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Our top choices for Deep Hole hotels

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)
"Staff were all very welcoming and helpful, and were able to give great information about the island. Located at the entrance to the national Wildlife Refuge, and next to the museum. "
United States
Patricia
The price is ₩164,099
₩184,282 total
includes taxes & fees
May 26 - May 27
Spark by Hilton Chincoteague Island

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (549 reviews)
"This was an absolutely wonderful place to stay. Full of charm, clean and convenient. "
United States
Gina
The price is ₩261,001
₩293,104 total
includes taxes & fees
May 6 - May 7
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, (1,002 reviews)
"Excellent location and great for families"
United States
Sandeep
The price is ₩234,384
₩263,213 total
includes taxes & fees
May 6 - May 7
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, (242 reviews)
"Quiet, friendly staff, beautiful views."
United States
Cyndi
The price is ₩382,695
₩429,767 total
includes taxes & fees
May 8 - May 9
Blufin Bungalows & Marina

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1,003 reviews)
"Great location, so nice to look out and see water! Staff were friendly."
United States
Virginia
The price is ₩140,697
₩158,003 total
includes taxes & fees
May 19 - May 20
Waterside Inn

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, (919 reviews)
"Great breakfast, clean rooms "
United States
Caitlin
The price is ₩136,320
₩152,678 total
includes taxes & fees
May 17 - May 18
Best Western Plus Pocomoke City

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, (597 reviews)
"Curran and well maintained hotel. The breakfast was decent but the hot figs were not kept hot and the pastry selection was poor at best. "
United States
Brenda
The price is ₩231,000
₩259,413 total
includes taxes & fees
May 25 - May 26
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

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 ₩248,656
₩274,272 total
includes taxes & fees
May 4 - May 5
Garden and Sea Inn

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 ₩220,701
₩247,847 total
includes taxes & fees
May 5 - May 6
Island Resort

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, (1,000 reviews)
"Very friendly staff, nice amenities especially the indoor pool which is nicely maintained. Breakfast buffet was great and also very clean. Nice water view from the room and nice size room. Would definitely stay again!"
United States
Kathryn
The price is ₩249,127
₩279,768 total
includes taxes & fees
May 25 - May 26
Comfort Suites Chincoteague Island Bayfront Resort

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 ₩223,644
₩688,411 total
includes taxes & fees
May 4 - May 5
1 Mi to Resort Marina! Greenbackville Retreat

Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.2 out of 10, Good, (779 reviews)
"Staff was extremely friendly "
United States
meghann
The price is ₩133,892
₩150,356 total
includes taxes & fees
May 5 - May 6
Maddox Inn

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, (777 reviews)
"The staff was very friendly and helpful. The hotel was very clean and the breakfast buffet was great! "
United States
Stephanie
The price is ₩228,087
₩256,142 total
includes taxes & fees
May 31 - Jun 1
Hampton Inn & Suites Chincoteague Waterfront

Chincoteague Inn

Chincoteague Inn
2.0 star property
Downtown Chincoteague, 1.2 km from Deep Hole
8.4 out of 10, Very Good, (1,000 reviews)
"This was a great place to stay. Very clean and the staff are very courteous. "
United States
Kaitlyn
The price is ₩115,353
₩129,537 total
includes taxes & fees
May 4 - May 5
Chincoteague Inn

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, (1,000 reviews)
"Clean, quiet, safe. Close to national park entrance and attractions. Great breakfast."
United States
Robert
The price is ₩112,558
₩126,403 total
includes taxes & fees
May 14 - May 15
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, (1,000 reviews)
"Good breakfast, good price, kind staff"
United States
Barbara
The price is ₩117,854
₩132,347 total
includes taxes & fees
May 4 - May 5
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, (580 reviews)
"No issues rooms were nice and clean "
United States
michelle
The price is ₩148,826
₩167,129 total
includes taxes & fees
May 6 - May 7
Anchor 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, (1,000 reviews)
"The rooms were spotless, nice breakfast , we really enjoyed our stay"
United States
Elizabeth
The price is ₩194,290
₩240,255 total
includes taxes & fees
May 7 - May 8
Marina Bay Hotel & Suites, an Ascend Collection Hotel

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, (63 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 ₩111,807
₩125,226 total
includes taxes & fees
May 25 - May 26
Studio 6 Suites Pocomoke City, MD

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, (789 reviews)
"Just one night that price is reasonable very quiet stuff was very polite "
United States
Luisa
The price is ₩111,822
₩125,242 total
includes taxes & fees
May 5 - May 6
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 and neighborhoods 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

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

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 83 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.