Default HTG hotel image

Find hotels in Deep Hole, Chincoteague

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Deep Hole hotels

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, (1,004 reviews)
"Overall a good stay. Very friendly and helpful staff. Pool area and gazebo area need a little cleanup. OK breakfast Breads, cereal, yogurt, coffee and a waffle maker"
United States
Scott
The price is ₩205,135
₩230,367 total
includes taxes & fees
Jul 6 - Jul 7
Days Inn by Wyndham Chincoteague Island

Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island
2.5 star property
Piney Island, 1.6 km from Deep Hole
9.6 out of 10, Exceptional, (784 reviews)
"Love the renovations for this hotel! Staff were super friendly, hotel is clean, room is clean and luxurious, breakfast was delicious! Will definitely return to this hotel for stays in Chincoteague!"
United States
Lisa
The price is ₩359,484
₩403,700 total
includes taxes & fees
Jul 8 - Jul 9
Spark by Hilton Chincoteague Island

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1,002 reviews)
"Staff was great, property was beautiful."
United States
Gabrielle
The price is ₩275,006
₩308,832 total
includes taxes & fees
Jul 19 - Jul 20
Waterside Inn

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)
"We love staying at this property."
United States
Sue
The price is ₩442,242
₩496,637 total
includes taxes & fees
Jul 26 - Jul 27
Refuge Inn

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, (949 reviews)
"Hotel was wonderful. Staff was helpful and friendly, room was clean and breakfast was delicious! What more could you ask for!"
United States
Sandra
The price is ₩245,750
₩275,240 total
includes taxes & fees
Jul 8 - Jul 9
Best Western Plus Pocomoke City

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
3.0 star property
Downtown Chincoteague, 2.5 km from Deep Hole
9.2 out of 10, Wonderful, (607 reviews)
"Our stay was great! "
United States
Troy
The price is ₩397,727
₩446,647 total
includes taxes & fees
Jul 19 - Jul 20
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

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, (72 reviews)
"Terrible couldn't sleep. Dog next door barking all night. Guy puts dog outside it's growling at my door couldn't get out of fly infested room staff seeing all this no help"
United States
Wykee
The price is ₩137,660
₩154,181 total
includes taxes & fees
Jul 6 - Jul 7
Studio 6 Suites Pocomoke City, MD

Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 2.8 km from Deep Hole
8.8 out of 10, Excellent, (604 reviews)
"Pretty great place "
United States
Nicholas
The price is ₩245,750
₩275,977 total
includes taxes & fees
Jul 8 - Jul 9
Anchor Inn

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, (1,002 reviews)
"Friendly Staff, very clean nice breakfast Will be my go to place when I’m in town for business"
United States
lisa
The price is ₩232,670
₩261,291 total
includes taxes & fees
Jul 6 - Jul 7
Atlantic Shores Inn and Suites

Chincoteague Inn

Chincoteague Inn
2.0 star property
Downtown Chincoteague, 1.2 km from Deep Hole
8.4 out of 10, Very Good, (1,003 reviews)
"Nice quaint stay"
United States
Martin
The price is ₩182,037
₩204,432 total
includes taxes & fees
Jul 12 - Jul 13
Chincoteague Inn

Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD
2.0 star property
21 km from Deep Hole
5.2 out of 10, (500 reviews)
" Clean and cheap very nice people will stay again "
United States
Zarah
The price is ₩137,660
₩154,181 total
includes taxes & fees
Jul 8 - Jul 9
Motel 6 Pocomoke City, MD

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, (813 reviews)
"Pool is nice"
United States
Rosario
The price is ₩124,687
₩139,649 total
includes taxes & fees
Jul 16 - Jul 17
Econo Lodge Pocomoke City Hwy 13

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, (1,003 reviews)
"Great staff, clean rooms"
United States
Khamtanh
The price is ₩369,121
₩416,128 total
includes taxes & fees
Jul 19 - Jul 20
Comfort Suites Chincoteague Island Bayfront Resort

Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 3.2 km from Deep Hole
7.0 out of 10, Good, (418 reviews)
"Although the room we stayed in was very outdated, it was clean, the bed was comfortable, and the AC cooled the room very well. The staff at the front desk was very nice."
United States
M.
The price is ₩205,135
₩238,015 total
includes taxes & fees
Jul 7 - Jul 8
Birchwood Inn

Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.2 out of 10, Good, (801 reviews)
"Great pet friendly place."
United States
stewart
The price is ₩207,889
₩233,466 total
includes taxes & fees
Jul 7 - Jul 8
Maddox Inn

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, (797 reviews)
"I loved our stay at this hotel!! The hotel was immaculate, the staff was very friendly, the breakfast was wonderful, the pool was just beautiful, and the best part was having a balcony to enjoy the view and sunsets each night!! If I was back in Chincoteague, I would stay at this hotel again!!"
United States
Bonnie
The price is ₩413,086
₩463,897 total
includes taxes & fees
Aug 3 - Aug 4
Hampton Inn & Suites Chincoteague Waterfront

Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1.7 km from Deep Hole
9.4 out of 10, Exceptional, (461 reviews)
"Perfect spot to enjoy the Island and all its glory. Kids enjoyed the indoor pool and the view was perfect from the balcony. Clean and accommodating. My second stay here and would plan on it again. "
United States
Maria
The price is ₩367,133
₩412,290 total
includes taxes & fees
Jul 6 - Jul 7
Island Resort

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)
"Hotel was updated and immaculate. Location was convenient, ample parking and the water views were wonderful! Would definitely stay here again."
United States
Nanette
The price is ₩273,973
₩330,617 total
includes taxes & fees
Jul 8 - Jul 9
Marina Bay Hotel & Suites, an Ascend Collection Hotel

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (592 reviews)
"Great place to stay on the island"
United States
Wilmer
The price is ₩469,608
₩527,370 total
includes taxes & fees
Aug 4 - Aug 5
Key West Cottages

Cypress River Inn & Spa

Cypress River Inn & Spa
3.0 star property
26.9 km from Deep Hole
8.0 out of 10, Very Good, (2 reviews)
"The room was absolutely gorgeous with a huge shower and a separate toilet room. The bed was super comfortable and the room was spacious. The only issues were that there seemed to be a barn close but and the animal/animals were noisy at night and there were a lot of bugs in the room. There was a full sized fridge to store food but nowhere to warm it up. The stay was still beautiful though"
United States
Rasheeda
The price is ₩297,378
₩333,064 total
includes taxes & fees
Jul 6 - Jul 7
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.

Where to stay in Deep Hole

Find the best Deep Hole areas and neighborhoods for the activities you enjoy most.

Downtown Chincoteague

While visiting Downtown Chincoteague, you might make a stop by sights like Robert N. Reed Downtown Waterfront Park and Chincoteague Channel.

Piney Island

While visiting Piney Island, you might make a stop by sights like Maui Jack's Waterpark and Museum of Chincoteague.

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.

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

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 88 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.