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

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

Elizabeth

NT$5,007 total

includes taxes & fees

Sep 7 - Sep 8

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

Stephanie Lynn

NT$6,097 total

includes taxes & fees

Sep 20 - Sep 21

A swimming pool with lounge chairs and a beach ball.

3. Refuge Inn

Piney Island, 1.5 km from Deep Hole

Kasey

NT$5,481 total

includes taxes & fees

Sep 2 - Sep 3

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

4. Spark by Hilton Chincoteague Island

Piney Island, 1.6 km from Deep Hole

Cynthia

NT$4,640 total

includes taxes & fees

Sep 16 - Sep 17

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

5. Chincoteague Inn

Downtown Chincoteague, 1.2 km from Deep Hole

Stephanie

NT$3,551 total

includes taxes & fees

Sep 14 - Sep 15

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

6. Hampton Inn & Suites Chincoteague Waterfront

Downtown Chincoteague, 2 km from Deep Hole

Karen

NT$5,857 total

includes taxes & fees

Sep 1 - Sep 2

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

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

Downtown Chincoteague, 2.8 km from Deep Hole

Beth

NT$3,804 total

includes taxes & fees

Sep 7 - Sep 8

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

Lindsay

NT$7,815 total

includes taxes & fees

Sep 21 - Sep 22

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

9. Days Inn by Wyndham Chincoteague Island

Piney Island, 1.4 km from Deep Hole

Marion T

NT$3,018 total

includes taxes & fees

Sep 20 - Sep 21

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

10. Atlantic Shores Inn and Suites

Downtown Chincoteague, 1.3 km from Deep Hole

Tiara

NT$2,873 total

includes taxes & fees

Sep 8 - Sep 9

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

11. Island Resort

Downtown Chincoteague, 1.7 km from Deep Hole

Robert

NT$5,380 total

includes taxes & fees

Sep 8 - Sep 9

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

12. Waterside Inn

Downtown Chincoteague, 2.9 km from Deep Hole

Kurt

NT$3,567 total

includes taxes & fees

Sep 13 - Sep 14

13. Maddox Inn

Downtown Chincoteague, 1.6 km from Deep Hole

George

NT$3,551 total

includes taxes & fees

Sep 8 - Sep 9

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

14. Anchor Inn

Downtown Chincoteague, 2.8 km from Deep Hole

James

NT$3,933 total

includes taxes & fees

Sep 8 - Sep 9

A swimming pool with lounge chairs and a gazebo.

15. Birchwood Inn

Downtown Chincoteague, 3.2 km from Deep Hole

Maryann

NT$3,355 total

includes taxes & fees

Sep 8 - Sep 9

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

alexis

NT$4,530 total

includes taxes & fees

Sep 1 - Sep 2

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

17. Econo Lodge Pocomoke City Hwy 13

19.5 km from Deep Hole

Deidre

NT$2,469 total

includes taxes & fees

Sep 15 - Sep 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$2,718 total

includes taxes & fees

Sep 2 - Sep 3

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

19. Garden and Sea Inn

16.4 km from Deep Hole

Florence

NT$8,419 total

includes taxes & fees

Aug 27 - Aug 28

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

20. Studio 6 Suites Pocomoke City, MD

21 km from Deep Hole

Jeffrey

NT$2,682 total

includes taxes & fees

Sep 13 - Sep 14

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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

Key West Cottages

10/10 Excellent

"We stayed at the Key West Cottages for 2 days during our anniversary. The cottage was very clean and so nice. The staff are super friendly, and the grounds were very clean. This is a beautiful place to stay. We will definitely be back in the future."

Comfort Suites Chincoteague Island Bayfront Resort

8/10 Good

"My overall stay was ok. I gave four stars only because of the noise. Staying on the second floor was not great because the people over top of me were extremely loud. It sounded like the kids were jumping off of the bed and running from one end of the room to the next. It kept me up all night. Despite that annoyance, the hotel was beautiful and the view I had of the Bay was amazing. I didn’t partake in the breakfast, but from the looks of all of the people in the dining area eating, it must’ve been good. The hotel is also very convenient to all of the shops and Assateague Beach. I would stay again, but would request to be on the top floor."

Refuge Inn

10/10 Excellent

"We had a lovely, large room with a very comfortable bed, small table for breakfast, excellent coffee available just outside the lobby, and a nice balcony. The pool was lovely and there were lounge chairs and towels, as well as a shower to rinse off in before swimming. In addition, having the proximity to the Chincoteague National Refuge and easy driving to local restaurants and downtown were pluses. The Refuge Inn has a small-town, family feeling with all the amenities you could ask for."

Atlantic Shores Inn and Suites

10/10 Excellent

"This was an incredible stay! The owner Noel was absolutely amazing! The property was meticulous! The breakfast had many different choice and was fully stocked. The pool was clean and very nice to swim in. There was an ice machine and guests are allowed to fill their coolers. The bathroom door had a full length mirror which was very nice too. The shower pressure was perfect as it felt like I was at a spa! I cannot say enough about this place! This property is a hidden gem that I recommend to anyone who wants to feel safe and welcomed!!!"

Find hotels in Deep Hole, Chincoteague

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Our top choices for Deep Hole hotels

1. Comfort Suites Chincoteague Island Bayfront Resort

2. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

3. Refuge Inn

4. Spark by Hilton Chincoteague Island

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. Waterside Inn

13. Maddox Inn

14. Anchor Inn

15. Birchwood Inn

16. Best Western Plus Pocomoke City

17. Econo Lodge Pocomoke City Hwy 13

18. Motel 6 Pocomoke City, MD

19. Garden and Sea Inn

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

Key West Cottages

Frequently asked questions

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