Default HTG hotel image

Find hotels in Deep Hole, Chincoteague

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Deep Hole hotels

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

1. Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island
2.5 star property
Piney Island, 1.6 km from Deep Hole
9.6 out of 10, Exceptional, (797 reviews)
"Great people very friendly, we’ve always loved staying here."
United States
Cynthia
The price is ₩183,037
₩205,552 total
includes taxes & fees
Sep 16 - Sep 17
Spark by Hilton Chincoteague Island
A hotel room with a bed, a sofa, a desk, and a radiator.

2. Chincoteague Inn

Chincoteague Inn
2.0 star property
Downtown Chincoteague, 1.2 km from Deep Hole
8.6 out of 10, Excellent, (1,001 reviews)
"Great location and staff "
United States
Stephanie
The price is ₩137,511
₩154,429 total
includes taxes & fees
Sep 13 - Sep 14
Chincoteague Inn
A pool area with a building that has a covered patio and a gazebo.

3. Atlantic Shores Inn and Suites

Atlantic Shores Inn and Suites
2.0 star property
Downtown Chincoteague, 1.3 km from Deep Hole
7.4 out of 10, Good, (1,006 reviews)
"Clean beds convenient location nice atmosphere"
United States
Tiara
The price is ₩111,259
₩124,941 total
includes taxes & fees
Sep 7 - Sep 8
Atlantic Shores Inn and Suites
A swimming pool with lounge chairs and a beach ball.

4. Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1.5 km from Deep Hole
9.8 out of 10, Exceptional, (1,006 reviews)
"Great place to stay, comfortable, clean, beautiful spot."
United States
Kasey
The price is ₩212,253
₩238,359 total
includes taxes & fees
Sep 1 - Sep 2
Refuge Inn
A waterfront hotel with a wooden deck, grassy lawn, and multiple balconies.

5. Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort
2.5 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.6 out of 10, Exceptional, (1,005 reviews)
"The staff was amazing as always can't wait to stay again."
United States
Elizabeth
The price is ₩195,793
₩221,359 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Suites Chincoteague Island Bayfront Resort
A spacious dining area with multiple tables and chairs, a television mounted on an orange wall, and a statue in the center.

6. Days Inn by Wyndham Chincoteague Island

Days Inn by Wyndham Chincoteague Island
2.0 star property
Piney Island, 1.4 km from Deep Hole
6.8 out of 10, (1,006 reviews)
"Clean rooms and friendly staff!"
United States
Nicholas
The price is ₩116,884
₩131,261 total
includes taxes & fees
Sep 20 - Sep 21
Days Inn by Wyndham Chincoteague Island
A covered outdoor area with a table and chairs, overlooking a body of water with a bridge in the distance.

7. Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront
2.5 star property
Downtown Chincoteague, 2 km from Deep Hole
9.8 out of 10, Exceptional, (814 reviews)
"Great rooms, pleasant staff and great breakfast buffet"
United States
Karen
The price is ₩226,713
₩254,597 total
includes taxes & fees
Sep 3 - Sep 4
Hampton Inn & Suites Chincoteague Waterfront

8. Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.2 out of 10, Good, (816 reviews)
"Room was clean. Nice to have our two small dogs with us. Breakfast, coffee and pastries, was great!! Staff was very friendly and helpful. Will stay there again."
United States
Allen
The price is ₩137,511
₩154,429 total
includes taxes & fees
Sep 8 - Sep 9
Maddox Inn
A waterfront hotel with multiple balconies, a dock, and a calm water body.

9. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
3.0 star property
Downtown Chincoteague, 2.5 km from Deep Hole
9.2 out of 10, Wonderful, (626 reviews)
"Great location with wonderful breakfast."
United States
Stephanie Lynn
The price is ₩236,130
₩265,174 total
includes taxes & fees
Sep 20 - Sep 21
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
A large two-story house with a balcony, a covered patio, and a view of the water.

10. Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1.7 km from Deep Hole
9.4 out of 10, Exceptional, (469 reviews)
"Clean, great breakfast, locals own the business and know the area."
United States
Robert
The price is ₩208,350
₩233,977 total
includes taxes & fees
Aug 31 - Sep 1
Island Resort
A hot tub in a room with large windows overlooking a water body and grassy area.

11. Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1,014 reviews)
"Clean and quiet, nice breakfast and pool by the bay."
United States
Kurt
The price is ₩138,137
₩155,128 total
includes taxes & fees
Sep 13 - Sep 14
Waterside Inn
A multi-story hotel with a blue roof, located near a marina with boats docked.

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

Marina Bay Hotel & Suites, an Ascend Collection Hotel
2.5 star property
Downtown Chincoteague, 2.8 km from Deep Hole
9.0 out of 10, Wonderful, (1,004 reviews)
"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!"
United States
Beth
The price is ₩128,677
₩165,339 total
includes taxes & fees
Sep 7 - Sep 8
Marina Bay Hotel & Suites, an Ascend Collection Hotel
A swimming pool with lounge chairs and a view of a sunset over water.

13. Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 2.8 km from Deep Hole
8.8 out of 10, Excellent, (626 reviews)
"Great place! My wife and i stayed the night last night. They were very helpful and respectful!! Was very clean and peaceful! We definitely Love this place! Will definitely be back!!."
United States
James
The price is ₩152,304
₩171,028 total
includes taxes & fees
Sep 15 - Sep 16
Anchor Inn
A waterfront house with a balcony, dock, and a view of the water.

14. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (616 reviews)
"Absolutely loved our stay. It was so quiet, peaceful and scenic. The pool was amazing"
United States
Lindsay
The price is ₩302,649
₩339,876 total
includes taxes & fees
Sep 20 - Sep 21
Key West Cottages
A modern lobby with a reception desk, seating area, and artwork on the walls.

15. Best Western Plus Pocomoke City

Best Western Plus Pocomoke City
2.5 star property
23.6 km from Deep Hole
8.6 out of 10, Excellent, (979 reviews)
"Beautiful clean hotel great breakfast and breakfast staff great staff all together!"
United States
alexis
The price is ₩175,917
₩197,027 total
includes taxes & fees
Sep 3 - Sep 4
Best Western Plus Pocomoke City
A swimming pool with lounge chairs and a gazebo.

16. Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 3.2 km from Deep Hole
7.0 out of 10, Good, (446 reviews)
"Very clean Well lit parking Bed comfortable"
United States
Maryann
The price is ₩123,760
₩145,929 total
includes taxes & fees
Sep 7 - Sep 8
Birchwood Inn

17. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh, 5.4 km from Deep Hole
9.6 out of 10, Exceptional, (311 reviews)
"Experience was amazing! Amenities great! Clean resort, quiet, relaxing…all we hoped for! Will be back!!!!"
United States
Christine
Blufin Bungalows & Marina
A reception area with a wooden cabinet, a green sofa, and a black reception desk.

18. Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD
2.0 star property
21 km from Deep Hole
7.4 out of 10, Good, (79 reviews)
"They were under construction.. room was old.. ceiling falling. But new floors. It was clean enough... but not a nice place. I stayed 1 night but found a different place to stay my 2nd night."
United States
Jeffrey
The price is ₩104,161
₩116,662 total
includes taxes & fees
Sep 15 - Sep 16
Studio 6 Suites Pocomoke City, MD
A spacious lobby with a curved reception desk, a seating area with a sofa, and a patterned carpet.

19. Econo Lodge Pocomoke City Hwy 13

Econo Lodge Pocomoke City Hwy 13
2.0 star property
19.5 km from Deep Hole
5.6 out of 10, (837 reviews)
"Nice staff, helped out when needed"
United States
Deidre
The price is ₩95,883
₩107,389 total
includes taxes & fees
Sep 15 - Sep 16
Econo Lodge Pocomoke City Hwy 13
A lobby with a tiled floor, a vending machine, a refrigerator, and a lamp.

20. Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD
2.0 star property
21 km from Deep Hole
5.2 out of 10, (506 reviews)
"All the staff here is amazing. They are friendly and very friendly to help you."
United States
Debra
The price is ₩105,550
₩118,218 total
includes taxes & fees
Sep 3 - Sep 4
Motel 6 Pocomoke City, MD
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

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.
Photo by Michael Gibson
Open Photo by Michael Gibson

Downtown Chincoteague

While visiting Downtown Chincoteague, you might make a stop by sights like Robert N. Reed Downtown Waterfront Park and Chincoteague Channel.

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.

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.

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.

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.

Top Deep Hole Hotel Reviews

Maddox Inn

Maddox Inn

8/10 Good
"Cable package"
Nicholas 1-night trip
Posted 12 hours ago
Maddox Inn

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 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.