Wingate, Maryland

Your Eastern Shore Retreat
Where Every Morning
Begins With Care

Step into a home that feels like a sanctuary. Wingate Manor offers thoughtfully appointed rooms, a chef-prepared breakfast each morning, and the quiet grace of Maryland's Eastern Shore — all just minutes from Route 50 and the Choptank River.

Boutique Experience
Full Hot Breakfast
Eastern Shore Location
Historic exterior of Wingate Manor surrounded by mature trees
Cozy parlor area with comfortable seating
Est. MD Eastern Shore

Our Story

A Home Away From
Home, Done Right

Wingate Manor sits along a quiet stretch of Route 50 on Maryland's Eastern Shore — far enough from the rush to feel like a escape, close enough to everything that makes this region special.

We opened our doors with a simple conviction: travelers deserve a place that feels personal, not procedural. Every room is furnished with care. Every breakfast is made from scratch. Every guest is treated like someone we've been expecting.

Whether you're passing through on the way to the Chesapeake Bay, visiting family in the area, or simply slowing down for a weekend — you'll find that Wingate Manor is more than a place to sleep. It's a place to arrive.

4 Guest Rooms
10 Minutes from
Choptank River
∞ Cups of
Goodwill

Accommodations

Rooms Designed for
Restful Stays

Each of our four guest rooms features its own character — individually decorated with quality linens, climate control, and the kind of quiet that makes sleep effortless.

Blue Parlor bedroom with king bed and window seat
King

The Blue Parlor

A serene king room with soft blue tones, a private window seat, and an en-suite bath finished in hand-selected tile.

  • King Bed
  • En-suite Bath
  • Window Seat
  • Free Wi-Fi
Garden Suite with queen bed and garden view
Queen

The Garden Suite

Overlooking our shaded garden, this queen suite offers a sitting area, premium bedding, and a rainfall shower.

  • Queen Bed
  • Sitting Area
  • Rainfall Shower
  • Garden View
Attic Room with twin beds and exposed beam ceilings
Twin

The Attic Room

A charming top-floor room with exposed beams, twin beds, and a cozy reading nook — perfect for friends or colleagues.

  • Two Twin Beds
  • Exposed Beams
  • Reading Nook
  • Free Wi-Fi
Manor Room with king bed and fireplace
King

The Manor Room

Our signature room — a spacious king suite with a working fireplace, deep soaking tub, and the finest linens we own.

  • King Bed
  • Working Fireplace
  • Soaking Tub
  • Premium Linens

Amenities

Everything You Need,
Nothing You Don't

We've thought through the details so you don't have to. Every amenity at Wingate Manor is chosen with one goal: to make your stay effortless and enjoyable.

Full Hot Breakfast

Every morning, a freshly prepared breakfast with local eggs, homemade baked goods, seasonal fruit, and premium coffee.

Complimentary Wi-Fi

High-speed internet throughout the house — work remotely or stream your favorites without a hitch.

Flexible Check-In

We know schedules shift. Reach out and we'll arrange a check-in time that works for you.

Private Parking

Ample free parking right at the doorstep — no street hunting, no worries.

Guest Lounge

Relax in our shared parlor with books, board games, and a fireplace on cooler evenings.

Local Guides & Tips

We'll point you toward the best spots — restaurants, trails, and hidden gems — that we actually recommend.

Breakfast table set with fresh pastries and fruit Comfortable guest lounge with fireplace
Breakfast spread on a set dining table

Dining

Breakfast, Served
With Intention

At Wingate Manor, breakfast isn't an afterthought — it's the reason many guests choose to stay longer. Each morning, we prepare a full hot meal using recipes we've refined over years of hosting.

You'll find local eggs from nearby farms, freshly baked bread and pastries, seasonal fruit, yogurt, cereal, and coffee that's actually good. Dietary needs? Tell us ahead of time and we'll make it work.

Every Morning 7:00 – 9:00 AM
Included With Your Stay
Dietary Needs Accommodated

Please let us know about any dietary restrictions when you reserve — we're happy to adjust the menu for allergies, vegetarian preferences, and other needs.

Location

Quiet Roads,
Rich Country

Nestled along Wingate Bishops Head Road, we're positioned for the best of the Eastern Shore — waterways, historic towns, and some of Maryland's finest dining — all within easy reach.

Address

2335 Wingate Bishops Head Rd
Wingate, MD 21675

Nearby

Choptank River · St. Michael's · Chesapeake Bay · Route 50

Reservations

Ready to
Experience Wingate?

Whether you're planning a weekend escape, a quiet work retreat, or a stopover on your way through the Shore, we'd love to welcome you. Reach out and we'll get you settled.

2335 Wingate Bishops Head Rd, Wingate, MD 21675

Send Us a Message

We typically respond within 24 hours.

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