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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, (247 reviews)
"My kids and I had a wonderful spring break stay at the bungalows!"
United States
Susan
Blufin Bungalows & Marina

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (557 reviews)
"Lovely cottage for our family."
United States
nancy
The price is NT$6,337
NT$7,116 total
includes taxes & fees
May 20 - May 21
Key West Cottages

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 NT$3,711
NT$4,167 total
includes taxes & fees
May 27 - May 28
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, (1,005 reviews)
"Very convenient location. Staff were extremely kind, our room was cleaned every day, I felt like I was at a resort. We will define be staying here again"
United States
Kerrie
The price is NT$5,374
NT$6,035 total
includes taxes & fees
May 26 - May 27
Refuge Inn

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 NT$5,748
NT$15,770 total
includes taxes & fees
May 13 - May 14
1 Mi to Resort Marina! Greenbackville Retreat

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1,009 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 NT$3,003
NT$3,373 total
includes taxes & fees
May 19 - May 20
Waterside 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 NT$4,711
NT$5,291 total
includes taxes & fees
May 13 - May 14
Island Resort

Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.2 out of 10, Good, (782 reviews)
"Great pet friendly place."
United States
stewart
The price is NT$2,858
NT$3,210 total
includes taxes & fees
May 14 - May 15
Maddox 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, (601 reviews)
"Our stay was great! "
United States
Troy
The price is NT$4,932
NT$5,539 total
includes taxes & fees
May 25 - May 26
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

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, (1,005 reviews)
"Love this place so much"
United States
Ashley
The price is NT$2,643
NT$2,968 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, (924 reviews)
"Convenient location. Lots of amenities nearby. Spacious rooms, comfortable beds, excellent breakfast-nice assortment and served warm. "
United States
Nancy
The price is NT$3,424
NT$3,834 total
includes taxes & fees
May 17 - May 18
Best Western Plus Pocomoke City

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, (1,006 reviews)
"Very nice place to stay. "
United States
Lisa
The price is NT$5,639
NT$6,333 total
includes taxes & fees
May 31 - Jun 1
Comfort Suites Chincoteague Island Bayfront Resort

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, (1,003 reviews)
"Staff was very pleasant and friendly. Establishment was clean and quiet; very relaxing"
United States
Yajaira
The price is NT$2,516
NT$2,825 total
includes taxes & fees
May 15 - May 16
Atlantic Shores Inn and Suites

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, (780 reviews)
"Very good breakfast. Great views of the water. Good location. "
United States
Douglas L
The price is NT$5,353
NT$6,012 total
includes taxes & fees
May 26 - May 27
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 NT$8,172
NT$9,177 total
includes taxes & fees
May 25 - May 26
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, (582 reviews)
"Pretty great place "
United States
Nicholas
The price is NT$3,177
NT$3,568 total
includes taxes & fees
May 18 - May 19
Anchor 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 NT$2,387
NT$2,673 total
includes taxes & fees
May 26 - May 27
Studio 6 Suites Pocomoke City, MD

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 NT$4,148
NT$5,129 total
includes taxes & fees
May 17 - May 18
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, (1,007 reviews)
"A very nice place, although the bathroom door didn’t shut all the way."
United States
Faith
The price is NT$2,324
NT$2,610 total
includes taxes & fees
May 18 - May 19
Chincoteague Inn

Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 3.2 km from Deep Hole
6.8 out of 10, (391 reviews)
"The room was clean, staff was very friendly, and area was very quiet!"
United States
Amanda
The price is NT$2,127
NT$2,546 total
includes taxes & fees
May 18 - May 19
Birchwood 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 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 84 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.

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