Find hotels in Deep Hole, Chincoteague from ₩97,726

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Oct 16 - Oct 17
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Oct 17 - Oct 18
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Oct 17 - Oct 19
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Oct 24 - Oct 26

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Discover 746 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
9.8 out of 10, Exceptional, (720)
"Quiet clean and attractive, very good breakfast "
The price is ₩151,123
₩169,711 total
includes taxes & fees
Nov 16 - Nov 17
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
9.6 out of 10, Exceptional, (1007)
"The staff were wonderful, and the hospitality was amazing. Enjoyed our stay!"
The price is ₩161,958
₩183,372 total
includes taxes & fees
Oct 26 - Oct 27
Comfort Suites Chincoteague Island Bayfront Resort
Aerial view
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Marina Bay Hotel & Suites, an Ascend Collection Hotel
2.5 star property
9.0 out of 10, Wonderful, (994)
"Staff was very friendly and helpful! "
The price is ₩95,483
₩128,557 total
includes taxes & fees
Oct 30 - Oct 31
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Seasonal outdoor pool
Waterside Inn
Waterside Inn
2.0 star property
9.0 out of 10, Wonderful, (1018)
"great staff, good rates, nice views, good beds, nice pier"
The price is ₩87,022
₩97,726 total
includes taxes & fees
Oct 26 - Oct 27
Waterside Inn
Exterior
Key West Cottages
Key West Cottages
3.0 star property
9.8 out of 10, Exceptional, (468)
"Great place to stay!"
The price is ₩286,790
₩322,064 total
includes taxes & fees
Oct 19 - Oct 20
Key West Cottages
Free daily on-the-go breakfast
Days Inn by Wyndham Chincoteague Island
Days Inn by Wyndham Chincoteague Island
2.0 star property
6.8 out of 10, (1003)
"Loved the staff so personable . Location convenient to get around. "
The price is ₩107,569
₩120,800 total
includes taxes & fees
Oct 19 - Oct 20
Days Inn by Wyndham Chincoteague Island
Exterior
Blufin Bungalows & Marina
Blufin Bungalows & Marina
3.0 star property
9.6 out of 10, Exceptional, (195)
"Absolutely loved it here. Very helpful and friendly staff. Will Absolutely stay again."
The price is ₩280,263
₩314,734 total
includes taxes & fees
Oct 24 - Oct 25
Blufin Bungalows & Marina
Seasonal outdoor pool
Atlantic Shores Inn and Suites
Atlantic Shores Inn and Suites
2.0 star property
7.4 out of 10, Good, (1002)
"Good breakfast, good price, kind staff"
The price is ₩101,099
₩113,541 total
includes taxes & fees
Oct 17 - Oct 18
Atlantic Shores Inn and Suites
Outdoor pool
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
2.5 star property
9.2 out of 10, Wonderful, (568)
"The whole facility was clean. The outdoor space was attract and the pool heated. Breakfast provided was good with plenty of options. The property was located in a convenient place that made walking to downtown dining and shopping easy. Definitely will stay here again "
The price is ₩164,944
₩185,233 total
includes taxes & fees
Oct 26 - Oct 27
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
BBQ/picnic area
Maddox Inn
Maddox Inn
2.0 star property
7.2 out of 10, Good, (770)
"Great staff. Good accommodations for the price. "
The price is ₩120,864
₩135,730 total
includes taxes & fees
Oct 17 - Oct 18
Maddox Inn
Property amenity
Spark by Hilton Chincoteague Island
Spark by Hilton Chincoteague Island
2.5 star property
9.4 out of 10, Exceptional, (741)
"Clean room, good mattresses, friendly staff, closest room to Assateague wildlife refuge"
The price is ₩115,432
₩129,632 total
includes taxes & fees
Nov 9 - Nov 10
Spark by Hilton Chincoteague Island
Exterior
Island Resort
Island Resort
2.0 star property
9.2 out of 10, Wonderful, (451)
"Staff was friendly and helpful. Room was clean and the bed was very comfortable. Each room had its private balcony with a gorgeous view!!! Of many years of travel, I would say they have the best hot tub - and my back appreciates it."
The price is ₩184,851
₩207,588 total
includes taxes & fees
Oct 17 - Oct 18
Island Resort
Front of property
Chincoteague Inn
Chincoteague Inn
2.0 star property
8.4 out of 10, Very Good, (1001)
"Me and my brother enjoyed our stay "
The price is ₩119,442
₩134,131 total
includes taxes & fees
Nov 2 - Nov 3
Chincoteague Inn
Indoor pool
Best Western Plus Pocomoke City
Best Western Plus Pocomoke City
2.5 star property
8.6 out of 10, Excellent, (862)
"The breakfast was good and the customer service from the staff was great and helpful "
The price is ₩155,915
₩173,065 total
includes taxes & fees
Nov 2 - Nov 3
Best Western Plus Pocomoke City
Indoor pool, seasonal outdoor pool, sun loungers
Refuge Inn
Refuge Inn
3.0 star property
9.8 out of 10, Exceptional, (1003)
"Great place to stay!"
The price is ₩192,956
₩216,689 total
includes taxes & fees
Nov 2 - Nov 3
Refuge Inn
Seasonal outdoor pool, open 9:00 AM to 9 PM, sun loungers
Anchor Inn
Anchor Inn
2.0 star property
8.8 out of 10, Excellent, (559)
"Great water and sunset views. Helpful, courteous staff."
The price is ₩107,569
₩120,793 total
includes taxes & fees
Oct 31 - Nov 1
Anchor Inn
Property amenity
Studio 6 Suites Pocomoke City, MD
Studio 6 Suites Pocomoke City, MD
2.0 star property
7.6 out of 10, Good, (51)
"Newly renovated "
The price is ₩106,631
₩118,362 total
includes taxes & fees
Oct 21 - Oct 22
Studio 6 Suites Pocomoke City, MD
Reception
Econo Lodge Pocomoke City Hwy 13
Econo Lodge Pocomoke City Hwy 13
2.0 star property
5.6 out of 10, (771)
"the staff are amazing and my stay last year was PHENOMENAL, so i booked again this year. everything was awesome spare our bed, it was broken and at an angle, so the bed hurt us no matter what we did. "
The price is ₩98,611
₩109,458 total
includes taxes & fees
Nov 3 - Nov 4
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
5.2 out of 10, (490)
"Our kids had fun at the pool "
The price is ₩99,521
₩110,470 total
includes taxes & fees
Oct 19 - Oct 20
Motel 6 Pocomoke City, MD
Seasonal outdoor pool
Birchwood Inn
Birchwood Inn
2.5 star property
7.0 out of 10, Good, (386)
"Great staff, great location. Will stay here again "
The price is ₩83,182
₩100,523 total
includes taxes & fees
Nov 1 - Nov 2
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.
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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.

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.

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.

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

Waterside Inn

Waterside Inn

10/10 Excellent
"Our 2nd visit. Love the hotel and the staff. It’s very peaceful and welcoming. Breakfast was great, room was wonderful. Hope to be back again someday! "
Nanci 2-night trip
Posted 3 days ago
Waterside Inn

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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 86 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.