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 89 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

1. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Downtown Chincoteague, 2.5 km from Deep Hole

Jeniffer

NT$6,526 total

includes taxes & fees

Aug 31 - Sep 1

2. Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague, 1.9 km from Deep Hole

Elizabeth

NT$6,407 total

includes taxes & fees

Sep 1 - Sep 2

3. Spark by Hilton Chincoteague Island

Piney Island, 1.6 km from Deep Hole

Cynthia

NT$6,066 total

includes taxes & fees

Sep 1 - Sep 2

Standard Room, 1 King Bed with Sofa bed, Non Smoking | WiFi (free), alarm clocks, bed sheets

4. Chincoteague Inn

Downtown Chincoteague, 1.2 km from Deep Hole

Stephanie

NT$4,339 total

includes taxes & fees

Aug 30 - Aug 31

Indoor pool, seasonal outdoor pool, sun loungers

5. Refuge Inn

Piney Island, 1.5 km from Deep Hole

Kasey

NT$8,323 total

includes taxes & fees

Aug 26 - Aug 27

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

Downtown Chincoteague, 2.8 km from Deep Hole

Denise

NT$5,724 total

includes taxes & fees

Aug 31 - Sep 1

Palm Cottage | 1 bedroom, premium bedding, laptop workspace, soundproofing

7. Key West Cottages

Downtown Chincoteague, 1.9 km from Deep Hole

Misty

NT$11,192 total

includes taxes & fees

Aug 16 - Aug 17

8. Hampton Inn & Suites Chincoteague Waterfront

Downtown Chincoteague, 2 km from Deep Hole

Karen

NT$6,547 total

includes taxes & fees

Aug 31 - Sep 1

9. Atlantic Shores Inn and Suites

Downtown Chincoteague, 1.3 km from Deep Hole

Patricia

NT$4,561 total

includes taxes & fees

Aug 23 - Aug 24

10. Waterside Inn

Downtown Chincoteague, 2.9 km from Deep Hole

Catherine

NT$5,857 total

includes taxes & fees

Sep 2 - Sep 3

11. Days Inn by Wyndham Chincoteague Island

Piney Island, 1.4 km from Deep Hole

Nicholas

NT$4,617 total

includes taxes & fees

Aug 16 - Aug 17

12. Maddox Inn

Downtown Chincoteague, 1.6 km from Deep Hole

Allen

NT$4,955 total

includes taxes & fees

Aug 9 - Aug 10

Seasonal outdoor pool, open 9:00 AM to 9 PM, pool umbrellas

13. Anchor Inn

Downtown Chincoteague, 2.8 km from Deep Hole

Paul

NT$5,857 total

includes taxes & fees

Aug 10 - Aug 11

14. Island Resort

Downtown Chincoteague, 1.7 km from Deep Hole

Robert

NT$5,469 total

includes taxes & fees

Aug 31 - Sep 1

15. Birchwood Inn

Downtown Chincoteague, 3.2 km from Deep Hole

Bette

NT$5,051 total

includes taxes & fees

Aug 9 - Aug 10

16. Blufin Bungalows & Marina

Down the Marsh, 5.4 km from Deep Hole

Jared

NT$11,306 total

includes taxes & fees

Aug 9 - Aug 10

17. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

Up the Neck, 1.5 km from Deep Hole

NT$15,818 total

includes taxes & fees

Aug 20 - Aug 21

18. Best Western Plus Pocomoke City

23.6 km from Deep Hole

Austrailya

NT$5,418 total

includes taxes & fees

Sep 3 - Sep 4

19. Econo Lodge Pocomoke City Hwy 13

19.5 km from Deep Hole

Jamie

NT$2,618 total

includes taxes & fees

Sep 2 - Sep 3

20. Studio 6 Suites Pocomoke City, MD

21 km from Deep Hole

Jeffrey

NT$2,909 total

includes taxes & fees

Sep 1 - Sep 2

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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 horse grazing in a lush green field with a small stream.

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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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 Chincoteague Channel.

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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.

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Top Deep Hole Hotel Reviews

Comfort Suites Chincoteague Island Bayfront Resort

10/10 Excellent

"Everything pretty good 👍"

Chincoteague Inn

8/10 Good

"The beds were comfortable. The floors were LVP (preferred over carpet)! Rooms were good size! Bathroom was a okay…no handicap or security rails…tub was slick! Small fridge and microwave located in the bathroom??! Air conditioner did not work well and needs to be replaced. There is an outdoor pool…it was clean and good size, it is close to the road (traffic was not bad or heavy). We only interfaced with the staff and check in and check out…nice both times. Parking is an issue..:and tight! Front, back and offsite (short walk)."

Blufin Bungalows & Marina

10/10 Excellent

"The on the water bungalows were so adorable! Very clean, stocked and had a regular coffee maker. Cold AC. Very nice screened in porch to sit out at night. Plenty of parking. The mosquitoes were active so make sure to bring some insect repellant. Mark the maintenance man was very helpful and friendly. Will definitely stay here again."

Find hotels in Deep Hole, Chincoteague

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Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Deep Hole hotels

1. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

2. Comfort Suites Chincoteague Island Bayfront Resort

3. Spark by Hilton Chincoteague Island

4. Chincoteague Inn

5. Refuge Inn

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

7. Key West Cottages

8. Hampton Inn & Suites Chincoteague Waterfront

9. Atlantic Shores Inn and Suites

10. Waterside Inn

11. Days Inn by Wyndham Chincoteague Island

12. Maddox Inn

13. Anchor Inn

14. Island Resort

15. Birchwood Inn

16. Blufin Bungalows & Marina

17. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

18. Best Western Plus Pocomoke City

19. Econo Lodge Pocomoke City Hwy 13

20. Studio 6 Suites Pocomoke City, MD

Where to stay in Deep Hole

Downtown Chincoteague

Piney Island

Snotty Ridge

Down the Marsh

Birch Town

Top Deep Hole Hotel Reviews

Comfort Suites Chincoteague Island Bayfront Resort

Frequently asked questions

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