What is Deep Hole like?

Travelers to the Deep Hole neighborhood in Chincoteague will be sure to enjoy their stay. Consider a visit to Oyster Bay as part of your Deep Hole travel plans.

How many hotels are there in the Deep Hole area?

Expedia has 92 hotels and other accommodations in Deep Hole to choose from, making this an ideal home base for exploring the greater Chincoteague area.

If I need to cancel my hotel reservation in Deep Hole, will I receive a refund?

Yes! You'll find that most hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of booking. Enter your dates, click on "Search", then filter by "fully refundable" to review the best deals available in Deep Hole.

Where can I learn more about changing or cancelling my trip to Deep Hole?

For additional details about changing or cancelling your trip to Deep Hole, click here .

What are the top things to see and do in Deep Hole?

Oyster Bay is an attraction you might want to check out while you're in Deep Hole. Captain Timothy Hill House and Maui Jack's Waterpark are also worth a visit when you're out sightseeing in Chincoteague.

Top Deep Hole Hotels

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Our top choices for Deep Hole hotels

A waterfront hotel with multiple balconies, a dock, and a calm water body.

1. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Downtown Chincoteague, 2.5 km from Deep Hole

NT$4,268 total

includes taxes & fees

Oct 25 - Oct 26

A covered outdoor area with a table and chairs, overlooking a body of water with a bridge in the distance.

2. Hampton Inn & Suites Chincoteague Waterfront

Downtown Chincoteague, 2 km from Deep Hole

Karen

NT$3,647 total

includes taxes & fees

Nov 1 - Nov 2

A waterfront hotel with a wooden deck, grassy lawn, and multiple balconies.

3. Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague, 1.9 km from Deep Hole

evelyn

NT$4,132 total

includes taxes & fees

Nov 5 - Nov 6

A multi-story hotel with a blue roof, located near a marina with boats docked.

4. Marina Bay Hotel & Suites, an Ascend Collection Hotel

Downtown Chincoteague, 2.8 km from Deep Hole

James

NT$3,604 total

includes taxes & fees

Nov 8 - Nov 9

A spacious indoor area with a white sofa set, round tables, and large windows offering views of the outdoors.

5. Spark by Hilton Chincoteague Island

Piney Island, 1.6 km from Deep Hole

Ursula

NT$3,018 total

includes taxes & fees

Nov 5 - Nov 6

A swimming pool with lounge chairs and a beach ball.

6. Refuge Inn

Piney Island, 1.5 km from Deep Hole

Joe

NT$4,867 total

includes taxes & fees

Nov 1 - Nov 2

A hot tub in a room with large windows overlooking a water body and grassy area.

7. Waterside Inn

Downtown Chincoteague, 2.9 km from Deep Hole

NT$2,191 total

includes taxes & fees

Nov 1 - Nov 2

A waterfront house with a balcony, dock, and a view of the water.

8. Key West Cottages

Downtown Chincoteague, 1.9 km from Deep Hole

Debra

NT$6,932 total

includes taxes & fees

Oct 12 - Oct 13

A hotel room with a bed, a sofa, a desk, and a radiator.

9. Chincoteague Inn

Downtown Chincoteague, 1.2 km from Deep Hole

Amy

NT$2,834 total

includes taxes & fees

Oct 12 - Oct 13

A large two-story house with a balcony, a covered patio, and a view of the water.

10. Island Resort

Downtown Chincoteague, 1.7 km from Deep Hole

Brenda

NT$4,655 total

includes taxes & fees

Oct 21 - Oct 22

A swimming pool with lounge chairs and a view of a sunset over water.

11. Anchor Inn

Downtown Chincoteague, 2.8 km from Deep Hole

NT$2,256 total

includes taxes & fees

Nov 8 - Nov 9

A pool area with a building that has a covered patio and a gazebo.

12. Atlantic Shores Inn and Suites

Downtown Chincoteague, 1.3 km from Deep Hole

NT$2,868 total

includes taxes & fees

Oct 13 - Oct 14

A spacious dining area with multiple tables and chairs, a television mounted on an orange wall, and a statue in the center.

13. Days Inn by Wyndham Chincoteague Island

Piney Island, 1.4 km from Deep Hole

Laura

NT$2,561 total

includes taxes & fees

Nov 4 - Nov 5

14. Maddox Inn

Downtown Chincoteague, 1.6 km from Deep Hole

Susan

NT$2,776 total

includes taxes & fees

Nov 1 - Nov 2

15. Blufin Bungalows & Marina

Down the Marsh, 5.4 km from Deep Hole

Angela

NT$7,559 total

includes taxes & fees

Oct 13 - Oct 14

A modern lobby with a reception desk, seating area, and artwork on the walls.

16. Best Western Plus Pocomoke City

23.6 km from Deep Hole

NT$4,061 total

includes taxes & fees

Nov 1 - Nov 2

A reception area with a wooden cabinet, a green sofa, and a black reception desk.

17. Studio 6 Suites Pocomoke City, MD

21 km from Deep Hole

Brandon

NT$2,678 total

includes taxes & fees

Oct 15 - Oct 16

A lobby with a tiled floor, a vending machine, a refrigerator, and a lamp.

18. Motel 6 Pocomoke City, MD

21 km from Deep Hole

Debra

NT$2,499 total

includes taxes & fees

Oct 14 - Oct 15

A spacious lobby with a curved reception desk, a seating area with a sofa, and a patterned carpet.

19. Econo Lodge Pocomoke City Hwy 13

19.5 km from Deep Hole

Deidre

NT$2,093 total

includes taxes & fees

Oct 29 - Oct 30

A brick pathway leading to a pool area with a fence and potted plants.

20. Cypress River Inn & Spa

26.9 km from Deep Hole

Hans

NT$7,675 total

includes taxes & fees

Oct 15 - Oct 16

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Where to stay in Deep Hole

Find the best Deep Hole areas and neighborhoods for the activities you enjoy most.

A group of horses grazing in a lush green field with a river in the foreground.

Downtown Chincoteague

While visiting Downtown Chincoteague, you might make a stop by sights like Robert N. Reed Downtown Waterfront Park and Chincoteague Channel.

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A coastal landscape with a clear blue sky, a calm sea, and a marshy area with water reflecting the sky.

Piney Island

While visiting Piney Island, you might make a stop by sights like Maui Jack's Waterpark and Museum of Chincoteague.

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Snotty Ridge

While there might not be top attractions in Snotty Ridge, you can explore the larger area and discover places like Robert N. Reed Downtown Waterfront Park and Assateague Point.

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Down the Marsh

If you're looking for some top things to see and do in Down the Marsh and surrounding area, you can visit Robert N. Reed Downtown Waterfront Park and Assateague Point.

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