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Check prices for these dates

This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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Our top choices for Deep Hole hotels

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

1. Chincoteague Inn

Chincoteague Inn
2.0 star property
Downtown Chincoteague, 1.2 km from Deep Hole
8.6 out of 10, Excellent, (1,000 reviews)
"Great location and value."
United States
Michelle
The price is ₩122,264
₩137,307 total
includes taxes & fees
Sep 28 - Sep 29
Chincoteague Inn
A spacious indoor area with a white sofa set, round tables, and large windows offering views of the outdoors.

2. 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, (813 reviews)
"Just a super nice place to stay and wonderful staff!!!"
United States
Ursula
The price is ₩138,556
₩155,597 total
includes taxes & fees
Oct 12 - Oct 13
Spark by Hilton Chincoteague Island
A waterfront hotel with a wooden deck, grassy lawn, and multiple balconies.

3. 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, (1,008 reviews)
"Great place!"
United States
Marc
The price is ₩164,699
₩186,399 total
includes taxes & fees
Oct 19 - Oct 20
Comfort Suites Chincoteague Island Bayfront Resort
A pool area with a building that has a covered patio and a gazebo.

4. Atlantic Shores Inn and Suites

Atlantic Shores Inn and Suites
2.0 star property
Downtown Chincoteague, 1.3 km from Deep Hole
7.6 out of 10, Good, (1,003 reviews)
"I have good time with my family every time we stay in the same hotel"
United States
Sara
The price is ₩110,037
₩123,568 total
includes taxes & fees
Sep 23 - Sep 24
Atlantic Shores Inn and Suites
A swimming pool with lounge chairs and a beach ball.

5. Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1.5 km from Deep Hole
9.8 out of 10, Exceptional, (1,002 reviews)
"Everything about our stay was excellent will definitely go back"
United States
Joe
The price is ₩201,331
₩226,095 total
includes taxes & fees
Oct 12 - Oct 13
Refuge Inn
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, (1,002 reviews)
"The place was clean, reasonably priced, and the owner was very helpful. The beds were very comfortable and breakfast was great. Would definitely stay again."
United States
Laura
The price is ₩105,106
₩118,034 total
includes taxes & fees
Oct 12 - Oct 13
Days Inn by Wyndham Chincoteague Island
A multi-story hotel with a blue roof, located near a marina with boats docked.

7. 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, (1,003 reviews)
"Clean room, very helpful staff."
United States
James
The price is ₩127,278
₩163,540 total
includes taxes & fees
Oct 18 - Oct 19
Marina Bay Hotel & Suites, an Ascend Collection Hotel
A waterfront hotel with multiple balconies, a dock, and a calm water body.

8. 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, (641 reviews)
"Great location with wonderful breakfast."
United States
Stephanie Lynn
The price is ₩171,719
₩192,840 total
includes taxes & fees
Oct 18 - Oct 19
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

9. Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.2 out of 10, Good, (830 reviews)
"Quiet place next to everything in town"
United States
Dania
The price is ₩136,001
₩152,733 total
includes taxes & fees
Sep 24 - Sep 25
Maddox Inn
A hot tub in a room with large windows overlooking a water body and grassy area.

10. Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1,007 reviews)
"Staff was nice and the breakfast was a good deal. The view was worth the stay"
United States
Genna
The price is ₩84,073
₩94,414 total
includes taxes & fees
Oct 18 - Oct 19
Waterside Inn
A large two-story house with a balcony, a covered patio, and a view of the water.

11. Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1.7 km from Deep Hole
9.4 out of 10, Exceptional, (477 reviews)
"Clean, great breakfast, locals own the business and know the area."
United States
Robert
The price is ₩178,588
₩200,554 total
includes taxes & fees
Oct 16 - Oct 17
Island Resort
A covered outdoor area with a table and chairs, overlooking a body of water with a bridge in the distance.

12. 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, (820 reviews)
"Great rooms, pleasant staff and great breakfast buffet"
United States
Karen
The price is ₩167,886
₩188,537 total
includes taxes & fees
Oct 18 - Oct 19
Hampton Inn & Suites Chincoteague Waterfront
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, (637 reviews)
"Beautiful room and a fun stay!"
United States
rich
The price is ₩138,955
₩156,044 total
includes taxes & fees
Oct 5 - Oct 6
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, (644 reviews)
"Excellent place to stay. Clean, convenient, comfortable."
United States
Debra
The price is ₩277,071
₩311,152 total
includes taxes & fees
Oct 18 - Oct 19
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, (997 reviews)
"Beautiful clean hotel great breakfast and breakfast staff great staff all together!"
United States
alexis
The price is ₩173,985
₩194,863 total
includes taxes & fees
Sep 27 - Sep 28
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
6.8 out of 10, (455 reviews)
"As always, we had a very quiet & relaxing stay. It was exciting to see that the Inn is being renovated & updated! Looking forward to our stay in spring."
United States
Bette
The price is ₩110,037
₩130,441 total
includes taxes & fees
Sep 23 - Sep 24
Birchwood Inn
A covered porch with white wooden walls and large windows. There are two rocking chairs with floral cushions and a small table with a chair.

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

2 Mi to Downtown: Tranquil Abode in Chincoteague!
3.0 star property
Up the Neck, 1.5 km from Deep Hole
The price is ₩145,618
₩474,933 total
includes taxes & fees
Sep 26 - Sep 27
2 Mi to Downtown: Tranquil Abode in Chincoteague!

18. 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, (328 reviews)
"Superior views of the bay, very dog friendly"
United States
Angela
The price is ₩209,016
₩311,862 total
includes taxes & fees
Oct 13 - Oct 14
Blufin Bungalows & Marina
A reception area with a wooden cabinet, a green sofa, and a black reception desk.

19. 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, (84 reviews)
"Budget Friendly, Clean Room that allowed Pets. Perfect for what we needed it for."
United States
Christina
The price is ₩103,018
₩115,382 total
includes taxes & fees
Oct 6 - Oct 7
Studio 6 Suites Pocomoke City, MD
A spacious lobby with a curved reception desk, a seating area with a sofa, and a patterned carpet.

20. Econo Lodge Pocomoke City Hwy 13

Econo Lodge Pocomoke City Hwy 13
2.0 star property
19.5 km from Deep Hole
5.4 out of 10, (844 reviews)
"Nice staff, helped out when needed"
United States
Deidre
The price is ₩80,557
₩90,225 total
includes taxes & fees
Oct 14 - Oct 15
Econo Lodge Pocomoke City Hwy 13
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 group of horses grazing in a lush green field with a river in the foreground.
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.

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.

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

Chincoteague Bay RV Resort & Cottages

Chincoteague Bay RV Resort & Cottages

10/10 Excellent
"Thoroughly clean throughout the entire campground, pool was perfect and activities for our family were perfect."
Jenny 2-night trip
Posted 14 hours ago
Chincoteague Bay RV Resort & Cottages

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.