Hotels in Deep Hole
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Where to stay in Deep Hole?
9.8 out of 10, Exceptional, (1004)
9.8/10
Exceptional
(1004)
$90 nightly
The price is $102
$102 total
Dec 28 - Dec 29
Total with taxes and fees
Comfort Suites Chincoteague Island Bayfront Resort
Comfort Suites Chincoteague Island Bayfront Resort2.5 star property
Downtown Chincoteague, 1.2 mi from Deep Hole
9.6 out of 10, Exceptional, (1003)
9.6/10
Exceptional
(1003)
$93 nightly
The price is $106
$106 total
Jan 15 - Jan 16, 2026
Total with taxes and fees
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Marina Bay Hotel & Suites, an Ascend Collection Hotel2.5 star property
Downtown Chincoteague, 1.8 mi from Deep Hole
9.0 out of 10, Wonderful, (1000)
9.0/10
Wonderful
(1000)
$81 nightly
The price is $90
$90 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
9.8 out of 10, Exceptional, (489)
9.8/10
Exceptional
(489)
$111 nightly
The price is $125
$125 total
Dec 25 - Dec 26
Total with taxes and fees
9.0 out of 10, Wonderful, (1002)
9.0/10
Wonderful
(1002)
$63 nightly
The price is $71
$71 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
Spark by Hilton Chincoteague Island
Spark by Hilton Chincoteague Island2.5 star property
Piney Island, 1 mi from Deep Hole
9.4 out of 10, Exceptional, (747)
9.4/10
Exceptional
(747)
$81 nightly
The price is $91
$91 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hampton Inn & Suites Chincoteague Waterfront
Hampton Inn & Suites Chincoteague Waterfront2.5 star property
Downtown Chincoteague, 1.2 mi from Deep Hole
9.8 out of 10, Exceptional, (743)
9.8/10
Exceptional
(743)
$96 nightly
The price is $108
$108 total
Dec 29 - Dec 30
Total with taxes and fees
Atlantic Shores Inn and Suites
Atlantic Shores Inn and Suites2.0 star property
Downtown Chincoteague, 0.8 mi from Deep Hole
7.4 out of 10, Good, (1000)
7.4/10
Good
(1000)
$79 nightly
The price is $89
$89 total
Dec 23 - Dec 24
Total with taxes and fees
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront2.5 star property
Downtown Chincoteague, 1.5 mi from Deep Hole
9.2 out of 10, Wonderful, (578)
9.2/10
Wonderful
(578)
$116 nightly
The price is $130
$130 total
Dec 26 - Dec 27
Total with taxes and fees
Days Inn by Wyndham Chincoteague Island
Days Inn by Wyndham Chincoteague Island2.0 star property
Piney Island, 0.9 mi from Deep Hole
6.8 out of 10, (1000)
6.8/10
(1000)
$60 nightly
The price is $67
$67 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
9.2 out of 10, Wonderful, (451)
9.2/10
Wonderful
(451)
$130 nightly
The price is $146
$146 total
Dec 23 - Dec 24
Total with taxes and fees
8.8 out of 10, Excellent, (568)
8.8/10
Excellent
(568)
$76 nightly
The price is $85
$85 total
Dec 25 - Dec 26
Total with taxes and fees
9.4 out of 10, Exceptional, (29)
9.4/10
Exceptional
(29)
$189 nightly
The price is $208
$208 total
Dec 23 - Dec 24
Total with taxes and fees
Econo Lodge Pocomoke City Hwy 13
Econo Lodge Pocomoke City Hwy 132.0 star property
12.2 mi from Deep Hole
5.6 out of 10, (781)
5.6/10
(781)
$71 nightly
The price is $79
$79 total
Dec 23 - Dec 24
Total with taxes and fees
Studio 6 Suites Pocomoke City, MD
Studio 6 Suites Pocomoke City, MD2.0 star property
13 mi from Deep Hole
7.6 out of 10, Good, (57)
7.6/10
Good
(57)
$70 nightly
The price is $78
$78 total
Dec 23 - Dec 24
Total with taxes and fees
5.2 out of 10, (495)
5.2/10
(495)
$70 nightly
The price is $78
$78 total
Dec 23 - Dec 24
Total with taxes and fees
Best Western Plus Pocomoke City
Best Western Plus Pocomoke City2.5 star property
14.7 mi from Deep Hole
8.6 out of 10, Excellent, (880)
8.6/10
Excellent
(880)
$93 nightly
The price is $103
$103 total
Dec 29 - Dec 30
Total with taxes and fees
$270 nightly
The price is $302
$302 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
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 50°F / low 40°F. Sunny most days.
View properties in December 50°
December, Low crowds, average high temperature 50 degrees Fahrenheit, average low temperature 40 degrees Fahrenheit. Sunny most days.
40°
44°
January, Low crowds, average high temperature 44 degrees Fahrenheit, average low temperature 33 degrees Fahrenheit. Partly sunny.
33°
46°
February, Low crowds, average high temperature 46 degrees Fahrenheit, average low temperature 35 degrees Fahrenheit. Partly sunny.
35°
52°
March, Moderate crowds, average high temperature 52 degrees Fahrenheit, average low temperature 40 degrees Fahrenheit. Sunny most days.
40°
61°
April, Moderate crowds, average high temperature 61 degrees Fahrenheit, average low temperature 50 degrees Fahrenheit. Sunny most days.
50°
70°
May, Moderate crowds, average high temperature 70 degrees Fahrenheit, average low temperature 59 degrees Fahrenheit. Sunny most days.
59°
78°
June, High crowds, average high temperature 78 degrees Fahrenheit, average low temperature 68 degrees Fahrenheit. Sunny most days.
68°
84°
July, High crowds, average high temperature 84 degrees Fahrenheit, average low temperature 73 degrees Fahrenheit. Sunny most days.
73°
82°
August, High crowds, average high temperature 82 degrees Fahrenheit, average low temperature 72 degrees Fahrenheit. Sunny most days.
72°
77°
September, High crowds, average high temperature 77 degrees Fahrenheit, average low temperature 67 degrees Fahrenheit. Sunny most days.
67°
68°
October, Moderate crowds, average high temperature 68 degrees Fahrenheit, average low temperature 58 degrees Fahrenheit. Sunny most days.
58°
57°
November, Low crowds, average high temperature 57 degrees Fahrenheit, average low temperature 46 degrees Fahrenheit. Sunny most days.
46°
Monthly weather averages (˚F)
Check out reviews of Deep Hole hotels guests love
Refuge Inn
10/10 Excellent
"Spotless, beautiful, great pool, great place, super helpful staff "
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."
Hampton Inn & Suites Chincoteague Waterfront
10/10 Excellent
"Clean room, friendly staff, great continental breakfast!"
Key West Cottages
10/10 Excellent
"The cottage was clean and organized. Check in was easy and smooth. Can't wait to come back in warmer weather! "
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
10/10 Excellent
"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 :)"
Comfort Suites Chincoteague Island Bayfront Resort
10/10 Excellent
"Over all friendly, clean, great continental breakfast and cheerful."
Best Western Plus Pocomoke City
10/10 Excellent
"Friendly staff clean rooms."
Spark by Hilton Chincoteague Island
10/10 Excellent
"Room spotless, well appointed, plentiful hooks for coats and belongings. Lots of towels.
Good breakfast, coffee maker in room. The staff was very pleasant, friendly, and helpful."
Frequently asked questions
Is Deep Hole expensive to stay in?
You can find great hotels from $67 in Deep Hole to suit a range of budgets. To find the best low-cost hotel on Hotels.com that meets your needs, apply your search filters and then sort hotels by "Price: low to high".
How can I find discounted rates and deals for Deep Hole hotels?
Discover great deals on hotels in Deep Hole with Hotels.com. Sign up for free to unlock member only prices and start earning rewards. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Deep Hole hotels.
Can I receive a refund if I cancel my Deep Hole hotel booking?
The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel your booking. Some Deep Hole hotels require you to cancel more than 24 hours before check-in, so look at your booking beforehand. For extra peace of mind before you book, filter hotels by "Property cancellation options" and select "Fully refundable property".
Is it worth staying in Deep Hole?
You're spoilt for choice with 80 hotels in the area so it's easy to find your perfect somewhere. Basing yourself in Deep Hole makes it easy to explore Chincoteague, including the neighborhoods of Piney Island and Downtown Chincoteague.
Find out more about Deep Hole