A sunset over a lake with a dock and a small settlement.

Find Winery Hotels in Princess Anne, MD

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Princess Anne Winery Hotels

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Princess Anne hotels with winery

A large, historic house with a wrap-around porch and a gazebo, surrounded by lush vegetation and a body of water.
A waterfront dock with a pier, a white building, and a clear sky.
A covered porch with wicker furniture, a small table, and a view of a green landscape and water.
A window with a view of a grassy field and trees, curtains partially drawn, and a road sign indicating a speed limit of 30.

1. The Whitehaven Hotel

The Whitehaven Hotel
Quantico
United States
Tracy
AED 487
AED 545 total
includes taxes & fees
1 Nov - 2 Nov
The Whitehaven Hotel
A modern hotel lobby with a blue sofa, white ottomans, and a dining area with tables and chairs.
A hotel lobby with a reception desk, seating area, and a view of the outdoors.
A modern kitchen with grey cabinets, a microwave, a coffee machine, and a large window with a view of the parking lot.
A hotel room with a bed, bedside table, and a desk with a chair.

2. Best Western Salisbury Plaza

Best Western Salisbury Plaza
Salisbury
United States
Antonio
AED 313
AED 351 total
includes taxes & fees
6 Oct - 7 Oct
Best Western Salisbury Plaza
A large, multi-story Victorian-style house with a prominent tower and a wrap-around porch.
A traditional living room with a fireplace, ornate furniture, and stained glass windows.
A grand staircase with ornate woodwork, a fireplace with a checkered floor, and a cozy seating area with a lamp.
A dining room with a long table, white chairs, a chandelier, and wooden paneling.

3. Gillis Grier Bed & Breakfast

Gillis Grier Bed & Breakfast
Salisbury
United States
Devra
AED 612
AED 685 total
includes taxes & fees
8 Oct - 9 Oct
Gillis Grier Bed & Breakfast
A waterfront hotel with a wooden deck, grassy lawn, and multiple balconies.
A beach with wide sandy shores and gentle waves.
An indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.
A multi-story hotel with a 'Comfort Suites' sign, featuring balconies and a well-maintained lawn.

4. Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort
Downtown Chincoteague
United States
Marc
AED 437
AED 495 total
includes taxes & fees
25 Oct - 26 Oct
Comfort Suites Chincoteague Island Bayfront Resort
A single-story house with a front porch, a door, and a mailbox.
A modern living room with a grey sofa, a wooden coffee table, and a patterned rug.
A house with a covered porch, outdoor seating, and a stone foundation.
A living room with a grey sofa, a wooden coffee table, and a dining area with a table and chairs.

5. Salisbury Hideaway

Salisbury Hideaway
Salisbury
United States
Michelle S.
AED 437
AED 1,195 total
includes taxes & fees
4 Oct - 5 Oct
Salisbury Hideaway
A modern living room with a curved sofa, a small round table, and large windows offering a view of a river and buildings.
A bedroom with a bed, a desk, a chair, a window, and a view of buildings.
A coastal property with a large swimming pool, outdoor seating, and a view of the sea.
A modern living room with a sofa, a coffee table, and a dining area with a circular table.

6. Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
United States
Becky S.
AED 566
AED 1,937 total
includes taxes & fees
3 Nov - 4 Nov
Bayfront Modern Retreat • Dock, Kayaks, Views
A house surrounded by dense trees and a wooden dock extending into a body of water.
A bright yellow room with a spiral staircase, a ceiling fan, and a TV displaying a nature scene.
A wooden dock extending over a calm body of water, surrounded by trees and a clear sky.
A wooden dock extending into a calm body of water, surrounded by dense trees and a house with a white fence.

7. Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!

Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
Newark
United States
Jackie P.
AED 447
AED 1,525 total
includes taxes & fees
1 Nov - 2 Nov
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
View all properties

Top Princess Anne Hotel Reviews

Americas Best Value Inn Princess Anne

Americas Best Value Inn Princess Anne

10/10 Excellent
"Staff was great and clean rooms"
Leonard 5-night trip
Posted 4 days ago
Americas Best Value Inn Princess Anne

Explore a world of travel with Expedia