Hotels in Deep Hole, Chincoteague

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Our top choices for Deep Hole hotels

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, (1000)
"The rooms were spotless, nice breakfast , we really enjoyed our stay"
United States
Elizabeth
The price is RM272
RM366 total
includes taxes & fees
21 Jan - 22 Jan 2026
Marina Bay Hotel & Suites, an Ascend Collection Hotel

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (494)
"What an absolute wonderful place. Staff were so friendly and the cottages were amazing very clean. We would definitely stay here again."
United States
julie
Key West Cottages

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1000)
"We had a great time. Ample room and amazing breakfast! "
United States
Stephania
Waterside Inn

Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1.5 km from Deep Hole
9.8 out of 10, Exceptional, (1005)
"Clean comfortable and very nice staff"
United States
Kevin
The price is RM396
RM444 total
includes taxes & fees
8 Jan - 9 Jan 2026
Refuge Inn

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, (1001)
"Over all friendly, clean, great continental breakfast and cheerful."
United States
Tim
The price is RM360
RM408 total
includes taxes & fees
15 Jan - 16 Jan 2026
Comfort Suites Chincoteague Island Bayfront Resort

Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island
2.5 star property
Piney Island, 1.6 km from Deep Hole
9.4 out of 10, Exceptional, (747)
"Staff was very helpful and friendly, our room was exceptional, we enjoyed our stay!"
United States
Danny
The price is RM329
RM369 total
includes taxes & fees
6 Jan - 7 Jan 2026
Spark by Hilton Chincoteague Island

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
2.5 star property
Downtown Chincoteague, 2.5 km from Deep Hole
9.2 out of 10, Wonderful, (579)
"Spencer was very helpful on the phone, and the staff who checked us in and out were very nice and polite. The room and breakfast were top notch as well :)"
United States
John
The price is RM444
RM499 total
includes taxes & fees
5 Jan - 6 Jan 2026
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

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, (746)
"Clean room, friendly staff, great continental breakfast!"
United States
William
The price is RM395
RM444 total
includes taxes & fees
7 Jan - 8 Jan 2026
Hampton Inn & Suites Chincoteague Waterfront

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, (886)
"Clean room, friendly staff"
United States
Brittany
The price is RM375
RM420 total
includes taxes & fees
7 Jan - 8 Jan 2026
Best Western Plus Pocomoke City

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, (1000)
"Very sweet owner. It was very quite for vacation. We've stayed here in the summer also. Very nice location "
United States
Elizabeth
The price is RM224
RM251 total
includes taxes & fees
15 Jan - 16 Jan 2026
Days Inn by Wyndham Chincoteague Island

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, (1000)
"Good breakfast, good price, kind staff"
United States
Barbara
The price is RM288
RM323 total
includes taxes & fees
1 Jan - 2 Jan 2026
Atlantic Shores Inn and Suites

Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 2.8 km from Deep Hole
8.8 out of 10, Excellent, (568)
"The location was great, check-in process easy, and accommodations as described."
United States
Anonymous traveller
The price is RM306
RM344 total
includes taxes & fees
4 Jan - 5 Jan 2026
Anchor Inn

Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1.7 km from Deep Hole
9.2 out of 10, Wonderful, (451)
"Beautiful place, very well kept, great breakfast, great location, super clean."
United States
Anna
The price is RM526
RM591 total
includes taxes & fees
12 Jan - 13 Jan 2026
Island Resort

Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD
2.0 star property
21 km from Deep Hole
7.6 out of 10, Good, (58)
"Parking was right next to my room, especially important after a long day on the road. Perfect for a quick stop. "
United States
Jennifer
The price is RM304
RM340 total
includes taxes & fees
9 Jan - 10 Jan 2026
Studio 6 Suites Pocomoke City, MD

Garden and Sea Inn

Garden and Sea Inn
3.5 star property
16.4 km from Deep Hole
9.4 out of 10, Exceptional, (29)
"We loved our stay at the Garden and Sea Inn. Location was perfect to surrounding activities. Inn was charming and comfortable, and the breakfasts were fabulous. Thank you for allowing us to be your guests."
United States
Angela
The price is RM806
RM889 total
includes taxes & fees
6 Jan - 7 Jan 2026
Garden and Sea Inn

Cypress River Inn & Spa

Cypress River Inn & Spa
5.0 star property
26.9 km from Deep Hole
The price is RM1,093
RM1,224 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cypress River Inn & Spa

Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD
2.0 star property
21.1 km from Deep Hole
5.2 out of 10, (496)
" Clean and cheap very nice people will stay again "
United States
Zarah
The price is RM281
RM315 total
includes taxes & fees
2 Jan - 3 Jan 2026
Motel 6 Pocomoke City, MD

Econo Lodge Pocomoke City Hwy 13

Econo Lodge Pocomoke City Hwy 13
2.0 star property
19.6 km from Deep Hole
5.6 out of 10, (781)
"Dog friendly environment "
United States
Robyn
The price is RM288
RM323 total
includes taxes & fees
1 Jan - 2 Jan 2026
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.

Where to stay in Deep Hole

Find the best Deep Hole areas for the activities you enjoy most.

Piney Island

While visiting Piney Island, you might make a stop by sights like Maui Jack's Waterpark and Museum of Chincoteague.

Downtown Chincoteague

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

Snotty Ridge

Snotty Ridge might not have many top sights, but Robert N. Reed Downtown Waterfront Park and Assateague Point are two attractions nearby that you can check out.

Down the Marsh

While there might not be top attractions in Down the Marsh, you can explore the larger area and discover places like Robert N. Reed Downtown Waterfront Park and Chincoteague Channel.

Up the Neck

While Up the Neck isn't home to many top sights, Oyster Bay and Captain Timothy Hill House are some notable places to visit nearby.

Top Deep Hole Hotel Reviews

Frequently asked questions

What is Deep Hole like?
Travellers to the Deep Hole neighbourhood 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 can I expect to find in the Deep Hole area?
Expedia has 80 hotels and other accommodation options 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, the majority of hotel bookings are refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If your reservation is non-refundable, you might be able to cancel it and be given a refund within a 24-hour period of booking. Enter dates in and click on "Search", then filter by "fully refundable" to get the top deals on offer in Deep Hole.
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.