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Check prices for these dates

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Feb 1 - Feb 2
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Feb 2 - Feb 3
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Feb 6 - Feb 8
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Feb 13 - Feb 15

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Our top choices for Deep Hole hotels

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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, (586 reviews)
"Excellent "
United States
Edward
The price is ￥14,998
￥16,843 total
includes taxes & fees
Feb 6 - Feb 7
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
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
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 ￥12,565
￥14,109 total
includes taxes & fees
Feb 8 - Feb 9
Spark by Hilton Chincoteague Island
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 ￥10,393
￥13,993 total
includes taxes & fees
Feb 22 - Feb 23
Marina Bay Hotel & Suites, an Ascend Collection Hotel
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, (1,001 reviews)
"Comfortable room, pleasant staff, great indoor pool, and easy access to Assateague Island bike paths."
United States
Paul
The price is ￥13,612
￥15,286 total
includes taxes & fees
Feb 2 - Feb 3
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
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, (1,001 reviews)
"Over all friendly, clean, great continental breakfast and cheerful."
United States
Tim
The price is ￥15,367
￥17,420 total
includes taxes & fees
Feb 8 - Feb 9
Comfort Suites Chincoteague Island Bayfront Resort
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 ￥13,683
￥15,325 total
includes taxes & fees
Feb 7 - Feb 8
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 ￥15,103
￥16,961 total
includes taxes & fees
Feb 8 - Feb 9
Hampton Inn & Suites Chincoteague 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 ￥10,895
￥12,234 total
includes taxes & fees
Feb 2 - Feb 3
Atlantic Shores Inn and Suites
Lobby

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, (60 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 ￥11,607
￥12,999 total
includes taxes & fees
Feb 2 - Feb 3
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
7.0 out of 10, Good, (389 reviews)
"Great staff, great location. Will stay here again "
United States
Zariyah
The price is ￥9,055
￥10,945 total
includes taxes & fees
Feb 11 - Feb 12
Birchwood Inn
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 ￥9,163
￥10,290 total
includes taxes & fees
Feb 2 - Feb 3
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 ￥20,121
￥22,596 total
includes taxes & fees
Feb 2 - Feb 3
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 ￥8,552
￥9,604 total
includes taxes & fees
Feb 27 - Feb 28
Days Inn by Wyndham Chincoteague Island
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 ￥30,801
￥33,974 total
includes taxes & fees
Feb 3 - Feb 4
Garden and Sea Inn
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 ￥11,028
￥12,352 total
includes taxes & fees
Feb 2 - Feb 3
Econo Lodge Pocomoke City Hwy 13
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 ￥10,833
￥12,133 total
includes taxes & fees
Feb 2 - Feb 3
Motel 6 Pocomoke City, MD
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

Marina Bay Hotel & Suites, an Ascend Collection Hotel

Marina Bay Hotel & Suites, an Ascend Collection Hotel

10/10 Excellent
"I had a wonderful stay at this hotel. The room was very clean, the bed was comfortable, and everything smelled fresh. The staff was extremely friendly, especially the front desk team who made check-in fast and easy. The location is perfect, close to restaurants and stores. Breakfast was also really good with plenty of options. I felt safe and relaxed the whole time. I would definitely stay here again and highly recommend it!"
Cassandra 1-night trip
Posted 6 days ago
Marina Bay Hotel & Suites, an Ascend Collection Hotel

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 Over Little Oyster Bay - 4BR Waterfront home with decks & pier. and Sunrise Shore - Waterfront; Private pool & hot tub!.
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.