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

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 prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Deep Hole hotels

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

1. Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague, 1.9 km from Deep Hole

Jeffrey

₩145,839 total

includes taxes & fees

Dec 13 - Dec 14

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

2. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Downtown Chincoteague, 2.5 km from Deep Hole

Dianne

₩178,210 total

includes taxes & fees

Nov 19 - Nov 20

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

3. Hampton Inn & Suites Chincoteague Waterfront

Downtown Chincoteague, 2 km from Deep Hole

Jessica

₩146,133 total

includes taxes & fees

Dec 10 - Dec 11

A modern lobby with a wooden sofa, teal ottomans, and a striped wall.

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

Downtown Chincoteague, 2.8 km from Deep Hole

Kimberly

₩126,480 total

includes taxes & fees

Nov 23 - Nov 24

A round table with a plate of food, two mugs, and two glasses of orange juice on a balcony.

5. Refuge Inn

Piney Island, 1.5 km from Deep Hole

Karen

₩146,319 total

includes taxes & fees

Dec 9 - Dec 10

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

6. Spark by Hilton Chincoteague Island

Piney Island, 1.6 km from Deep Hole

Patricia

₩126,022 total

includes taxes & fees

Dec 13 - Dec 14

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

7. Key West Cottages

Downtown Chincoteague, 1.9 km from Deep Hole

Melissa

₩181,055 total

includes taxes & fees

Nov 30 - Dec 1

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

8. Waterside Inn

Downtown Chincoteague, 2.9 km from Deep Hole

Faith

₩91,652 total

includes taxes & fees

Dec 7 - Dec 8

A compact kitchenette with a built-in refrigerator, a coffee maker, and a sink with a granite countertop.

9. sea shell motel

2.2 km from Deep Hole

Wanda

₩80,868 total

includes taxes & fees

Nov 14 - Nov 15

A balcony with two chairs and a view of a calm body of water with a small island.

10. Island Resort

Downtown Chincoteague, 1.7 km from Deep Hole

Brenda

₩157,252 total

includes taxes & fees

Nov 14 - Nov 15

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

11. Atlantic Shores Inn and Suites

Downtown Chincoteague, 1.3 km from Deep Hole

Dave

₩119,952 total

includes taxes & fees

Nov 14 - Nov 15

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

12. Days Inn by Wyndham Chincoteague Island

Piney Island, 1.4 km from Deep Hole

Laura

₩106,926 total

includes taxes & fees

Nov 22 - Nov 23

13. Maddox Inn

Downtown Chincoteague, 1.6 km from Deep Hole

Jeffrey

₩115,912 total

includes taxes & fees

Nov 14 - Nov 15

A swimming pool with lounge chairs and a gazebo.

14. Birchwood Inn

Downtown Chincoteague, 3.2 km from Deep Hole

Aspen

₩107,755 total

includes taxes & fees

Nov 14 - Nov 15

15. Blufin Bungalows & Marina

Down the Marsh, 5.4 km from Deep Hole

Rebecca

₩208,315 total

includes taxes & fees

Dec 7 - Dec 8

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

Rachel

₩143,276 total

includes taxes & fees

Dec 6 - Dec 7

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

₩112,005 total

includes taxes & fees

Nov 20 - Nov 21

A large, two-story house with a porch and a garden with purple flowers.

18. Garden and Sea Inn

16.4 km from Deep Hole

Douglas

₩322,132 total

includes taxes & fees

Dec 7 - Dec 8

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

19. Motel 6 Pocomoke City, MD

21 km from Deep Hole

Debra

₩104,537 total

includes taxes & fees

Nov 14 - Nov 15

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

20. Econo Lodge Pocomoke City Hwy 13

19.5 km from Deep Hole

Rong

₩87,373 total

includes taxes & fees

Dec 3 - Dec 4

View all properties

Compare popular hotels in Deep Hole

Property	Property class	Guest rating
Hampton Inn & Suites Chincoteague Waterfront	2.5 star property	9.8 Exceptional 833 reviews	View
Comfort Suites Chincoteague Island Bayfront Resort	2.5 star property	9.6 Exceptional 1,000 reviews	View
Refuge Inn	3.0 star property	9.8 Exceptional 1,000 reviews	View
sea shell motel	2.0 star property	10.0 Exceptional 6 reviews	View
Spark by Hilton Chincoteague Island	2.5 star property	9.6 Exceptional 829 reviews	View

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.

See properties

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.

See properties

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.

See properties

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.

See properties

Birch Town

While Birch Town isn't home to many top sights, Maui Jack's Waterpark and Museum of Chincoteague are some notable places to visit nearby.

See properties

Top Deep Hole Hotel Reviews

Waterside Inn

10/10 Excellent

"Everything was as it should be, very helpfull staff."

Chincoteague Bay RV Resort & Cottages

8/10 Good

"Check in was a little difficult - I paid on VRBO but they had no record of that so it was a little confusing when they tried to charge me upon arrival, but it all worked out in the end. The cabins come with the bare minimum in terms of kitchen supplies, so if you're counting on the basics being there (spices, cooking spray, etc) - don't! Not a huge deal, just something that is good to know in advance for packing purposes :) The cabin was cute and we didn't have any issues once we figured out how to work the thermostat (there were directions to help). Overall, a cute little stay :)"

Blufin Bungalows & Marina

8/10 Good

"This was our first time visiting Chincoteague, and decided to stay 4 nights off season (first weekend in November). While this property is very cute with an amazing view, I think the owners could put a little extra into it to make it outstanding. First, there is only one piece of artwork in the entire bungalow. Some more prints throughout would give it a much better vibe, along with some floor lamps. The ceiling lights were very cold and uninviting. The kitchen could use some more basic tools, and having a hair dryer would be great. Some positives: the beds and couch are very comfy. Everything was super clean when we arrived. Parking spot just for us, along with more parking for additional cars. The view, especially at sunset, is INCREDIBLE! I highly recommend happy hour on the porch! A short drive to all attractions was also much appreciated. I would definitely recommend this to another couple or small family."

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

10/10 Excellent

"Amazing staff, I think the gentleman’s name was Kelly? Very understanding and helpful. Room La are big, spacious and most importantly, CLEAN. Free breakfast was great, even had Silk Oatmilk which was great since my kiddo is lactose intolerant. Cozy atmosphere and helpful staff!"

Find hotels in Deep Hole, Chincoteague

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Deep Hole hotels

1. Comfort Suites Chincoteague Island Bayfront Resort

2. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

3. Hampton Inn & Suites Chincoteague Waterfront

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

5. Refuge Inn

6. Spark by Hilton Chincoteague Island

7. Key West Cottages

8. Waterside Inn

9. sea shell motel

10. Island Resort

11. Atlantic Shores Inn and Suites

12. Days Inn by Wyndham Chincoteague Island

13. Maddox Inn

14. Birchwood Inn

15. Blufin Bungalows & Marina

16. Best Western Plus Pocomoke City

17. Studio 6 Suites Pocomoke City, MD

18. Garden and Sea Inn

19. Motel 6 Pocomoke City, MD

20. Econo Lodge Pocomoke City Hwy 13

Compare popular hotels in Deep Hole

Where to stay in Deep Hole

Downtown Chincoteague

Piney Island

Snotty Ridge

Down the Marsh

Birch Town

Top Deep Hole Hotel Reviews

Waterside Inn

Frequently asked questions