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.

Weekday Wanderlust Savings

Save up to $100 per night Sunday-Thursday!

If you have the flexibility, we have great news! You can save up to $100 per night Sunday-Thursday! Skip the weekend crowds and enjoy the best of Chestertown during the week!

*Rates and savings vary by date and occupancy. Weekday savings is automatically applied and reflected in the rates shown.

Wine Country Date Night Special

Save $70 with this special package!
Starting at $343 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 Crow Vineyard and Winery
  • Dinner for two made our Chef and delivered to your room, a seasonal menu will be provided in advance
  • Complimentary bottle of red or white wine
  • A delicious, locally-sourced breakfast in the morning
  • Late check-out at 12 pm

Starting at $343 per couple, save $70! depending on dates and room selection.
*Available Sunday-Thursday, rates vary by date and room selection. Gratuities and taxes are not included in the package price.

Celebration Package

Cheers to You!
$165

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:

  • Dinner for two to enjoy al fresco on your private patio or our wrap around porch, a seasonal menu will be provided in advance
  • 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.

Ultimate Wellness Retreat

Take Time for Self-Care
$395 per couple, plus lodging & tax.

Are you craving ultimate relaxation and peak wellness in your life? Then, take the time for some self-care at Brampton Inn, where we’ve curated the perfect wellness retreat to entice all the senses. Package includes:

  • Daily gourmet breakfast featuring locally sourced ingredients
  • Two vouchers for a smoothie from a local eatery
  • Enjoy self-guided yoga in our gardens with mats and guidebook provided for use during your stay
  • A gourmet picnic lunch for two, perfect for exploring our walking trails
  • A relaxing 1-hour couples massage – ask about outdoor options!
  • Stargaze with a blanket for use during your stay and complimentary star map app

We recommend staying 3 nights for a truly restorative experience, but this package can be added to any two-night stay with a minimum of 3 days’ notice, subject to availability.

Sailing Package

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

The ocean 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, entre and dessert. Tax and gratuities are included. Does not include alcohol which can be purchased separately.

Cruise is subject to availability April 8 through September 30, 2022. *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.

Shhh… For Lover’s Only Cottage Package

Three Day, Two Night Romance Package

This luxurious package is worthy of any celebration! Whether you’re celebrating an anniversary, birthday, or just because, this package helps make your stay at Brampton Inn extra special. We’ve done all of the planning so that you and your sweetheart can focus on each other. This package is only available in our Mulberry, Marley, Sunrise, Sunset Cottages. Enjoy two nights and three glorious days of bliss.

Day One
You’re welcome to arrive by 1 pm. Awaiting in your cottage will be a dozen roses, nicely arranged on the table to welcome you. Savor six house-made chocolate truffles or six chocolate-covered strawberries (seasonal) while you plan your day.

Day Two
In the morning call the innkeeper to order breakfast from our daily changing menu. It will be delivered anytime between 8:30 and 10:00 am. After enjoying your breakfast in the privacy of your cottage you might feel like exploring historic Chestertown or the charming surrounding area.

By the time you return to the inn, your cottage will have been tidied and your picnic lunch delivered. Enjoy it on your private front porch. Plan an afternoon of doing nothing except maybe soak in the Japanese tub on the screened-in porch with your sweetheart.

Later, head back to town for an amazing four-course wine tasting dinner at one of Chestertown’s finest restaurants. Return to your cottage for another blissful and relaxing evening.

Day Three
In the morning once again call the innkeeper to order breakfast from our daily rotating menu. It will be delivered anytime between 8:30 and 10:00 am. Take your time, checkout is not until noon.

In Sunrise or Sunset starting at $1222 plus tax, in Mulberry or Marley starting at $1444 plus tax, double occupancy. Please call 410-778-1860 or book online to reserve your luxurious cottage experience. Date restrictions do apply.**

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Hide and Seek

Romantic Two Night Hideaway

How does hiding for two nights in a romantic cottage room sound to you? Blissful, we know! That is why we are offering our “Hide and Seek” special, just for the two of you. Sometimes you just need to hide away and focus on yourselves for a while.

This special includes two nights in a cottage room as well as

  • A cheeseboard and fruit basket, waiting in your room upon arrival
  • An a-la-carte breakfast-in-bed each morning
  • A picnic lunch delivered at Noon the second day of your stay
  • Dinner delivered at 6 p.m. the second evening of your stay – your dinner options will be provided in advance.

When you opt for this special, you’ll have no reason to ever leave your room! It starts at $368 per night for the two of you, plus tax.

“I Do” Proposal Package

For The Perfect Mood & Moment
$149

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
  • 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

Massage Services

Prepare to be Pampered

Seasonal Bouquet

Let Love Bloom
$59

Roses and Chocolates

Make a Bold Romantic Statement
$109

Extended Stay

Early Arrival or Late Departure
$25 each

Sip & Savor Tour

You Won’t Want to Miss This!
$25

EV Charging Station

Proudly Supporting Clean Energy
Free

fountain in the garden

Last Minute Getaway!

Are you craving ultimate relaxation? Then, spend some time at Brampton Inn, unwind and enjoy the peace and tranquility! Enjoy the best of summer on the Eastern Shore with 10% off of your room rate for a 3 or more-night stay, and a bottle of Sparkling Vidal Blanc to savor.

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