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Check prices for these dates

Tonight
Jan 20 - Jan 21
Tomorrow
Jan 21 - Jan 22
This weekend
Jan 23 - Jan 25
Next weekend
Jan 30 - Feb 1

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Our top choices for Deep Hole hotels

Lobby

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, (58 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 ₩110,506
₩123,768 total
includes taxes & fees
Jan 22 - Jan 23
Studio 6 Suites 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 ₩104,995
₩117,593 total
includes taxes & fees
Jan 22 - Jan 23
Econo Lodge Pocomoke City Hwy 13
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, (891 reviews)
"Clean room, friendly staff"
United States
Brittany
The price is ₩130,267
₩145,899 total
includes taxes & fees
Jan 26 - Jan 27
Best Western Plus Pocomoke City
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 ₩119,628
₩134,343 total
includes taxes & fees
Feb 20 - Feb 21
Spark by Hilton Chincoteague Island
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 ₩103,138
₩115,516 total
includes taxes & fees
Jan 22 - Jan 23
Motel 6 Pocomoke City, MD
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, (504 reviews)
"Easy checkin and checkout, great staff"
United States
Aditi
Key West Cottages
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 ₩78,964
₩88,676 total
includes taxes & fees
Feb 19 - Feb 20
Days Inn by Wyndham Chincoteague Island
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, (1,005 reviews)
"Over all friendly, clean, great continental breakfast and cheerful."
United States
Tim
The price is ₩143,736
₩162,962 total
includes taxes & fees
Feb 18 - Feb 19
Comfort Suites Chincoteague Island Bayfront Resort
Seasonal outdoor pool

Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 3.2 km from Deep Hole
6.8 out of 10, (388 reviews)
"Great staff, great location. Will stay here again "
United States
Zariyah
The price is ₩86,206
₩104,199 total
includes taxes & fees
Feb 20 - Feb 21
Birchwood Inn
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, (583 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 ₩170,939
₩191,964 total
includes taxes & fees
Jan 24 - Jan 25
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
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, (754 reviews)
"Clean room, friendly staff, great continental breakfast!"
United States
William
The price is ₩143,795
₩161,482 total
includes taxes & fees
Feb 19 - Feb 20
Hampton Inn & Suites Chincoteague Waterfront
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)
"The rooms were spotless, nice breakfast , we really enjoyed our stay"
United States
Elizabeth
The price is ₩98,953
₩133,228 total
includes taxes & fees
Feb 10 - Feb 11
Marina Bay Hotel & Suites, an Ascend Collection Hotel
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 ₩92,690
₩104,096 total
includes taxes & fees
Jan 22 - Jan 23
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 ₩191,569
₩215,132 total
includes taxes & fees
Jan 22 - Jan 23
Island Resort
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, (1,002 reviews)
"Good breakfast, good price, kind staff"
United States
Barbara
The price is ₩104,773
₩117,660 total
includes taxes & fees
Jan 22 - Jan 23
Atlantic Shores Inn and Suites
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, (1,002 reviews)
"Comfortable room, pleasant staff, great indoor pool, and easy access to Assateague Island bike paths."
United States
Paul
The price is ₩143,972
₩161,685 total
includes taxes & fees
Feb 10 - Feb 11
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, (1,001 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
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 ₩307,984
₩339,711 total
includes taxes & fees
Jan 27 - Jan 28
Garden and Sea 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.
View all properties

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.

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.

Top Deep Hole Hotel Reviews

Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront

10/10 Excellent
"Staff was great Love the room amenities- long table, good for playing games and we loved the big walk in shower instead of a tub."
Linda 2-night trip
Posted 2 days ago
Hampton Inn & Suites Chincoteague Waterfront

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 78 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.