, retire for the evening to your romantic room or cottage with a complimentary bottle of wine
  • Enjoy a delicious, locally sourced breakfast in the morning

$160 per couple, plus lodging and tax. Cash bar is also available on the cruise.
*Available May 7, June 4, July 9, August 6, September 3 and October 1, 2024 – 4pm – 6pm. Must be booked at least one week in advance of stay. If the Chester River Packet cancels the cruise due to inclement weather, the cost of the cruise will be refunded.

Elegant Afternoon Tea

Elegant Afternoon Tea Experience
$45 plus tax per person, gratuity not included

Join us for an elegant afternoon of fine food and drink, and wonderful conversation!

Our pastry chef’s creations of decadent sweet and mouth-watering savory bites are paired with a hand-picked selection of fine Harney & Sons Teas. Enjoy as you and your companions spend a lovely afternoon in the peaceful elegance of the Brampton.


The event is offered the following Sundays, 2:00 – 3:30 pm and seating is at 2:00 pm.

March 24 SOLD OUT!

April 21 SOLD OUT!

May 12

June 30

July 28

*Please note, due to the nature of this event, only regular and vegetarian options are available.

**To purchase tickets for the event without an overnight stay, either call us at 410-778-1860 or purchase online here.

Spring Celebration Special

Save $100+ with this special package!

Escape to our enchanting retreat and embrace the beauty of spring! Enjoy luxurious accommodations in an idyllic country setting, as well as complimentary amenities, and more! Enjoy…

  • The luxurious room or cottage of your choice
  • Complimentary bottle of bubbly
  • Complimentary floral bouquet in your room
  • A delicious, locally sourced breakfast each morning
  • Delectable treats and beverages at afternoon tea
  • Complimentary late check-out at 12 pm

Save $100 plus enjoy weekday room rates now through May 30.
*Available Sunday-Thursday (some blackout dates apply), two-night minimum, rates vary by date and room selection. Gratuities and taxes are not included in the package price. Must be booked at least 24 hours in advance of stay.

Wine Country Date Night Special

Save $50 with this special package!
Starting at $365 per couple

Get ready for the ultimate date night experience! Escape the city and come to Maryland’s Eastern Shore to enjoy luxurious accommodations in an idyllic country setting, as well as wine tasting, dinner for two, and more! Enjoy…

  • The romantic room or cottage of your choice
  • Wine tasting flight and cheese platter at award winning Crow Vineyard and Winery
  • One of our picnic dinners for two made by our Chef and delivered to your room, a seasonal menu will be provided in advance
  • Complimentary bottle of our featured Crow Vineyard red or white wine
  • A delicious, locally sourced breakfast in the morning
  • Complimentary late check-out at 12 pm

Starting at $365 per couple, save $50 depending on dates and room selection.
*Available Sunday-Thursday, rates vary by date and room selection. All Cottages and Fairy Hill Suite have a 2-night minimum. Gratuities and taxes are not included in the package price. Must be booked at least 48 hours in advance of stay.

Military and Veteran Discount

The Brampton Inn is proud to support our Military members, both past and present. In an effort to say thank you we offer a special military discount to honor Active-Duty military and Veterans. There is a 10% discount on the Best Available Rate by phone or online reservations. Please present a government ID at check-in.

When making an online reservation, select “Special Rates in the Date Search Box, Select Promotional Code and enter SALUTE10. Must be selected at time of reservation, cannot be added to an existing reservation.

Ultimate Wellness Retreat

Take Time for Self-Care
$535 per couple, plus lodging & tax.

The Brampton Inn invites guests to a mind-body experience with the Ultimate Wellness package. This package comes complete with curated experiences to help one relax and reset for the months ahead.


Set among 35 acres of mature trees, woodlands, meadows, gardens, and wildlife on the Eastern Shore, the Brampton is a tranquil sanctuary for meditative strolls or outdoor fitness activities. Come evening, enjoy a relaxing bath in an oversized tub, and sleep then beckons, along with the plush comforts of the softest linens. The morning awakes to homemade breakfast delights. The package includes:

  • Daily gourmet breakfast for each guest
  • Welcome fruit amenity
  • Relaxing 1-hour couples Body Massage
  • Enjoy a delicious picnic lunch for two prepared by the culinary team
  • In-suite yoga mat to utilize while on property
  • After an adventurous day, unwind on the patio in the comfy seating around the romantic glow of the fire pit and pick out celestial points of interest on your own using the complimentary star map app

*A two-night minimum stay and three-day advance notice are required.

Make a Day of It!

Couples Float Spa Experience
$305 per couple plus lodging and tax

Brampton Inn has partnered with Park Row Floats for an indulgent, relaxing couples’ experience, Make a Day of It! Feel your tension and stress disappear during this two-hour session!

Your experience begins with a 30-minute Infrared Sauna together. Then separate into private Float rooms to indulge your entire body in a 60-minute Float. Finally, come back together and end with a soothing 25-minute Salt Cave.

Give your mind and body some needed attention while you enjoy a relaxing experience together!

This 2-hour treatment is $305 per couple.

* A two-night minimum stay and three-day advance notice are required. Subject to appointment availability 9am – 5pm Thursday – Monday (not available Tuesday and Wednesday). You may request a date/time but it is not guaranteed. Request in the Special Accommodations box when you check out.

**A Float is not possible for two weeks after hair color treatment.**

Chesapeake Fresh Culinary Experience

One-of-a-Kind Epicurean Adventure
$1,200 per couple plus lodging and tax

If you’re looking for a one-of-a-kind epicurean adventure, Brampton is serving up CHESAPEAKE FRESH, a bucket-list destination for ardent foodies. Take a private field trip with fresh food fanatic Chef Lloyd and connect with the Chesapeake’s vibrant agriculture and aquaculture. Embark on a private tour, stopping frequently at some of the most sought-after locations to meet the leading purveyors in the region’s sustainable agriculture scene and procure your favorite ingredients. Return to Brampton, to hone your own skills in the kitchen in a chef-led interactive cooking class preparing the Chesapeake Bay’s bounty. The journey culminates with an intimate dinner paired with carefully selected vintages direct from the cellars of the inn. Savor a tailored menu prepared by Chef Lloyd that showcases that back-to-land reverence with Chesapeake farm fresh ingredients – with some vegetables and herbs harvested just moments beforehand in the Brampton’s own kitchen garden. Dine in the privacy of your cottage, surrounded by lush gardens and woods.

If Chef Lloyd looks familiar, he’s been on our televisions having been thrust into the spotlight winning an episode on Food Network’s “Supermarket Stakeout.”  His creative Chesapeake cuisine has been lauded as well as his commitment to organic, farm-to-table, seasonal ingredients.

Before launching Hambleton House, Lloyd delighted palates in Washington, D.C., at Michael Mina’s exclusive Bourbon Steak in the Four Seasons Hotel in Georgetown, where he served as Service Captain. His impressive culinary background includes such prestigious addresses as Citronelle in Washington, D.C.; Per Se in New York City; Auberge De Soleil Resort in Palmetto Bluff, South Carolina; Ritz Carlton in Atlanta, Georgia; and La Goulue in the Shoppes at Bal Harbour in Miami, Florida.

This experience is available April through November, based on availability, with 14 days advance notice, for $1,200 per couple plus lodging and tax and requires a minimum two-night Cottage booking.

Treasured Romance Cottage Package

Three Day, Two Night Romance Package
Starting at $594 per day plus tax

Who says romance can only happen in February? Brampton Inn’s luxurious Treasured Romance package is worthy of any celebration and offers you the opportunity to celebrate a special occasion, mark an anniversary or sneak away just because! We’ve done all of the planning so that you and your sweetheart can focus on each other. Spend two nights/three days of glorious bliss in  Mulberry, Marley, Sunrise, or Sunset Cottages. Spread across the grounds, each one is elegant, luxurious, and Americana-inspired, making it the perfect romantic hideaway no matter the season!

Day One
You’re welcome to arrive by 1 pm to a welcome package of handcrafted truffles or chocolate-dipped strawberries (seasonal) and a bouquet of a dozen beautifully arranged roses to enjoy while planning your afternoon escape.

Day Two
Discover an exceptional start to an unforgettable day two with a decadent breakfast delivered to your Cottage before exploring the grounds, historic Chestertown or charming surrounding area.

Enjoy an afternoon of leisure with a perfect picnic on the porch moment. Plan an afternoon of doing nothing except maybe soak in the Japanese tub on the screened-in porch with your sweetheart.

Later, experience a romantic candlelit four-course wine-tasting dinner at one of Chestertown’s finest restaurants. Then slip back to your cottage at the Brampton for an enchanting evening. Finish the day off cuddled up near your in-room fireplace and you might just wonder if your life is a movie!

Day Three
Wake up feeling refreshed on day three and enjoy a leisurely breakfast in bed as checkout isn’t till noon.

Available year-round, in Sunrise or Sunset starting at $594 per day plus tax, in Mulberry or Marley starting at $704 per day plus tax. Please call 410-778-1860 or book online to reserve your luxurious treasured romance experience. Date restrictions do apply.

Secret Getaway

Romantic Two Night Secret Getaway
Starting at $445 per night plus tax

How does hiding for two nights in a romantic cottage room sound to you? Blissful, we know! Spark the romance with our “Secret Getaway” package and rekindle the passion in your relationship. Getaway and focus on yourselves for a while in your own private cottage!

This two-night special features accommodations in a spacious private estate cottage and includes:

  • A selection of cheeses paired with crackers, seasonal fruit and accompaniments upon arrival
  • A decadent breakfast in bed each morning
  • A lovely picnic lunch delivered to the cottage at Noon of your second day
  • To close a perfectly romantic day two, enjoy a locally sourced savory dinner with wine in the privacy of your cottage at 6 pm.

There’s no need to ever leave your room! This romantic special, with all the experiences offered, starts at $445 per night for the two of you, plus tax.

Classic Romance Package

Make Your Stay Swoon-Worthy
$215 plus lodging and tax

Make your stay unforgettable with our Classic Romance Package! Surprise your special someone and amp up the romance with:

  • A bottle of premium champagne on ice with Brampton keepsake flutes
  • A selection of tantalizing handcrafted dark chocolate truffles or chocolate covered strawberries in season
  • A beautiful bouquet of a dozen roses
  • Daily breakfast for two

For the ultimate relaxing stay, add an in-room signature couples massage (choice of 60,90 or 120-minute treatment)!

*This package requires 48-hour advance notice. Massage services must be purchased separately. Massages are available in all rooms and cottages with the exception of Poppy’s Retreat.

Celebration Package

Cheers to You!
$175 plus lodging and tax

No matter what you’re celebrating, Brampton Inn is the perfect setting for a relaxing and picturesque party! Cheers to you and your favorite people with our celebratory package, including:

  • One of our Picnic Dinners for two which includes a complimentary bottle of red or white wine
  • Petite celebration cake
  • Mimosas with breakfast
  • Complimentary room upgrade on arrival (based on availability)

Two night minimum stay required.

Sailing Package

The Best of Land & Sea
$350 per couple, plus lodging & tax.

The bay is calling! Thanks to our partners at Blue Crab Chesapeake Charters and The Kitchen at the Imperial, you can experience a private sail and an award-winning fine dining experience. It’s the perfect mix of land and sea…

  • Set sail for romance with a private 90-minute sail with Blue Crab Chesapeake Charters in Rock Hall, MD*.
  • Savor a 3-course dinner for two at The Kitchen at the Imperial including app, entrée and dessert. Tax and gratuities are included. Does not include alcoholic beverages which can be purchased separately.

Cruise is subject to availability mid-April through September 2024. NOTE: *Gratuity not included.

*Please note that we require advance notice of at least 14 days to arrange the sail and restaurant bookings on your behalf. Please call to check for availability if less that 14 days from your stay.

Grapes to Glass Tour & Tasting Experience

Grapes to Glass Tour
$100 per couple, plus lodging & tax.

Grapes to Glass Tour & Tasting is the perfect way to introduce yourself, friends and family to Crow Vineyards winemaking philosophy and wines!

  • On this private guided tour, you’ll explore the farming relationship with the terroir and the unique climate of Maryland’s Eastern Shore. Once you learn more about the vineyards and the grapes grown, participate in a tank and barrel discussion with your host. Finally, enjoy a guided tasting paired with the best seasonal produce from local farms, artisanal cheeses from craft cheese mongers and charcuterie made in-house.*

Private tour dates and times are subject to availability.

*Please note that we require advance notice of at least 7 days to arrange the tour on your behalf. Please call to check for availability if less that 7 days from your stay.

Furniture-Making Vacation Experience

Furniture-Making Experience
Varies based on workshop selected, plus lodging & tax.

Carve Out Time to Make a Piece of Heirloom-Quality Furniture

The Brampton has partnered with acclaimed woodworker and craftsman Robert Ortiz to offer a unique immersive experience for guests to participate in “furniture-making vacation workshops.”

Aspiring furniture makers or dedicated hobbyists will spend up to five-days in an intensive creative experience led by nationally recognized artist Ortiz, who has been crafting contemporary tables, dressers, and sideboards inspired by Shaker and Japanese traditions for 35 years.

Through hands-on instruction, discover a practice steeped in Eastern Shore history, transforming a piece of timber into functional furniture.

Each of the private furniture making workshops provides guests an opportunity to connect creatively with one of Chestertown’s local artists in a new and unique way and form cherished travel memories.

Private workshops take place at his studio and showroom, Robert Ortiz Studios, in the heart of historic Chestertown’s art district. Workshops vary in length from three- to five-days and range from $1,950 to $4,500. Prices include workshop syllabus, along with a copy of Ortiz’s book, Creating a Fine Art Entry Table and material costs and instruction.

For details about classes and to register, visit Robert Ortiz Studios online at http://ortizstudios.com/one-one-furniture-making-workshops or call 410-810-1400. Interested participants are encouraged to enroll soon as private furniture making sessions are limited.*

*Book your workshop and then contact the Brampton at 410-778-1860 to book your discounted room.

“I Do” Proposal Package

For The Perfect Mood & Moment
$295 plus lodging and tax

Let Brampton Inn be your “belvédère” – a special place where memories are made! If you’re planning to propose to the love of your life, consider enlisting our help to ensure that it’s as magical as you want it to be. We have numerous settings on our property for the picture-perfect proposal moment, and we’ll coordinate with you to have the perfect romantic touches waiting in your room, cottage, or suite.

  • A beautiful bouquet of red roses
  • A chilled bottle of Champagne
  • A box of specialty truffles
  • Silk Rose Petals on your bed
  • List of recommended area photographers to help you capture the moment
  • Advanced planning and coordination to help make this a memory you’ll treasure for a lifetime together

Elegant Afternoon Tea

Elegant Afternoon Tea Experience
$45 plus tax per person, gratuity not included

Wine on Arrival

Time to Wine'd Down
Starting at $25

Massage Services

Prepare to be Pampered

Seasonal Bouquet

Let Love Bloom

Artisan Chocolates

Sweet Surprise

Roses and Chocolates

Make a Bold Romantic Statement

Extended Stay

Early Arrival or Late Departure
$40 Early Check-In or $25 Late Check-out

Sip & Savor Tour

You Won’t Want to Miss This!

EV Charging Station

Proudly Supporting Clean Energy
Picnic on the grass by the water

Become a Preferred Guest!

Be the first to find out about upcoming events
and seasonal specials at Brampton Inn.

Dine in Style! 

If you are looking for a unique dining experience, we have two amazing dining-series this season!

Check out Dining Under the Stars with Chef Kurt Peter starting May 2!


Gourmet Diner Club with chef Jordan Lloyd starting May 23!

Dining and entertainment experiences to remember! See our Specials page.

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