Floor Plans

Floor Plans

Wylder Hotel Tilghman Island Event Space

WTI Conference Large Boardroom Table

Large Boardroom Setup

WTI Conference Large Boardroom Table

U-Shape Setup

WTI Indoor Conference U Shape

 

Theater Setup

WTI Theater Conference

 

Classroom Setup

WTI Classroom Conference

 

Happenings

Wylder Hotel Tilghman Island

2019 Happenings Calendar

Concert Series

 

 

 

December

Wylder Friends Header Image

Friday December 13th thru Sunday December 15th: Christmas in St. Michaels

Friday December 13th thru Saturday December 21st: Christmas Train Village

Saturday December 14th: Tilghman Boat Parade Happy Hour in Tickler’s from 4pm – 7pm followed by the Crab Pot Christmas Tree and Boat Parade beginning at 7 pm in the Narrows.

Saturday December 14th: Christmas Cannon at Chesapeake Bay Maritime Museum – noon till 12:30pm

Sunday December 21st: 5th Annual Ugly Sweater Free 5K and Toy Drive – Registration 8am, race at 9am

March

Element

Saturday March 7th and Sunday March 8th: St. Michaels Chocolate Fest

Saturday March 28th: Daffodil Festival 2020

Saturday March 4th and Sunday March 5th: Eastern Shore Sea Glass and Coastal Arts Festival

April

Element

Saturday April 25th and Sunday April 26th: Wine Fest at St. Michaels 

 

 

Specials & Offers

Holiday Gift Certificate Special

When you buy a gift certificate in the amount of $250, receive a $50 gift certificate on us! Call us between 9am and 5pm everyday to purchase. Offer ends December 31st.
To Buy, Call 877-818-1922

Winter Bonfire Package

Bonfire at Wylder Hotel

The Eastern Shore is beautiful in the cool months! Cozy up to our Wylder Winter Bonfire Package. Get ALL THIS when you ask for the WINTER BONFIRE PACKAGE now until Dec. 31st.
Room upgrade based on availability
Bottle of house wine
Complimentary breakfast
S’mores kit for fire pit
Late checkout
To Book, Call 877-818-1922

Free Bridal Suite

tilghman island wylder hotel wedding photography photo

Come enjoy our all-inclusive, laid back, relaxed resort for your waterfront wedding weekend. For a limited time only book your wedding with us and receive your bridal suite free for two nights. Don’t forget your furry friends, our resort is dog-friendly so all your family members can be a part of your special day.
To Book, Call 877-818-1922

3 is Better Than 2 Special

Buy 2 nights at our chic waterfront hotel and get a 3rd night FREE! This is a limited-time special valid for stays now through January 31, 2020. Free night is applied to lowest nightly rate.

or call 877-818-1922

Simply choose a room, then choose the 3rd night free option.

Half Off is Double the Fun Special

Buy 1 Wylder night and get the 2nd night for half off. This is a limited-time special valid for stays now through January 31, 2020. 50% off is applied to lowest nightly rate.

or call 877-818-1922

Simply choose a room, then choose the 2nd night at half off option.

Wylder Romance Package

Oysters at Wylder Hotel

Create a spark! Get Wylder. Book any room and for just $50 more, you’ll receive: a dozen hand-picked oysters, a bottle of bubbly, and a VIP dinner reservation (does not include dinner). Only available when restaurant is open. See hours here.

or call 877-818-1922

Simply choose a room, then add on the romance package option.

Get Wyld Fishing Package

Charter Fishing Captain

 

Get a full-day fishing trip plus accommodations for just $125 per person to fish and 15% off room rates, based on availability. Come fish the Chesapeake for the legendary Sweet Autumn Rockfish with some of the best captains on the shore! Add our famous boxed breakfast and lunch to your package for $35 per person. Plus, let our chef prepare your fresh fish for you once you return. Price is based on 6 guests.

To Book, Call 877-818-1922
This package can only be reserved by phone.

Concert Series

 Concert Series

Get ready to sway, toe tap, get down and maybe even strum an air guitar. We are the Tilghman Island and St. Michael’s live music hub.

 

 

Wylder line

Past Concerts

Pressing Strings

September 28th, 2018 6 – 9pm & September 30 2 – 5pm

Pressing Strings

 

Good music for the folk. Folky, blues, soul, rock, singer/songwriter meets star rhythm section. From Annapolis, Maryland and beyond.

Learn More

City of the Sun

October 5th, 2018 8 – 10pm & October 6th 3 – 5 pm

City of the Sun NYC band

 

The band’s sound has an array of influences including indie rock, American folk, flamenco, and blues; it’s been called worldly, cinematic.

Learn More

Cris Jacobs

October 13th, 2018 3 – 5 pm

Cris Jacobs

Cris Jacobs enchants listeners with his inspired, poignant songwriting, virtuous guitar playing, and soulfully transcendent voice.

Learn More

High and Wides

October 14th, 2018 2 – 5 pm

High and Wides

 

From fiery barn burners to heartbroken ballads, this talented string quartet is celebrating the region’s rich bluegrass history. – Baltimore Magazine

Learn More

Ken and Brad Kolodner Trio (with Luke Chohany)

October 19th, 2018 7 – 9 pm

Ken and Brad

 

The dynamic father-son duo Ken & Brad weave together a captivating soundscape on hammered dulcimer, banjo and fiddles. Joining them is Luke Chohany.

Learn More

Haint Blue

October 27th, 2018 6 – 9 pm

Haint Blue

 

Haint Blue delivers some of the best Americana-tinted pop you’ve heard this year—depth of feeling needn’t be sacrificed in order to create accessible string-based music.

Learn More

Roses and Rust

November 3rd, 2018 2 – 5 pm

Roses and Rust

 

This Baltimore-based band blends classic and contemporary rock, pop and country with a soul and sensibility that makes you feel like you’ve been listening to them your whole life.

Learn More

Joe Hickey

March 3rd, 2019 1 – 3 pm

Joe Hickey graces the Tickler’s stage once again to delight his fans.

Kenny Haddaway

March 22, 2019 5 – 7 pm

Kenny is an Americana artist from the Eastern Shore of Maryland. Originals and unique interpretations of the classics of roots music are his forte.

Learn More

Jim Fodrie

March 29, 2019 7 – 9 pm

jim fodrie

Jim Fodrie will perform his crowd-pleasing soulful folk-based jams.

Learn More

Gerry Mack

April 5, 2019 5 – 7 pm

Gerry Mack

Gerry Mack delights his loyal following with soft rock and classics.

Kenny Haddaway

April 12, 2019 7 – 9 pm

Kenny is an Americana artist from the Eastern Shore of Maryland. Originals and unique interpretations of the classics of roots music are his forte.

Joe Hickey

April 19, 2019 5 – 7 pm

Joe Hickey

Joe Hickey takes the stage for Easter Weekend playing his much-loved signature acoustic tunes.

Gerry Mack

April 26, 2019 5 – 7 pm

Gerry Mack

Gerry Mack delights his loyal following with soft rock and classics.

Joe Hickey

May 12, 2019 2 – 4 pm

joe hickey

Mother’s Day weekend here at Tickler’s will be even more special with this live performance by local legend Joe Hickey.

Gerry Mack

May 18, 2019 3 – 5 pm

Gerry Mack

Gerry Mack delights his loyal following with soft rock and classics. Weather permitting, this concert will be outdoors on our Tickler’s stage.

The Miles River Band

May 25, 2019 2 – 5 pm

Kick off Memorial Day Weekend with a free concert! The Miles River Band hails from Maryland’s Eastern Shore. The band excels at Americana, rock and country genres.

Gerry Mack

May 26, 2019 2 – 5 pm

Gerry Mack is back for Memorial Day weekend! Weather permitting, this concert will be outdoors on our Tickler’s stage.

Joe Hickey

June 1, 2019 9 – 11 pm

joe hickey

Join us for a late-night treat as Joe Hickey plays in Bar Mumbo.

Gerry Mack

June 2, 2019 1 – 3 pm

Gerry Mack delights his loyal following with soft rock and classics. Weather permitting, this concert will be outdoors on our Tickler’s stage.

Joe Hickey

June 14, 2019 9 – 11 pm

joe hickey

Father’s Day weekend gets the royal treatment as well when local musician Joe Hickey plays on our outdoor stage, weather permitting. For cooler weather, he’ll play inside at Tickler’s.

High & Wides

June 15, 2019 3 – 5 pm

High&Wides

The High and Wides draw from their members’ extensive backgrounds in bluegrass to take the music to a place of their own, while drawing from the pre-bluegrass era when the seeds of bluegrass, country, rock ‘n roll, and western swing blended freely under the header “hillbilly music”. Their 2018 debut album, “Lifted”, reached #10 on Billboard’s bluegrass chart and was called “quietly revolutionary” in No Depression and “stunning” in Bluegrass Today.

Joe Hickey

June 21, 2019 9 – 11 pm

Live in Bar Mumbo

joe hickey

Gerry Mack

June 28, 2019 9 – 11 pm

Live in Bar Mumbo

Gerry Mack

Miles River Duo

June 29, 2019 3 – 5 pm

Live on Tickler’s Crab Shack Outdoor Stage

Miles River Duo

Kenny Haddaway

July 4, 2019 4 – 6 pm

After the Tilghman Island parade and before the fireworks. Catch him on Tickler’s Crab Shack outdoor stage

Gerry Mack

July 5, 2019 9 – 11 pm

Live in Bar Mumbo

Gerry Mack

Cody Finkner

July 6, 2019 4 – 6 pm

Live on Tickler’s Outdoor Stage

cody finkner

Kenny Haddaway

July 12, 2019 8 – 10 pm

Tickler’s Crab Shack

Joe Hickey

July 14, 2019 2 – 4 pm

On Tickler’s Crab Shack outdoor stage

joe hickey

Joe Hickey

July 19, 2019 8 – 10 pm

Tickler’s Crab Shack

joe hickey

Gerry Mack

July 26, 2019 8 – 10 pm

Tickler’s Crab Shack

Gerry Mack

Justin Lees Jazz Trio & Kenny Haddaway

July 27, 2019 3 – 6 pm

On Tickler’s Crab Shack outdoor stage

Justin Lees

Joe Hickey

August 2, 2019 8 – 10 pm

Tickler’s Crab Shack

joe hickey

Kenny Haddaway

August 11, 2019 2 – 4 pm

On Tickler’s Crab Shack outdoor stage


Gerry Mack

August 16, 2019 8 – 10 pm

Tickler’s Crab Shack

Gerry Mack

Kenny Haddaway

August 23, 2019 8 – 10 pm

Tickler’s Crab Shack


Joe Hickey

August 30, 2019 8 – 10 pm

Tickler’s Crab Shack

joe hickey

Kenny Haddaway

September 22, 2019 2 – 4 pm

Gerry Mack

October 11, 2019 7 – 9 pm

Gerry Mack

Joe Hickey

October 12, 2019 3 – 5 pm

joe hickey

Kenny Haddaway

October 18, 2019 7 – 9 pm

Gerry Mack – TILGHMAN ISLAND DAY

October 19, 2019 2 – 4 pm

Gerry Mack

Joe Hickey – TILGHMAN ISLAND DAY

October 19, 2019 5 – 7 pm

joe hickey

 

Gerry Mack
October 25, 2019 6-8pm

 

Kenny Haddaway

November 8, 2019 6-8pm

Kenny Haddaway
Friday November 22nd 6-8 pm

Joe Hickey
Friday December 6th
6-8pm

joe hickey

Press Page

Press Coverage

Conde Nast Cover Readers Choice 2018

Top Hotel: Reader’s Choice Awards 2018

Named a Top Hotel in New York State and the Mid-Atlantic in the Reader’s Choice Awards 2018.

Condé Nast Traveler

Inside Hook Wylder

4 Superb New Hotels in Driving Distance From NYC

Wylder won a Condé Nast Traveler Reader’s Choice Award last summer after its inaugural season in business. It sits along the Chesapeake Bay on Tilghman Island, which along with its next-door neighbor, St. Michaels, has a bit of a Cape-Cod-goes-Mid-Atlantic vibe.

Inside Hook

Washington magazine

Amazing Summer Day Trips to Annapolis and the Eastern Shore

The year-old Wylder Hotel (21551 Chesapeake House Dr., Tilghman Island; 877-818-1922), with retro-chic rooms facing a marina, snagged Condé Nast Traveler’s Readers’ Choice Award for the Mid-Atlantic.

Washingtonian

Save the Bay Cover

Shaped by the Water

“After my tour, I returned to Wylder, found a table on the deck, and enjoyed a crab cake, salad, and an outstanding, homemade peach cobbler made with local fruit. A rack of kayaks near the shoreline begged me to work off the cobbler the next day.”

Save the Bay


Prop Talk Magazine Cover Nov 2018

Gifts for Boaters: Wylder Hotel Tilghman Island

Gift guide for boaters featuring our Fall and Winter Bonfire Package and details of the complimentary add-ons that come with it all season long.

Prop Talk

Fish and Hunt Maryland

Make it a Waterfowl Festival Weekend!

Easton, Maryland is for fine art, while others will tell you it’s the best place to learn about traditional Eastern Shore heritage, and a hunting buddy might tell you it’s the place to pick up the latest and greatest hunting gear. It truly does have something for everyone and is a great fall weekend trip for the whole family! Featuring Wylder Hotel Tilghman Island.

Fish & Hunt Maryland

Edible Delmarva Logo

Off the Beaten Path

With stylish food, scenic paths and old-school charm, the new Wylder Hotel offers an epicurean escape on Maryland’s Eastern Shore.

Edible Delmarva

Tranquility, oysters and the livin’ is easy

Wylder’s restaurant, called Tickler’s Crab Shack, is worth the trip and there’s a parade of small boats docking for dinner at sundown. It’s the place to indulge fabulous hard-shelled crabs, deliciously spicy on the outside and tender and juicy on the inside. The crabs are steamed fresh as orders come in. Local fish is another specialty, which often sells out quickly on weekend evenings.

The WashingtonTimes

Washington magazine

July 2108: Our Great Big Beach Guide

The outdoor deck [of Ticker’s Crab Shack] overlooking Harris Creek is the place for a mojito and steamed-to-order crabs supplied by the island’s watermen.

Washingtonian


The Best Places to Travel in April

Sticking out mid-way into the Chesapeake Bay, about two hours from Baltimore, the Wylder Hotel Tilghman Island sets the stage for rustic relaxation, with its saltwater pools, fire pits, and on-site fishermen.

Travel + Leisure

DC RefinedDC Refined: Take a break at this secluded seaside sanctuary on the Eastern Shore

One of a handful of places to stay on Tilghman Island, Wylder Hotel is an idyllic retreat perfect for a weekend away from reality. The nine-acre waterfront property has a quaint coastal vibe, with 54 guest rooms, enviable views of the Bay, a salt water swimming pool, lush lawns, boat slips, bikes, water equipment, and two dining options.

DC Refined

Spy Report: Checking Out Wylder Hotel on Tilghman Island

Also worthy of note are the two recently opened restaurants on the property, Tickler’s Crab Shack and Bar Mumbo led by Chef Sean Wheaton, the mastermind behind the menus that excite both foodies and hungry guests.

The Talbot Spy

Best Memorial Day Weekend Getaways For New Yorkers

The 3-mile stretch of Tilghman Island offers lots of fun activities like sailing, kayaking, biking, while the sunset views can’t be beat. Of course, you have to enjoy a plate of locally caught blue crabs along with a hand-crafted cocktail. That’s the best part.

CBS New York

There’s Still Time: Four Favorite Hotels for a Mother’s Day Weekend Getaway

[The hotel] will especially appeal to foodies, as the dining experience is led by Chef Sean Wheaton, a seven-year alum of José Andrés’ Think Food Group. Every mom will receive fresh flowers, along with a special photoshoot with the family by a professional photographer on property.

Forbes

See and Be Scene

Bliss out on the Eastern Shore at The Wylder Hotel Tilghman Island where chef Sean Wheaton helms two of the newly renovated boutique hotels’ restaurants.

Capitol File

14 Hotels With Amazing Perks Just for Mom

The Wylder Hotel Tilghman Island is situated on nine acres of waterfront property and has all sorts of on-site activities: paddleboarding, sailing, bike rides, bocce ball and more.

Red Tricycle

Jose Andres Alum is Now Serving Mid-Atlantic Fare Along the Chesapeake

Sean Wheaton is now head chef of both Bar Mumbo and Tickler’s Crab Shack & Restaurant at the Wylder Hotel Tilghman Island located on Maryland’s Eastern Shore. A former member of the research team and special events crew at José Andrés’ Thinkfoodgroup, Wheaton is now focused on feeding area travelers dishes including littleneck clams steamed in white wine with tasso ham; fried oysters with remoulade; jumbo lump crab cakes; and crack-and-eat seasoned blue crabs.

Eater Washington DC

D.C.-area restaurants celebrate Cinco de Mayo, Kentucky Derby, Mother’s Day

For a Mother’s Day excursion, the newly opened waterfront Wylder Hotel Tilghman Island on Maryland’s Eastern Shore, offers a special brunch. The hotel’s Tickler’s Crab Shack, an indoor-outdoor restaurant with a seasonal open-air counter and outdoor seating on the water, specializes in locally caught blue crabs and Chesapeake fare.

The Washington Times

Iconic Tilghman Island hotel gelling ready for new life

Wylder Hotels chose Tilghman Island for its premier location as a gem of untouched beauty and farmland; the heart and soul of the working waterman.

The Star Democrat

Chesapeake Bay Boating

Now, Harrison’s Chesapeake House is completely renovated and reborn as Wylder Hotel Tilghman Island, making it a destination unto itself as the newest lifestyle resort on the Chesapeake Bay.

PropTalk Magazine April 2018

Maryland’s Wylder Hotel Opening Spring 2018

As a new hospitality brand seeking storied destinations for curious travelers, Wylder Hotels specifically chose Tilghman Island for its premier location as a gem of untouched beauty, farmland and the heart and soul of the working waterman.

Resident Magazine

Your Getaway on an Iconic Island on the Chesapeake Bay Awaits

They’ve taken the iconic old boarding house and completely renovated the interiors, outfitting it with 54 guest rooms (think: dark navy details, golden wood headboards, brass fixtures, rattan lounge chairs), and two restaurants conceived by Chef Sean Wheaton, a seven-year veteran of José Andrés’ Think Food Group.

Urban Daddy

Chesapeake Bay Hotel Reborn

Wylder Hotel Tilghman Island rests on 9 acres, offering a bayside retreat for 54 guest rooms with a seaside cottage look and feel. Being on the bay, 25 boat slips are available, as well as charter fishing excursions and onsite dining offering the best and freshest foods from the Chesapeake.

Family Traveller

 

Contact

We want to hear from you! Book a fishing charter, get us started on creating a dream wedding or party for you, ask us about our refresh, say hello or just share your thoughts about Wylder Hotels, Tilghman Island.

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