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Check prices for these dates

Tonight
Jan 17 - Jan 18
Tomorrow
Jan 18 - Jan 19
Next weekend
Jan 23 - Jan 25
In two weeks
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 ￥11,857
￥13,280 total
includes taxes & fees
Jan 20 - Jan 21
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 ￥11,266
￥12,618 total
includes taxes & fees
Jan 18 - Jan 19
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, (888 reviews)
"Clean room, friendly staff"
United States
Brittany
The price is ￥13,978
￥15,656 total
includes taxes & fees
Jan 24 - Jan 25
Best Western Plus Pocomoke City
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, (501 reviews)
"What an absolute wonderful place. Staff were so friendly and the cottages were amazing very clean. We would definitely stay here again."
United States
julie
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 ￥12,836
￥14,416 total
includes taxes & fees
Jan 25 - Jan 26
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)
"The rooms were spotless, nice breakfast , we really enjoyed our stay"
United States
Elizabeth
The price is ￥10,618
￥14,296 total
includes taxes & fees
Feb 15 - Feb 16
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, (1,002 reviews)
"Over all friendly, clean, great continental breakfast and cheerful."
United States
Tim
The price is ￥16,035
￥18,174 total
includes taxes & fees
Feb 15 - Feb 16
Comfort Suites Chincoteague Island Bayfront Resort
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 ￥18,342
￥20,598 total
includes taxes & fees
Jan 21 - Jan 22
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, (1,001 reviews)
"Good breakfast, good price, kind staff"
United States
Barbara
The price is ￥11,242
￥12,626 total
includes taxes & fees
Jan 18 - Jan 19
Atlantic Shores Inn and Suites
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 ￥8,627
￥9,688 total
includes taxes & fees
Feb 16 - Feb 17
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
6.8 out of 10, (388 reviews)
"Great staff, great location. Will stay here again "
United States
Zariyah
The price is ￥9,250
￥11,181 total
includes taxes & fees
Feb 11 - Feb 12
Birchwood 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)
"We had a great time. Ample room and amazing breakfast! "
United States
Stephania
Waterside Inn
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 ￥13,750
￥15,442 total
includes taxes & fees
Jan 25 - Jan 26
Refuge Inn
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, (749 reviews)
"Clean room, friendly staff, great continental breakfast!"
United States
William
The price is ￥15,429
￥17,326 total
includes taxes & fees
Jan 25 - Jan 26
Hampton Inn & Suites Chincoteague Waterfront
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 ￥20,556
￥23,084 total
includes taxes & fees
Jan 20 - Jan 21
Island Resort
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 ￥9,946
￥11,170 total
includes taxes & fees
Jan 20 - Jan 21
Anchor 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 ￥11,067
￥12,395 total
includes taxes & fees
Jan 20 - Jan 21
Motel 6 Pocomoke City, MD
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 ￥29,339
￥32,362 total
includes taxes & fees
Jan 22 - Jan 23
Garden and Sea Inn
Exterior

Cypress River Inn & Spa

Cypress River Inn & Spa
3.0 star property
26.9 km from Deep Hole
The price is ￥52,749
￥59,079 total
includes taxes & fees
Jan 18 - Jan 19
Cypress River Inn & Spa
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

Key West Cottages

Key West Cottages

10/10 Excellent
"Check in was a breeze the front desk agent was very friendly and resourceful! The cottage was amazing and clean ! Would definitely recommend "
Edna 1-night trip
Posted 12 days ago
Key West Cottages

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. Another good option for your stay in the area is Quaint Cottages Near Everything on Beach Road.
How many hotels are there in the Deep Hole area?
Expedia has 79 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.