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 91 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

Stephanie Lynn

NT$6,439 total

includes taxes & fees

Sep 3 - Sep 4

2. Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague, 1.9 km from Deep Hole

Elizabeth

NT$4,761 total

includes taxes & fees

Sep 7 - Sep 8

3. Spark by Hilton Chincoteague Island

Piney Island, 1.6 km from Deep Hole

Cynthia

NT$4,890 total

includes taxes & fees

Sep 13 - Sep 14

Indoor pool, seasonal outdoor pool, sun loungers

4. Refuge Inn

Piney Island, 1.5 km from Deep Hole

Kasey

NT$6,283 total

includes taxes & fees

Aug 25 - Aug 26

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

5. Chincoteague Inn

Downtown Chincoteague, 1.2 km from Deep Hole

Stephanie

NT$3,562 total

includes taxes & fees

Sep 14 - Sep 15

6. Hampton Inn & Suites Chincoteague Waterfront

Downtown Chincoteague, 2 km from Deep Hole

Karen

NT$5,893 total

includes taxes & fees

Sep 3 - Sep 4

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

Downtown Chincoteague, 2.8 km from Deep Hole

Denise

NT$5,037 total

includes taxes & fees

Sep 14 - Sep 15

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

8. Key West Cottages

Downtown Chincoteague, 1.9 km from Deep Hole

Lindsay

NT$7,838 total

includes taxes & fees

Sep 8 - Sep 9

9. Days Inn by Wyndham Chincoteague Island

Piney Island, 1.4 km from Deep Hole

Nicholas

NT$3,639 total

includes taxes & fees

Sep 14 - Sep 15

10. Atlantic Shores Inn and Suites

Downtown Chincoteague, 1.3 km from Deep Hole

Patricia

NT$2,881 total

includes taxes & fees

Sep 7 - Sep 8

11. Island Resort

Downtown Chincoteague, 1.7 km from Deep Hole

Robert

NT$5,396 total

includes taxes & fees

Sep 14 - Sep 15

12. Maddox Inn

Downtown Chincoteague, 1.6 km from Deep Hole

Allen

NT$3,562 total

includes taxes & fees

Sep 10 - Sep 11

13. Waterside Inn

Downtown Chincoteague, 2.9 km from Deep Hole

Catherine

NT$3,715 total

includes taxes & fees

Sep 7 - Sep 8

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

14. Anchor Inn

Downtown Chincoteague, 2.8 km from Deep Hole

Troy

NT$3,944 total

includes taxes & fees

Sep 8 - Sep 9

15. Blufin Bungalows & Marina

Down the Marsh, 5.4 km from Deep Hole

Jared

NT$11,850 total

includes taxes & fees

Aug 20 - Aug 21

16. Birchwood Inn

Downtown Chincoteague, 3.2 km from Deep Hole

Bette

NT$3,365 total

includes taxes & fees

Sep 8 - Sep 9

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

Up the Neck, 1.5 km from Deep Hole

NT$14,766 total

includes taxes & fees

Aug 20 - Aug 21

18. Best Western Plus Pocomoke City

23.6 km from Deep Hole

alexis

NT$4,544 total

includes taxes & fees

Sep 6 - Sep 7

19. Econo Lodge Pocomoke City Hwy 13

19.5 km from Deep Hole

Jake

NT$2,483 total

includes taxes & fees

Sep 7 - Sep 8

20. Garden and Sea Inn

16.4 km from Deep Hole

Florence

NT$8,445 total

includes taxes & fees

Aug 20 - Aug 21

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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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Beautiful marshlands next the ocean full of life - Assateague, MD, USA

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

Marina Bay Hotel & Suites, an Ascend Collection Hotel

10/10 Excellent

"We only had one night at the end, and we are already planning our next trip back. Our room was right, comfortable, and spacious. We sat out on the dock in the Adirondack chairs, watched boats pass by, a beautiful sunset, and used our binoculars to watch the birds in the sanctuary across the Inlet. Highly recommend!"

Hampton Inn & Suites Chincoteague Waterfront

10/10 Excellent

"Excellent stay! Staff was helpful and friendly at check in. Room was clean and well laid out. Bed was comfortable. Pillows were a bit too soft and mushy, but that is personal preference. Breakfast was hot tasty and well stocked. We were able to charge our EV at the 2 Tesla Universal chargers, which can charge both NACS (Tesla connector) as well as J1772 vehicles. Ample parking. The view out the back over the water is great!"

Chincoteague Bay RV Resort & Cottages

8/10 Good

"Overall we enjoyed our visit. The cottage with a rooftop balcony was modern inside. The shower was great! View was pretty cool. It’s close to good food options and nice little shops, like Sundial Books. Like all places, there are pros and cons. Some of the cons, the bed in the main bedroom was uncomfortable and the sink in the bathroom backed up quickly. Also, on the second day we had a small ant issue. Would recommend for couples and a family up to four people."

Blufin Bungalows & Marina

8/10 Good

"We have never stayed in a cottage on the water before but we’d thought we’d try it. It wasn’t too bad you could feel some movement but nothing to get sick over. The rooms were very nicely decorated and comfortable. Pros: clean rooms, close to parking, pool etc., affordable, nice pool, close to the inlets and partial sunset view from deck (we were in the middle). Cons: well off the beaten path, had to drive everywhere, no maid service, few towels(but we never asked for more), huge step to get from pier to porch of cottage. All in all, it was an enjoyable stay and we would stay here again!"

Find hotels in Deep Hole, Chincoteague

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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. Refuge Inn

5. Chincoteague Inn

6. Hampton Inn & Suites Chincoteague Waterfront

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

8. Key West Cottages

9. Days Inn by Wyndham Chincoteague Island

10. Atlantic Shores Inn and Suites

11. Island Resort

12. Maddox Inn

13. Waterside Inn

14. Anchor Inn

15. Blufin Bungalows & Marina

16. Birchwood Inn

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

18. Best Western Plus Pocomoke City

19. Econo Lodge Pocomoke City Hwy 13

20. Garden and Sea Inn

Where to stay in Deep Hole

Downtown Chincoteague

Piney Island

Snotty Ridge

Down the Marsh

Birch Town

Top Deep Hole Hotel Reviews

Marina Bay Hotel & Suites, an Ascend Collection Hotel

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