Hotels in Deep Hole
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Where to stay in Deep Hole?
9.8 out of 10, Exceptional, (1005)
9.8/10
Exceptional
(1005)
The price is $98
$98
$110 total
includes taxes & fees
Dec 31 - Jan 1, 2026
9.8 out of 10, Exceptional, (493)
9.8/10
Exceptional
(493)
The price is $125
$125
$141 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Atlantic Shores Inn and Suites
Atlantic Shores Inn and Suites2.0 star property
Downtown Chincoteague, 1.3 km from Deep Hole
7.4 out of 10, Good, (1000)
7.4/10
Good
(1000)
The price is $79
$79
$89 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Comfort Suites Chincoteague Island Bayfront Resort
Comfort Suites Chincoteague Island Bayfront Resort2.5 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.6 out of 10, Exceptional, (1002)
9.6/10
Exceptional
(1002)
The price is $94
$94
$107 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Marina Bay Hotel & Suites, an Ascend Collection Hotel2.5 star property
Downtown Chincoteague, 2.8 km from Deep Hole
9.0 out of 10, Wonderful, (1000)
9.0/10
Wonderful
(1000)
The price is $67
$67
$90 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Spark by Hilton Chincoteague Island
Spark by Hilton Chincoteague Island2.5 star property
Piney Island, 1.6 km from Deep Hole
9.4 out of 10, Exceptional, (747)
9.4/10
Exceptional
(747)
The price is $81
$81
$91 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Days Inn by Wyndham Chincoteague Island
Days Inn by Wyndham Chincoteague Island2.0 star property
Piney Island, 1.4 km from Deep Hole
6.8 out of 10, (1000)
6.8/10
(1000)
The price is $58
$58
$65 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Hampton Inn & Suites Chincoteague Waterfront
Hampton Inn & Suites Chincoteague Waterfront2.5 star property
Downtown Chincoteague, 2 km from Deep Hole
9.8 out of 10, Exceptional, (745)
9.8/10
Exceptional
(745)
The price is $98
$98
$110 total
includes taxes & fees
Jan 5 - Jan 6, 2026
9.0 out of 10, Wonderful, (1000)
9.0/10
Wonderful
(1000)
The price is $64
$64
$72 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront2.5 star property
Downtown Chincoteague, 2.5 km from Deep Hole
9.2 out of 10, Wonderful, (579)
9.2/10
Wonderful
(579)
The price is $103
$103
$116 total
includes taxes & fees
Jan 3 - Jan 4, 2026
9.2 out of 10, Wonderful, (451)
9.2/10
Wonderful
(451)
The price is $130
$130
$146 total
includes taxes & fees
Dec 31 - Jan 1, 2026
8.8 out of 10, Excellent, (568)
8.8/10
Excellent
(568)
The price is $76
$76
$85 total
includes taxes & fees
Jan 4 - Jan 5, 2026
9.4 out of 10, Exceptional, (29)
9.4/10
Exceptional
(29)
The price is $199
$199
$220 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Econo Lodge Pocomoke City Hwy 13
Econo Lodge Pocomoke City Hwy 132.0 star property
19.6 km from Deep Hole
5.6 out of 10, (781)
5.6/10
(781)
The price is $71
$71
$80 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Studio 6 Suites Pocomoke City, MD
Studio 6 Suites Pocomoke City, MD2.0 star property
21 km from Deep Hole
7.6 out of 10, Good, (57)
7.6/10
Good
(57)
The price is $70
$70
$78 total
includes taxes & fees
Dec 31 - Jan 1, 2026
5.2 out of 10, (496)
5.2/10
(496)
The price is $69
$69
$78 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Best Western Plus Pocomoke City
Best Western Plus Pocomoke City2.5 star property
23.6 km from Deep Hole
8.6 out of 10, Excellent, (886)
8.6/10
Excellent
(886)
The price is $93
$93
$104 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The price is $270
$270
$302 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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.
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.
When is the best time to visit Chincoteague?
When is the best time to visit Chincoteague?Our prices for hotels in Chincoteague are cheapest in January
When is the best time to visit Chincoteague?
When is the best time to visit Chincoteague?
Our prices for hotels in Chincoteague are cheapest in January
Price trends for hotels in Chincoteague
Pricing is based on two traveler single night rates
Currently viewing crowd sizes and weather for December.
Typical weather for Chincoteague
December
Low crowds
High 10°C / low 4°C. Sunny most days.
View properties in December 10°
December, Low crowds, average high temperature 10 degrees Celsius, average low temperature 4 degrees Celsius. Sunny most days.
4°
7°
January, Low crowds, average high temperature 7 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
1°
8°
February, Low crowds, average high temperature 8 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
11°
March, Moderate crowds, average high temperature 11 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
5°
16°
April, Moderate crowds, average high temperature 16 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
10°
21°
May, Moderate crowds, average high temperature 21 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
26°
June, High crowds, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
29°
July, High crowds, average high temperature 29 degrees Celsius, average low temperature 23 degrees Celsius. Sunny most days.
23°
28°
August, High crowds, average high temperature 28 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
22°
25°
September, High crowds, average high temperature 25 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
20°
October, Moderate crowds, average high temperature 20 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
14°
November, Low crowds, average high temperature 14 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
Monthly weather averages (˚C)
Check out reviews of Deep Hole hotels guests love
Best Western Plus Pocomoke City
10/10 Excellent
"Great hotel great customer service "
Key West Cottages
10/10 Excellent
"Wonderful environment for kids. Great and lovely cabins. Convenient to the beach."
Days Inn by Wyndham Chincoteague Island
10/10 Excellent
"Very sweet owner. It was very quite for vacation. We've stayed here in the summer also. Very nice location "
Marina Bay Hotel & Suites, an Ascend Collection Hotel
10/10 Excellent
"The rooms were spotless, nice breakfast , we really enjoyed our stay"
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
10/10 Excellent
"Excellent visit "
Refuge Inn
10/10 Excellent
"Clean comfortable and very nice staff"
Comfort Suites Chincoteague Island Bayfront Resort
10/10 Excellent
"The ladies at checking and during breakfast were sooo nice. The place was spotless and I slept like a baby. We will come back for sure."
Waterside Inn
10/10 Excellent
"We have stayed here many times over the years and it is always a pleasant experience!"
Blufin Bungalows & Marina
10/10 Excellent
"BlueFin was unique as you are sitting right on or near the water. The view is spectacular...the accommodations amazing. Restaurants are close by as is shopping and site seeing."
Find out more about Deep Hole