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Our top choices for Deep Hole hotels

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (555 reviews)
"Such a nice spot, we’ll be back!"
United States
Jay
The price is ฿7,021
฿7,884 total
includes taxes & fees
25 May - 26 May
Key West Cottages

Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1.5 km from Deep Hole
9.8 out of 10, Exceptional, (1,003 reviews)
"Excellent location and great for families"
United States
Sandeep
The price is ฿5,530
฿6,211 total
includes taxes & fees
21 May - 22 May
Refuge Inn

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, (246 reviews)
"Quiet, friendly staff, beautiful views."
United States
Cyndi
The price is ฿5,189
฿5,827 total
includes taxes & fees
14 May - 15 May
Blufin Bungalows & Marina

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, (923 reviews)
"Great breakfast, clean rooms "
United States
Caitlin
The price is ฿3,523
฿3,946 total
includes taxes & fees
10 May - 11 May
Best Western Plus Pocomoke City

Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1.7 km from Deep Hole
9.2 out of 10, Wonderful, (452 reviews)
"Perfect spot to enjoy the Island and all its glory. Kids enjoyed the indoor pool and the view was perfect from the balcony. Clean and accommodating. My second stay here and would plan on it again. "
United States
Maria
The price is ฿4,833
฿5,428 total
includes taxes & fees
15 May - 16 May
Island 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, (767 reviews)
"Very clean and good staff"
United States
ishraka
The price is ฿3,736
฿4,196 total
includes taxes & fees
28 May - 29 May
Spark by Hilton Chincoteague Island

Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.2 out of 10, Good, (780 reviews)
"Staff was extremely friendly "
United States
meghann
The price is ฿2,941
฿3,303 total
includes taxes & fees
10 May - 11 May
Maddox Inn

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1,005 reviews)
"Very quaint and quiet place to stay in the off season. Staff very friendly. Great view from the room. Would stay again."
United States
Amy
The price is ฿3,091
฿3,471 total
includes taxes & fees
20 May - 21 May
Waterside Inn

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, (600 reviews)
"Place was great ,staff was amazing "
United States
dara
The price is ฿5,624
฿6,316 total
includes taxes & fees
10 May - 11 May
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, (779 reviews)
"Very good breakfast. Great views of the water. Good location. "
United States
Douglas L
The price is ฿5,193
฿5,831 total
includes taxes & fees
25 May - 26 May
Hampton Inn & Suites Chincoteague Waterfront

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, (1,001 reviews)
"Wonderful Staff ! Room was clean and very comfortable ! I will be extending my stay."
United States
Deb
The price is ฿2,589
฿2,907 total
includes taxes & fees
9 May - 10 May
Atlantic Shores Inn and Suites

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)
"Very nice place to stay. "
United States
Lisa
The price is ฿5,343
฿6,034 total
includes taxes & fees
11 May - 12 May
Comfort Suites Chincoteague Island Bayfront Resort

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, (1,003 reviews)
"Love this place so much"
United States
Ashley
The price is ฿2,531
฿2,842 total
includes taxes & fees
14 May - 15 May
Days Inn by Wyndham Chincoteague Island

1 Mi to Resort Marina! Greenbackville Retreat

1 Mi to Resort Marina! Greenbackville Retreat
3.0 star property
8 km from Deep Hole
The price is ฿5,897
฿16,178 total
includes taxes & fees
16 May - 17 May
1 Mi to Resort Marina! Greenbackville Retreat

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 reviews)
"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 ฿6,412
฿7,073 total
includes taxes & fees
13 May - 14 May
Garden and Sea Inn

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 property, comfortable room, exceptional shower and free breakfast!"
United States
Jessica
The price is ฿4,268
฿5,278 total
includes taxes & fees
17 May - 18 May
Marina Bay Hotel & Suites, an Ascend Collection Hotel

Chincoteague Inn

Chincoteague Inn
2.0 star property
Downtown Chincoteague, 1.2 km from Deep Hole
8.4 out of 10, Very good, (1,004 reviews)
"A very nice place, although the bathroom door didn’t shut all the way."
United States
Faith
The price is ฿2,697
฿3,029 total
includes taxes & fees
21 May - 22 May
Chincoteague Inn

Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD
2.0 star property
21 km from Deep Hole
7.8 out of 10, Good, (64 reviews)
"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 ฿2,456
฿2,751 total
includes taxes & fees
25 May - 26 May
Studio 6 Suites Pocomoke City, MD

Snug Harbor Marina and Hotel

Snug Harbor Marina and Hotel
2.5 star property
3 km from Deep Hole
8.8 out of 10, Excellent, (102 reviews)
"We enjoyed the view."
United States
Reuben
The price is ฿8,407
฿9,441 total
includes taxes & fees
21 May - 22 May
Snug Harbor Marina and Hotel

Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 2.8 km from Deep Hole
8.8 out of 10, Excellent, (581 reviews)
"Pretty great place "
United States
Nicholas
The price is ฿3,269
฿3,671 total
includes taxes & fees
11 May - 12 May
Anchor Inn
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.

Downtown Chincoteague

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

Piney Island

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

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.

Birch Town

Though Birch Town may not have many top sights, you can venture to the surrounding area to see attractions like Maui Jack's Waterpark and Museum of Chincoteague.

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 83 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.