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

Dianne

₩179,205 total

includes taxes & fees

Oct 26 - Oct 27

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

2. Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague, 1.9 km from Deep Hole

Jeffrey

₩163,568 total

includes taxes & fees

Nov 5 - Nov 6

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

David

₩153,125 total

includes taxes & fees

Nov 10 - Nov 11

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

Michelle

₩134,040 total

includes taxes & fees

Nov 5 - Nov 6

A swimming pool with lounge chairs and a beach ball.

5. Refuge Inn

Piney Island, 1.5 km from Deep Hole

Mio

₩204,356 total

includes taxes & fees

Nov 8 - Nov 9

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

6. Key West Cottages

Downtown Chincoteague, 1.9 km from Deep Hole

Melissa

₩303,734 total

includes taxes & fees

Nov 16 - Nov 17

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

7. Spark by Hilton Chincoteague Island

Piney Island, 1.6 km from Deep Hole

Mary

₩126,882 total

includes taxes & fees

Nov 5 - Nov 6

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

Willard

₩92,164 total

includes taxes & fees

Oct 20 - Oct 21

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

9. Island Resort

Downtown Chincoteague, 1.7 km from Deep Hole

Brenda

₩195,773 total

includes taxes & fees

Oct 19 - Oct 20

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

10. Chincoteague Inn

Downtown Chincoteague, 1.2 km from Deep Hole

Amy

₩118,974 total

includes taxes & fees

Oct 18 - Oct 19

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

₩120,623 total

includes taxes & fees

Oct 19 - Oct 20

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

₩104,965 total

includes taxes & fees

Nov 16 - Nov 17

13. Maddox Inn

Downtown Chincoteague, 1.6 km from Deep Hole

Jeffrey

₩116,559 total

includes taxes & fees

Nov 9 - Nov 10

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

14. Best Western Plus Pocomoke City

23.6 km from Deep Hole

Rachel

₩170,494 total

includes taxes & fees

Nov 8 - Nov 9

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

15. Garden and Sea Inn

16.4 km from Deep Hole

Douglas

₩324,330 total

includes taxes & fees

Oct 21 - Oct 22

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

16. Studio 6 Suites Pocomoke City, MD

21 km from Deep Hole

Brandon

₩112,631 total

includes taxes & fees

Nov 9 - Nov 10

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

17. Motel 6 Pocomoke City, MD

21 km from Deep Hole

Debra

₩105,121 total

includes taxes & fees

Nov 12 - Nov 13

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

18. Econo Lodge Pocomoke City Hwy 13

19.5 km from Deep Hole

Deidre

₩87,863 total

includes taxes & fees

Nov 8 - Nov 9

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

19. Cypress River Inn & Spa

26.9 km from Deep Hole

Hans

₩322,794 total

includes taxes & fees

Nov 16 - Nov 17

A swimming pool with lounge chairs and a gazebo.

20. Birchwood Inn

Downtown Chincoteague, 3.2 km from Deep Hole

Aspen

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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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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

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

10/10 Excellent

"Great place to stay, super clean, accommodating and comfortable. My boys loved fishing on the pier!"

Key West Cottages

10/10 Excellent

"We love Key West, but we don’t want to fly or drive there anymore. Key West Cottages made us feel like we were in Key West. The cottage was beautiful and they’re all so colorful! I loved the crushed shell pathways. The wagons they provide for moving your things to the cottage are a great idea. We really enjoyed watching the sunset at the beach area. We were surprised that we could have used the pool in September, as it is heated. Next year we’ll bring our suits!"

Atlantic Shores Inn and Suites

10/10 Excellent

"We have stayed here for years. Noel is very kind to us and the location is great close to everything. The breakfast in season is tasty, yummy waffles and great coffee. They always go the extra mile for us and tell us this is our second home. Much appreciated. Some how we can never stay away too long and dream of our next trip as soon as we leave. The horses, beach and wildlife Refuge are amazing , but it’s the hospitality of the people that add that special touch!"

Refuge Inn

8/10 Good

"We ran our AC from the time we got there Friday around 4pm until we left Sunday morning and couldn’t tell a difference at all. It was very warm in the room. Wasn’t able to enjoy the outdoor seating area out side our room because of so many mosquitoes. The pool and hot tub were great. The breakfast was “ok”. It was nice that they brought it to the room. Likes going out to visit with the horses. We were on the first floor and very noisy, heavy footed upstairs neighbors. Might want to install different flooring for the second floor so it’s not so loud. All in all a nice get away."

Comfort Suites Chincoteague Island Bayfront Resort

10/10 Excellent

"The location of this hotel was convenient to walking to stores and restaurants. It was nicely landscaped with a fountain, and had comfortable seating outside for viewing the bay. It also offered a heated outdoor pool which I enjoyed for swimming, as well as an indoor pool and hot tub. The staff was very friendly and helpful, Looking forward to another stay there in the future!"

Frequently asked questions

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.

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. Hampton Inn & Suites Chincoteague Waterfront

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

5. Refuge Inn

6. Key West Cottages

7. Spark by Hilton Chincoteague Island

8. Waterside Inn

9. Island Resort

10. Chincoteague Inn

11. Atlantic Shores Inn and Suites

12. Days Inn by Wyndham Chincoteague Island

13. Maddox Inn

14. Best Western Plus Pocomoke City

15. Garden and Sea Inn

16. Studio 6 Suites Pocomoke City, MD

17. Motel 6 Pocomoke City, MD

18. Econo Lodge Pocomoke City Hwy 13

19. Cypress River Inn & Spa

20. Birchwood Inn

Where to stay in Deep Hole

Downtown Chincoteague

Piney Island

Snotty Ridge

Down the Marsh

Birch Town

Top Deep Hole Hotel Reviews

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Frequently asked questions