Deep Hole Hotels near Chincoteague

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jan 7 - Jan 8
Tomorrow
Jan 8 - Jan 9
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Deep Hole hotels

1 bedroom, premium bedding, individually decorated
Key West Cottages

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (497)
"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

Spark by Hilton Chincoteague Island
2.5 star property
Piney Island, 1.6 km from Deep Hole
9.4 out of 10, Exceptional, (747)
"Staff was very helpful and friendly, our room was exceptional, we enjoyed our stay!"
United States
Danny
The price is P4,806
P5,398 total
includes taxes & fees
Jan 13 - Jan 14
Spark by Hilton Chincoteague Island
Indoor spa tub
Waterside Inn

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1000)
"We had a great time. Ample room and amazing breakfast! "
United States
Stephania
Waterside Inn
View from property
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

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, (582)
"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 P6,868
P7,713 total
includes taxes & fees
Jan 19 - Jan 20
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Aerial view
Marina Bay Hotel & Suites, an Ascend Collection Hotel

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, (1000)
"The rooms were spotless, nice breakfast , we really enjoyed our stay"
United States
Elizabeth
The price is P3,976
P5,353 total
includes taxes & fees
Jan 28 - Jan 29
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Indoor pool, seasonal outdoor pool, sun loungers
Refuge Inn

Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1.5 km from Deep Hole
9.8 out of 10, Exceptional, (1007)
"Clean comfortable and very nice staff"
United States
Kevin
The price is P5,785
P6,496 total
includes taxes & fees
Jan 14 - Jan 15
Refuge Inn
Exterior
Comfort Suites Chincoteague Island Bayfront Resort

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, (1001)
"Over all friendly, clean, great continental breakfast and cheerful."
United States
Tim
The price is P5,783
P6,557 total
includes taxes & fees
Jan 19 - Jan 20
Comfort Suites Chincoteague Island Bayfront Resort
Restaurant
Best Western Plus Pocomoke City

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, (886)
"Clean room, friendly staff"
United States
Brittany
The price is P5,234
P5,862 total
includes taxes & fees
Jan 14 - Jan 15
Best Western Plus Pocomoke City
Exterior
Hampton Inn & Suites Chincoteague Waterfront

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, (748)
"Clean room, friendly staff, great continental breakfast!"
United States
William
The price is P5,777
P6,488 total
includes taxes & fees
Jan 16 - Jan 17
Hampton Inn & Suites Chincoteague Waterfront
Lobby
Studio 6 Suites Pocomoke City, MD

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)
"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 P4,440
P4,973 total
includes taxes & fees
Jan 9 - Jan 10
Studio 6 Suites Pocomoke City, MD
Seasonal outdoor pool
Atlantic Shores Inn and Suites

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, (1000)
"Good breakfast, good price, kind staff"
United States
Barbara
The price is P4,210
P4,727 total
includes taxes & fees
Jan 11 - Jan 12
Atlantic Shores Inn and Suites
Seasonal outdoor pool, open 9:00 AM to 9 PM, sun loungers
Anchor Inn

Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 2.8 km from Deep Hole
8.8 out of 10, Excellent, (568)
"The location was great, check-in process easy, and accommodations as described."
United States
Anonymous traveler
The price is P3,724
P4,182 total
includes taxes & fees
Jan 11 - Jan 12
Anchor Inn
Lobby
Days Inn by Wyndham Chincoteague Island

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, (1000)
"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 P3,322
P3,730 total
includes taxes & fees
Feb 2 - Feb 3
Days Inn by Wyndham Chincoteague Island
Exterior
Island Resort

Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1.7 km from Deep Hole
9.2 out of 10, Wonderful, (451)
"Beautiful place, very well kept, great breakfast, great location, super clean."
United States
Anna
The price is P7,697
P8,644 total
includes taxes & fees
Jan 12 - Jan 13
Island Resort
Front of property
Garden and Sea Inn

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)
"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 P11,190
P12,343 total
includes taxes & fees
Jan 9 - Jan 10
Garden and Sea Inn
Lobby
Motel 6 Pocomoke City, MD

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)
" Clean and cheap very nice people will stay again "
United States
Zarah
The price is P4,107
P4,600 total
includes taxes & fees
Jan 10 - Jan 11
Motel 6 Pocomoke City, MD
Reception
Econo Lodge Pocomoke City Hwy 13

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, (781)
"Dog friendly environment "
United States
Robyn
The price is P4,219
P4,725 total
includes taxes & fees
Jan 11 - Jan 12
Econo Lodge Pocomoke City Hwy 13
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 featuring bird life, signage and a sandy beach

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.

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.

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.

Top Deep Hole Hotel Reviews

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 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.
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.