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
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 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 window with a view of a grassy field and trees, curtains partially drawn, and a road sign indicating a speed limit of 30.
A covered porch with wicker furniture, a small table, and a view of a green landscape and water.

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 room with a bed, bedside table, and a desk with a chair.
A modern lounge area with a stone pillar, grey sofa, and a fireplace.
A modern kitchen with grey cabinets, a microwave, a coffee machine, and a large window with a view of the parking lot.

2. Best Western Salisbury Plaza

Best Western Salisbury Plaza
Salisbury
United States
Antonio
AED 313
AED 351 total
includes taxes & fees
18 Oct - 19 Oct
Best Western Salisbury Plaza
A large, multi-story Victorian-style house with a prominent tower and a wrap-around porch.
A grand staircase with ornate woodwork, a fireplace with a checkered floor, and a cozy seating area with a lamp.
A traditional living room with a fireplace, ornate furniture, and stained glass windows.
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
18 Oct - 19 Oct
Gillis Grier Bed & Breakfast
A waterfront hotel with a wooden deck, grassy lawn, and multiple balconies.
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.
A beach with wide sandy shores and gentle waves.

4. Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort
Downtown Chincoteague
United States
Jeffrey
AED 420
AED 475 total
includes taxes & fees
11 Nov - 12 Nov
Comfort Suites Chincoteague Island Bayfront Resort
A single-story house with a front porch, a door, and a mailbox.
A house with a covered porch, outdoor seating, and a stone foundation.
A modern living room with a wooden coffee table, a black console table, and a large flat-screen TV mounted on the wall.
A modern living room with a grey sofa, a wooden coffee table, and a patterned rug.

5. Salisbury Hideaway

Salisbury Hideaway
Salisbury
United States
Michelle S.
AED 610
AED 1,402 total
includes taxes & fees
18 Oct - 19 Oct
Salisbury Hideaway
A waterfront property with a wooden deck, outdoor seating, and a multi-level building with balconies.
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 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 387
AED 1,711 total
includes taxes & fees
15 Oct - 16 Oct
Bayfront Modern Retreat • Dock, Kayaks, Views
A house surrounded by dense trees and a wooden dock extending into a body of water.
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.
A bright yellow room with a spiral staircase, a ceiling fan, and a TV displaying a nature scene.

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
David M.
AED 544
AED 1,664 total
includes taxes & fees
3 Nov - 4 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 13 days ago
Americas Best Value Inn Princess Anne

Explore a world of travel with Expedia