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.

What's a favorite hotel to stay in Deep Hole?

For your stay in Deep Hole, Oyster Catcher | Deep Creek Waterfront w/ Deep Water Dock, Screened Porch, Guest Cottage & Pets is one of the top choices based on our traveler data. Other good options for your stay in the area include Escape at Deep Hole Hideaway | Chic 2BR Retreat w/ Full Kitchen, Daybed + Sleeper Sofa, Pet Friendly and Cozy 2-bedroom house in Chincoteague .

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

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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

￥21,127 total

includes taxes & fees

Oct 28 - Oct 29

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

￥20,472 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

Karen

￥18,081 total

includes taxes & fees

Nov 1 - Nov 2

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

￥16,590 total

includes taxes & fees

Oct 28 - Oct 29

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

5. Spark by Hilton Chincoteague Island

Piney Island, 1.6 km from Deep Hole

Mary

￥14,962 total

includes taxes & fees

Nov 5 - Nov 6

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

6. Waterside Inn

Downtown Chincoteague, 2.9 km from Deep Hole

Genna

￥10,011 total

includes taxes & fees

Oct 20 - Oct 21

A swimming pool with lounge chairs and a beach ball.

7. Refuge Inn

Piney Island, 1.5 km from Deep Hole

Joe

￥20,752 total

includes taxes & fees

Nov 1 - Nov 2

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

Melissa

￥35,804 total

includes taxes & fees

Nov 15 - Nov 16

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

9. Chincoteague Inn

Downtown Chincoteague, 1.2 km from Deep Hole

Amy

￥14,025 total

includes taxes & fees

Oct 22 - Oct 23

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

10. Island Resort

Downtown Chincoteague, 1.7 km from Deep Hole

Brenda

￥23,078 total

includes taxes & fees

Oct 17 - Oct 18

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

￥13,081 total

includes taxes & fees

Nov 15 - Nov 16

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

￥12,545 total

includes taxes & fees

Nov 13 - Nov 14

13. Maddox Inn

Downtown Chincoteague, 1.6 km from Deep Hole

Jeffrey

￥13,740 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

alexis

￥20,098 total

includes taxes & fees

Nov 15 - Nov 16

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

15. Studio 6 Suites Pocomoke City, MD

21 km from Deep Hole

Brandon

￥13,277 total

includes taxes & fees

Oct 29 - Oct 30

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

16. Motel 6 Pocomoke City, MD

21 km from Deep Hole

Debra

￥12,392 total

includes taxes & fees

Oct 16 - Oct 17

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

￥10,358 total

includes taxes & fees

Nov 4 - Nov 5

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

18. Cypress River Inn & Spa

26.9 km from Deep Hole

Hans

￥34,627 total

includes taxes & fees

Oct 20 - Oct 21

A swimming pool with lounge chairs and a gazebo.

19. 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

Key West Cottages

10/10 Excellent

"The cottage was so cute and cozy. It had everything we needed plus more. Easy location that was quite and peaceful. The beds were very comfortable. This is a great place to get away and relax. The front desk employees were awesome!"

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!"

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!"

Cozy 2-bedroom house in Chincoteague

10/10 Excellent

"The cottage is adorable and the owners are superb! The house was super clean, well-appointed, and in a very quiet area. I would gladly stay her again.pros:quiet well stocked kitchenwasher/dryernice tub/showercomfy bedsgreat ownerslot of thick towels and pillowscons:mosquitoes! (nothing the owner could do about this as it is the entire area)good to know:steps to front entrancetall sides to tub might be an issue for somewear bug spray everywhere!Assateague beach is close and easy to accesseverything on Chincoteague Island is easily accessible"

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. Spark by Hilton Chincoteague Island

6. Waterside Inn

7. Refuge Inn

8. Key West Cottages

9. Chincoteague Inn

10. Island Resort

11. Atlantic Shores Inn and Suites

12. Days Inn by Wyndham Chincoteague Island

13. Maddox Inn

14. Best Western Plus Pocomoke City

15. Studio 6 Suites Pocomoke City, MD

16. Motel 6 Pocomoke City, MD

17. Econo Lodge Pocomoke City Hwy 13

18. Cypress River Inn & Spa

19. Birchwood Inn

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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