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Check prices for these dates

Tonight
Jan 27 - Jan 28
Tomorrow
Jan 28 - Jan 29
This weekend
Jan 30 - Feb 1
Next weekend
Feb 6 - Feb 8

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Our top choices for Deep Hole hotels

Aerial view

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)
"Very clean and nice staff"
United States
Katherine
The price is ￥10,366
￥13,957 total
includes taxes & fees
Feb 24 - Feb 25
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Exterior

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, (1,003 reviews)
"Over all friendly, clean, great continental breakfast and cheerful."
United States
Tim
The price is ￥14,879
￥16,869 total
includes taxes & fees
Feb 11 - Feb 12
Comfort Suites Chincoteague Island Bayfront Resort
Property entrance

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, (748 reviews)
"Staff was very helpful and friendly, our room was exceptional, we enjoyed our stay!"
United States
Danny
The price is ￥12,532
￥14,072 total
includes taxes & fees
Feb 3 - Feb 4
Spark by Hilton Chincoteague Island
Indoor pool, seasonal outdoor pool, sun loungers

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)
"Comfortable room, pleasant staff, great indoor pool, and easy access to Assateague Island bike paths."
United States
Paul
The price is ￥13,423
￥15,074 total
includes taxes & fees
Feb 1 - Feb 2
Refuge Inn
Indoor spa tub

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1,000 reviews)
"Love this hotel. Have stayed here numerous times. Rooms are clean, great view, great staff, decent breakfast. I highly recommend!"
United States
Michael
Waterside Inn
Palm Cottage | 1 bedroom, premium bedding, individually decorated

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (505 reviews)
"Love the resort! "
United States
Hannah
Key West Cottages
Restaurant

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, (897 reviews)
"Clean room, friendly staff"
United States
Brittany
The price is ￥13,646
￥15,284 total
includes taxes & fees
Feb 3 - Feb 4
Best Western Plus Pocomoke City
Exterior

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, (757 reviews)
"Room was spotless and staff highly friendly, respectful, and responsive "
United States
Joseph
The price is ￥15,063
￥16,915 total
includes taxes & fees
Feb 4 - Feb 5
Hampton Inn & Suites Chincoteague Waterfront
View from property

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, (585 reviews)
"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 ￥15,900
￥17,856 total
includes taxes & fees
Feb 6 - Feb 7
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Seasonal outdoor pool

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 ￥10,865
￥12,201 total
includes taxes & fees
Jan 29 - Jan 30
Atlantic Shores Inn and Suites
Exterior

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, (59 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 ￥11,439
￥12,811 total
includes taxes & fees
Feb 16 - Feb 17
Studio 6 Suites Pocomoke City, MD
Seasonal outdoor pool, open 9:00 AM to 9 PM, sun loungers

Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 2.8 km from Deep Hole
8.8 out of 10, Excellent, (568 reviews)
"The location was great, check-in process easy, and accommodations as described."
United States
Anonymous traveler
The price is ￥9,139
￥10,263 total
includes taxes & fees
Jan 29 - Jan 30
Anchor Inn
Exterior

Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1.7 km from Deep Hole
9.2 out of 10, Wonderful, (451 reviews)
"Beautiful place, very well kept, great breakfast, great location, super clean."
United States
Anna
The price is ￥20,068
￥22,536 total
includes taxes & fees
Jan 29 - Jan 30
Island Resort
Lobby

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)
"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 ￥8,428
￥9,464 total
includes taxes & fees
Feb 28 - Mar 1
Days Inn by Wyndham Chincoteague Island
Seasonal outdoor pool

Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 3.2 km from Deep Hole
7.0 out of 10, Good, (389 reviews)
"Great staff, great location. Will stay here again "
United States
Zariyah
The price is ￥9,031
￥10,916 total
includes taxes & fees
Feb 11 - Feb 12
Birchwood Inn
Front of property

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 ￥28,830
￥31,800 total
includes taxes & fees
Feb 26 - Feb 27
Garden and Sea Inn
Lobby

Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD
2.0 star property
21 km from Deep Hole
5.2 out of 10, (496 reviews)
" Clean and cheap very nice people will stay again "
United States
Zarah
The price is ￥10,676
￥11,957 total
includes taxes & fees
Feb 24 - Feb 25
Motel 6 Pocomoke City, MD
Reception

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, (782 reviews)
"Dog friendly environment "
United States
Robyn
The price is ￥10,999
￥12,319 total
includes taxes & fees
Jan 29 - Jan 30
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.
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Where to stay in Deep Hole

Find the best Deep Hole areas and neighborhoods 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.

Chincoteague which includes signage, a beach and bird life

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

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.

Up the Neck

If you're looking for some top things to see and do in Up the Neck and surrounding area, you can visit Oyster Bay and Captain Timothy Hill House.

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

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City

10/10 Excellent
"This hotel was amazing, cleaned, service was amazing. Everyone is really nice. Family friendly. The room we stayed had a kitchen area without a stove. Two microwave, a fridge. Two tv. A sofa which was cleaner. Room service was provided everyday which i was really happy because i have a toddler. Fresh towels everyday. Pool was cleaner. Breakfast was amazing they had different eggs options everyday. They had pork sausage and turkey as a alternative which i thought was very kind of them since we dont eat pork. Milk, yogurt. Lots of fruits and cereal options. Coffee machine was amazing, u can get any coffee in it. They took care of us very nicely. Highly recommend to anyone. Although theres isnt much to do around. It was a very boring city. Went for a work trip so me and my family enjoyed our stay."
Sabrina 3-night trip
Posted 3 days ago
Best Western Plus Pocomoke City

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.
What's a favorite hotel to stay in Deep Hole?
For your stay in Deep Hole, The Blue Crab - Your Dream Vacation awaits you! is one of the top choices based on our traveler data. Other good options for your stay in the area include Sunrise Shore - Waterfront; Private pool & hot tub! and Heron's Cove on Salt Meadow - Pet friendly, waterfront home!.
How many hotels are there in the Deep Hole area?
Expedia has 76 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.