The Chesapeake Inn

10/28/2026

It has been TOO long and your body is crying out for Meghan's magic!! Friday morning spend an hour investing in yourself -- you will feel SOOOOO much better! Sign up here!

https://app.squareup.com/dashboard/appointments/classes/edit/clssch_qtwpxo1rx0a7yc?dateStart=1793365200

10/25/2026

We have had a cancellation for Oyster Festival Weekend - reach out if you are interested! It’s for a three night stay - arrive in time for Locals’ Night on Thursday and stay for both festival days until Sunday. November 5 - November 8 for $689/night plus taxes.

It's finally fall and oysters are at their very best! We're sold out for the Urbanna Oyster Festival but here's a local secret . . . the Urbanna W**e & Oyster Stroll is even more fun! Enjoy delicious w**es, oysters and other delectables at 14 different locations across town -- book a stay and reserve your tickets while you can!

10/14/2026

We are so excited to host our very first mahjong retreat! We are making final plans -- it is going to be SO much fun! Grab the last spaces while you can!

Team Pajamas or Team Still Dressed?

Halloween weekend, you could be answering the door for the 64,778th time…

OR you could be in Urbanna, laughing until your cheeks hurt, playing mahjong way past your bedtime, enjoying meals you didn’t have to cook and making memories with women who might just become lifelong friends.

And the best part? Someone else planned the whole weekend for YOU!

We added a few spots, and this is one of those weekends I don’t want you wishing you’d been part of.

Come alone, grab a friend or gather your girls!

October 30 – November 1 | Urbanna, VA

Sometimes you just have to say YES to the fun!

Link in bio or DM us for more information.

10/14/2026

Perfect event to take your adult or near-adult daughters to . . . spend the day in Urbanna, make your own perfume and share one of our beautiful double queen rooms (or splurge for the suite) . . . life is short and our time with our daughters is so so limited (says this mama whose daughter is in Australia and not coming home for Christmas). And if the 17th doesn't work, the Montague Kitchen & Cookery School has a number of other fabulous classes coming up!

10/08/2026

The weather is looking perfect on Saturday for the Urbanna W**e & Oyster Stroll 2026 ! 17 w**e tastings and 3 oyster tastings, shopping and snacking at 15 participating shops and restaurants. Stay safe and make a night of it - book a room while we still have rooms available for Saturday night!! (And you can order tickets while you book your room!)

From 2 to 5pm, take a leisurely stroll along the charming streets of Urbanna and enjoy tasting samples of w**e, fresh oysters, and other tasty morsels at participating restaurants and shops.

10/04/2026

We love hosting the little Miss Spats!

10/02/2026

Join us and Let’s Maj RVA for our first ever mahjong retreat!! Come for the weekend or just one night - it will be a fabulous time!

I know. It’s Halloween weekend.

And if you still have little ones at home waiting to put on costumes and fill their buckets with candy, this probably isn’t your weekend.

But maybe your little ones aren’t so little anymore.

Maybe Halloween looks different these days.

Maybe you’ve reached that season where you can leave for a night or two—but you’re so used to being the one who stays home, takes care of everyone, makes the plans, cooks the meals and keeps everything moving that you almost forget you’re allowed to go.

So consider this your invitation.

Come to Urbanna.

Let someone else take care of the meals. Play mahjong. Stay up laughing. Shop a little. Sleep in. Sit around the table longer than you normally would. Meet women you didn’t know before and leave knowing them.

And if you’re thinking, But I don’t have anyone to go with…

Come anyway. You won’t be the only one.

If two nights away feels like too much, come for one.

We intentionally kept this retreat small, and there are just a few overnight spots left.

Sometimes you don’t need a big vacation or a reason.

Sometimes you just need to go.

And there’s a seat waiting for you.

October 30–November 1 | Urbanna
One- and two-night options available. Link in bio.

09/28/2026

It's finally fall and oysters are at their very best! We're sold out for the Urbanna Oyster Festival but here's a local secret . . . the Urbanna W**e & Oyster Stroll is even more fun! Enjoy delicious w**es, oysters and other delectables at 14 different locations across town -- book a stay and reserve your tickets while you can!

09/24/2026

Incredible! Had the honor of hosting a real live descendent of a Signer of the Declaration of the Independence at The Chesapeake Inn last night! Luther Shank IV can trace his lineage to John Hart of NJ, a Revolutionary War hero. Thanks for sharing some magic with us at the inn, Luther!

09/24/2026

Thank you to the Virginia CEOs for choosing The Chesapeake Inn for your private round table venue last week! We were thrilled to host you. Our Lobby/Living Room, Rappahannock Room, Game Room and other beautiful, functional meeting spaces - not to mention our 12 gorgeous guest rooms and famous personalized hospitality - make the inn the perfect place to hold your leadership meeting, office retreat, or small group getaway!