Find hotels in Deep Hole, Chincoteague from ₩85,225

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Nov 29 - Nov 30
Tomorrow
Nov 30 - Dec 1
Next weekend
Dec 5 - Dec 7
In two weeks
Dec 12 - Dec 14

Filter by

Guest rating
Guest rating
Star rating

Discover 727 Deep Hole hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

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, (739)
"Exceptional Service- Safe & Relaxingly Quiet - Thank You!"
United States
Jeffery
The price is ₩127,983
₩143,717 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn & Suites Chincoteague Waterfront
Indoor pool, outdoor pool, pool umbrellas, sun loungers
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, (1008)
"The staff were wonderful, and the hospitality was amazing. Enjoyed our stay!"
United States
Regina
The price is ₩139,225
₩157,886 total
includes taxes & fees
Dec 22 - Dec 23
Comfort Suites Chincoteague Island Bayfront Resort
Free daily on-the-go breakfast
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, (1001)
"Loved the staff so personable . Location convenient to get around. "
United States
Tina
The price is ₩96,960
₩108,887 total
includes taxes & fees
Dec 2 - Dec 3
Days Inn by Wyndham Chincoteague Island
Exterior
Key West Cottages

Key West Cottages

3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (483)
"Great place to stay!"
United States
Paul
The price is ₩137,281
₩154,166 total
includes taxes & fees
Dec 2 - Dec 3
Key West Cottages
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, (1001)
"Very clean and courteous staff!"
United States
Nancy
The price is ₩104,353
₩139,205 total
includes taxes & fees
Dec 8 - Dec 9
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Seasonal outdoor pool
Waterside Inn

Waterside Inn

2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1001)
"great staff, good rates, nice views, good beds, nice pier"
United States
Roy
Waterside Inn
Outdoor pool
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, (573)
"I had an enjoyable stay. I will return there the next time I vacation on Chincoteague."
United States
Becca
The price is ₩160,358
₩180,081 total
includes taxes & fees
Dec 7 - Dec 8
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Property amenity
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, (746)
"Staff was very helpful and friendly, our room was exceptional, we enjoyed our stay!"
United States
Danny
The price is ₩115,826
₩130,074 total
includes taxes & fees
Dec 7 - Dec 8
Spark by Hilton Chincoteague Island
Exterior
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, (207)
"yesss amazing stay "
United States
EDA
Blufin Bungalows & Marina
Indoor pool
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, (876)
"Clean and comfortable rooms, wonderful staff"
United States
Brenda
The price is ₩147,927
₩164,198 total
includes taxes & fees
Dec 8 - Dec 9
Best Western Plus Pocomoke City
BBQ/picnic area
Maddox Inn

Maddox Inn

2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.2 out of 10, Good, (776)
"Great staff. Good accommodations for the price. "
United States
Jon
The price is ₩125,771
₩141,241 total
includes taxes & fees
Nov 30 - Dec 1
Maddox Inn
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, (1000)
"Good breakfast, good price, kind staff"
United States
Barbara
The price is ₩103,980
₩116,776 total
includes taxes & fees
Nov 30 - Dec 1
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, (1002)
"Great place to stay!"
United States
Robert
The price is ₩142,881
₩160,460 total
includes taxes & fees
Dec 7 - Dec 8
Refuge 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)
"Beautiful place, very well kept, great breakfast, great location, super clean."
United States
Anna
The price is ₩190,119
₩213,504 total
includes taxes & fees
Nov 30 - Dec 1
Island Resort
Reception
Econo Lodge Pocomoke City Hwy 13

Econo Lodge Pocomoke City Hwy 13

2.0 star property
19.6 km from Deep Hole
5.6 out of 10, (777)
"Dog friendly environment "
United States
Robyn
The price is ₩76,779
₩85,225 total
includes taxes & fees
Nov 30 - Dec 1
Econo Lodge Pocomoke City Hwy 13
Iron/ironing board, free WiFi, bed sheets, alarm clocks
Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD

2.0 star property
21.1 km from Deep Hole
5.2 out of 10, (492)
"Our kids had fun at the pool "
United States
Latresha
The price is ₩102,459
₩113,720 total
includes taxes & fees
Dec 7 - Dec 8
Motel 6 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)
"Great water and sunset views. Helpful, courteous staff."
United States
Howard
The price is ₩110,634
₩124,235 total
includes taxes & fees
Dec 3 - Dec 4
Anchor Inn
Property amenity
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, (56)
"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 ₩102,459
₩113,720 total
includes taxes & fees
Dec 7 - Dec 8
Studio 6 Suites Pocomoke City, MD
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)
"Great staff, great location. Will stay here again "
United States
Zariyah
The price is ₩85,553
₩103,409 total
includes taxes & fees
Nov 30 - Dec 1
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)
"Grace was an unbelievable host...saw to our needs, can not say enough POSITIVE about this B&B....would love to find an excuse to return. "
United States
Douglas
The price is ₩292,072
₩322,160 total
includes taxes & fees
Dec 10 - Dec 11
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.

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.

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.

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.

Top Deep Hole Hotel Reviews

Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront

10/10 Excellent
"The entire hotel was clean and well maintained and beautifully decorated for Christmas . We enjoyed the small touches like the towels and toilet paper folded fancy and toiletries provided as well as the beautiful and peaceful view of the water."
Rachel 1-night trip
Posted 6 days ago
Hampton Inn & Suites Chincoteague Waterfront

Explore a world of travel with Expedia

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 81 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.