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Our top choices for Deep Hole hotels

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, (256 reviews)
"My kids and I had a wonderful spring break stay at the bungalows!"
United States
Susan
The price is ₩253,724
₩370,141 total
includes taxes & fees
May 28 - May 29
Blufin Bungalows & Marina

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, (774 reviews)
"This hotel is close to the entrance to Assateague National Seashore. Check in was quick, room was spacious and clean. Breakfast selection was sufficient was bagels, assorted cereal, oatmeal, yogurt and fresh fruits. "
United States
Veronica
The price is ₩200,309
₩224,953 total
includes taxes & fees
May 25 - May 26
Spark by Hilton Chincoteague Island

Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1.5 km from Deep Hole
9.8 out of 10, Exceptional, (1,001 reviews)
"Great location and experience. "
United States
Heather
The price is ₩259,643
₩291,579 total
includes taxes & fees
May 26 - May 27
Refuge Inn

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1,004 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 ₩156,719
₩175,994 total
includes taxes & fees
May 28 - May 29
Waterside Inn

Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 3.2 km from Deep Hole
7.0 out of 10, Good, (392 reviews)
"The room was clean, staff was very friendly, and area was very quiet!"
United States
Amanda
The price is ₩102,159
₩122,268 total
includes taxes & fees
May 31 - Jun 1
Birchwood Inn

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (565 reviews)
"Great place to stay on the island"
United States
Wilmer
The price is ₩330,646
₩371,315 total
includes taxes & fees
May 25 - May 26
Key West Cottages

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)
"This is absolutely out favorite hotel to stay at the staff is so friendly and the rooms are super clean an they even have a nice free lil breakfast. Housekeeper ladies are so nice as well . We love this place ."
United States
Ashley
The price is ₩126,422
₩141,972 total
includes taxes & fees
May 27 - May 28
Days Inn by Wyndham Chincoteague Island

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, (926 reviews)
"Great breakfast, clean rooms "
United States
Caitlin
The price is ₩166,393
₩186,361 total
includes taxes & fees
May 27 - May 28
Best Western Plus Pocomoke City

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)
"Been staying there the last few times and it’s convenient and affordable. I will he continuing to stay there. Be sure to tip the cleaners. They do a great job!!"
United States
Hemillo
The price is ₩119,882
₩134,632 total
includes taxes & fees
May 26 - May 27
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 ₩120,669
₩135,151 total
includes taxes & fees
May 31 - Jun 1
Studio 6 Suites Pocomoke City, MD

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, (1,004 reviews)
"Staff was very pleasant and friendly. Establishment was clean and quiet; very relaxing"
United States
Yajaira
The price is ₩121,551
₩136,498 total
includes taxes & fees
May 26 - May 27
Atlantic Shores Inn and Suites

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 ₩226,283
₩254,116 total
includes taxes & fees
May 31 - Jun 1
Island Resort

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, (602 reviews)
"Our stay was great! "
United States
Troy
The price is ₩264,043
₩296,517 total
includes taxes & fees
May 25 - May 26
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

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, (1,002 reviews)
"The young lady Alice was exceptionally good and made our stay an awesome one!!!"
United States
Fredrick
The price is ₩214,801
₩263,984 total
includes taxes & fees
May 26 - May 27
Marina Bay Hotel & Suites, an Ascend Collection Hotel

Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.2 out of 10, Good, (783 reviews)
"Great pet friendly place."
United States
stewart
The price is ₩186,651
₩209,611 total
includes taxes & fees
May 26 - May 27
Maddox 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, (1,005 reviews)
"Very nice place to stay. "
United States
Lisa
The price is ₩282,329
₩317,049 total
includes taxes & fees
May 25 - May 26
Comfort Suites Chincoteague Island Bayfront Resort

Greenbackville Retreat w/ Deck: 1 Mi to Marina!

Greenbackville Retreat w/ Deck: 1 Mi to Marina!
3.0 star property
8 km from Deep Hole
The price is ₩369,595
₩860,568 total
includes taxes & fees
May 31 - Jun 1
Greenbackville Retreat w/ Deck: 1 Mi to Marina!

Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 2.8 km from Deep Hole
8.8 out of 10, Excellent, (587 reviews)
"Pretty great place "
United States
Nicholas
The price is ₩153,494
₩172,372 total
includes taxes & fees
May 26 - May 27
Anchor 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, (781 reviews)
"Everything was great!!"
United States
Debbie
The price is ₩257,973
₩289,704 total
includes taxes & fees
May 25 - May 26
Hampton Inn & Suites Chincoteague Waterfront

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 ₩394,700
₩443,248 total
includes taxes & fees
May 25 - May 26
Snug Harbor Marina and Hotel
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 85 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.