Winery Hotels in Princess Anne
Maryland
United States of America
Winery Hotels
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A sunset over a lake with a dock and a small settlement.

Find Winery Hotels in Princess Anne, MD

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your current months are November, 2026 and December, 2026.

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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 covered porch with wicker furniture, a small table, and a view of a green landscape and water.

A river with a dock, a sailboat, and a motorboat. There are buildings and trees in the background.

A window with a view of a body of water, dock, and grassy area.

1. The Whitehaven Hotel

The Whitehaven Hotel

3.5 star property

Quantico

10.0 out of 10, Exceptional, (137 reviews)

10/10

Exceptional

(137 reviews)

"Wonderful hosts, clean, historic hotel, quiet, beautiful view, delicious breakfast."

Tracy

The price is AED 487

AED 487

AED 545 total

includes taxes & fees

8 Nov - 9 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 hotel lobby with a reception desk, seating area, and a view of the outdoors.

2. Best Western Salisbury Plaza

Best Western Salisbury Plaza

2.5 star property

Salisbury

6.4 out of 10, (1,000 reviews)

6.4/10

(1,000 reviews)

"clean, pleasant and helpful front desk person, parking convenient, comfortable bed. There was no hand lotion as an amenity so I am glad I had some with me."

Charleen

The price is AED 313

AED 313

AED 351 total

includes taxes & fees

8 Nov - 9 Nov

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 room with a wooden cabinet, two upholstered chairs, a radiator, and a stained glass window.

A traditional living room with a fireplace, ornate furniture, and stained glass windows.

3. Gillis Grier Bed & Breakfast

Gillis Grier Bed & Breakfast

3.0 star property

Salisbury

10.0 out of 10, Exceptional, (205 reviews)

10/10

Exceptional

(205 reviews)

"A delightful visit will be assured with a visit here. The proprietors are kind and informative. The breakfast was exquisite. If you are an avid B and B guest, don’t miss the chance to experience this home."

Devra

The price is AED 514

AED 514

AED 575 total

includes taxes & fees

5 Dec - 6 Dec

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.

A multi-story hotel with a 'Comfort Suites' sign, featuring balconies and a well-maintained lawn.

An indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

4. Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 star property

Downtown Chincoteague

9.6 out of 10, Exceptional, (1,001 reviews)

9.6/10

Exceptional

(1,001 reviews)

"Best room on the island"

Jeffrey

The price is AED 364

AED 364

AED 413 total

includes taxes & fees

29 Nov - 30 Nov

Comfort Suites Chincoteague Island Bayfront Resort

A beach with waves gently lapping onto the shore under a clear sky.

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 grey sofa, a wooden coffee table, and a patterned rug.

5. Salisbury Hideaway

Salisbury Hideaway

Salisbury

10.0 out of 10, Exceptional, (24 reviews)

10/10

Exceptional

(24 reviews)

"Perfect for our weekend away watching college softball!!!"

Michelle S.

The price is AED 444

AED 444

AED 1,145 total

includes taxes & fees

10 Nov - 11 Nov

Salisbury Hideaway

An outdoor seating area with a view of a waterfront during sunset.

A modern living room with a curved sofa, a small round table, and large windows offering a view of a residential area.

A spacious living area with a large window, a ceiling fan, and a dining area.

A waterfront property with a dock, boats, and houses.

6. Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views

Captain's Cove

9.8 out of 10, Exceptional, (73 reviews)

9.8/10

Exceptional

(73 reviews)

"We absolutely love staying here! "

Maggie G.

The price is AED 288

AED 288

AED 1,460 total

includes taxes & fees

8 Nov - 9 Nov

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 into a calm body of water, surrounded by dense trees and a house with a white fence.

A wooden dock extending over a calm body of water, surrounded by trees and a clear sky.

A dining room with a wooden table set for six, surrounded by chairs.

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

10.0 out of 10, Exceptional, (20 reviews)

10/10

Exceptional

(20 reviews)

"Everything was perfect! We loved the location and the house. Secluded but not too far from everything. The house was clean and very comfortable."

Debbie M.

The price is AED 475

AED 475

AED 1,492 total

includes taxes & fees

10 Nov - 11 Nov

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

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Princess Anne Hotel Reviews

The Whitehaven Hotel

Quantico

10/10 Excellent

BEAUTIFUL. PEACEFUL. GRACIOUS HOSTESS. WE HIGHLY RECOMMEND. AND IF YOU ARE COMING UP HWY. 13 from VA. BE SURE TO TAKE FERRY. SAVES TIME AND IS AN EXPERIENCE.

Anonymous traveler

Reviewed April 22, 2021Reviewed April 22, 2021

The Whitehaven Hotel

Gillis Grier Bed & Breakfast

Salisbury

10/10 Excellent

Great hospitality and hosts, thanks.

Eric

Reviewed July 7, 2024Reviewed July 7, 2024

Gillis Grier Bed & Breakfast

Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague

10/10 Excellent

Nice, clean, and big room. Good buffet, nice location

Tatyana

Reviewed January 12, 2023Reviewed January 12, 2023

Comfort Suites Chincoteague Island Bayfront Resort

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Find Winery Hotels in Princess Anne, MD

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Princess Anne hotels with winery

1. The Whitehaven Hotel

2. Best Western Salisbury Plaza

3. Gillis Grier Bed & Breakfast

4. Comfort Suites Chincoteague Island Bayfront Resort

5. Salisbury Hideaway

6. Bayfront Modern Retreat • Dock, Kayaks, Views

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

Top Princess Anne Hotel Reviews

The Whitehaven Hotel

10/10 Excellent

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