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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Deep Hole hotels

A waterfront hotel with multiple balconies, a dock, and a calm water body.

1. 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, (657 reviews)
"Great staff, beautiful view of the bay & a nice hot breakfast buffet"
United States
Dianne
The price is ₩158,744
₩178,269 total
includes taxes & fees
Nov 8 - Nov 9
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
A waterfront hotel with a wooden deck, grassy lawn, and multiple balconies.

2. 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, (1,000 reviews)
"Very good, clean and nice people 100% recommend it."
United States
Diego
The price is ₩132,331
₩150,008 total
includes taxes & fees
Nov 29 - Nov 30
Comfort Suites Chincoteague Island Bayfront Resort
A covered outdoor area with a table and chairs, overlooking a body of water with a bridge in the distance.

3. 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, (832 reviews)
"Great view, lovely staff, delicious breakfast !"
United States
Jessica
The price is ₩131,264
₩147,409 total
includes taxes & fees
Nov 29 - Nov 30
Hampton Inn & Suites Chincoteague Waterfront
A multi-story hotel with a blue roof, located near a marina with boats docked.

4. 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, (1,003 reviews)
"Very nice hotel! The decor was really unique and the staff were very helpful! Would definitely recommend!"
United States
Kimberly
The price is ₩89,577
₩120,605 total
includes taxes & fees
Nov 22 - Nov 23
Marina Bay Hotel & Suites, an Ascend Collection Hotel
A waterfront house with a balcony, dock, and a view of the water.

5. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (669 reviews)
"First time here and we absolutely loved it."
United States
Melissa
The price is ₩160,998
₩180,801 total
includes taxes & fees
Nov 30 - Dec 1
Key West Cottages
A swimming pool with lounge chairs and a beach ball.

6. Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1.5 km from Deep Hole
9.8 out of 10, Exceptional, (1,000 reviews)
"There are so many things we loved about this place, location, breakfast amenities, the rooms were clean and of course the ponies on the property. We would definitely stay here again."
United States
Karen
The price is ₩130,330
₩146,364 total
includes taxes & fees
Dec 2 - Dec 3
Refuge Inn
A spacious indoor area with a white sofa set, round tables, and large windows offering views of the outdoors.

7. 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, (827 reviews)
"The staff and amenities were excellent at this hotel. The views were also beautiful. Right across the street or all the shops you need for peeing suits, renting bikes, etc."
United States
Patricia
The price is ₩112,254
₩126,060 total
includes taxes & fees
Nov 12 - Nov 13
Spark by Hilton Chincoteague Island
A hot tub in a room with large windows overlooking a water body and grassy area.

8. Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1,006 reviews)
"Clean room, great waterview, nice breakfast, plenty of parking. Rooms are outdated, but very spacious. Beds are comfy and it was a peaceful stay."
United States
Wendy
The price is ₩81,640
₩91,682 total
includes taxes & fees
Nov 5 - Nov 6
Waterside Inn
A hotel room with a bed, a sofa, a desk, and a radiator.

9. Chincoteague Inn

Chincoteague Inn
2.0 star property
Downtown Chincoteague, 1.2 km from Deep Hole
8.6 out of 10, Excellent, (1,000 reviews)
"Large clean room, easy check in and out, great location and value for money"
United States
Amy
The price is ₩112,054
₩125,834 total
includes taxes & fees
Nov 2 - Nov 3
Chincoteague Inn
A large two-story house with a balcony, a covered patio, and a view of the water.

10. Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1.7 km from Deep Hole
9.2 out of 10, Wonderful, (488 reviews)
"Clean and comfortable rooms, beautiful views. Friendly staff"
United States
Brenda
The price is ₩173,417
₩194,747 total
includes taxes & fees
Nov 2 - Nov 3
Island Resort
A compact kitchenette with a built-in refrigerator, a coffee maker, and a sink with a granite countertop.

11. sea shell motel

sea shell motel
2.0 star property
2.2 km from Deep Hole
10.0 out of 10, Exceptional, (2 reviews)
"Though not overly fancy, the room decor and furnishings were pleasant, and the room was clean and well-maintained. The beds and linen were comfortable. No breakfast was included, but the refrigerator was larger than expected, and the motel is located within walking distance to eateries. The location is quiet yet convenient. Overall, it was a pleasant stay and an excellent off-season value."
United States
Edmund
The price is ₩72,035
₩80,895 total
includes taxes & fees
Nov 2 - Nov 3
sea shell motel
A pool area with a building that has a covered patio and a gazebo.

12. Atlantic Shores Inn and Suites

Atlantic Shores Inn and Suites
2.0 star property
Downtown Chincoteague, 1.3 km from Deep Hole
7.6 out of 10, Good, (1,000 reviews)
"Everything was great for an overnight stay, a bit off Rte 13, since we were just traveling through, but great staff and fine rustic room"
United States
Dave
The price is ₩106,852
₩119,992 total
includes taxes & fees
Nov 2 - Nov 3
Atlantic Shores Inn and Suites
A spacious dining area with multiple tables and chairs, a television mounted on an orange wall, and a statue in the center.

13. 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, (1,002 reviews)
"The place was clean, reasonably priced, and the owner was very helpful. The beds were very comfortable and breakfast was great. Would definitely stay again."
United States
Laura
The price is ₩86,442
₩97,075 total
includes taxes & fees
Nov 29 - Nov 30
Days Inn by Wyndham Chincoteague Island
Beach

14. Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.4 out of 10, Good, (845 reviews)
"This is an old-style, mom and pop hotel with lots of character, and the rooms are decent. I enjoyed my stay."
United States
Jeffrey
The price is ₩103,250
₩115,950 total
includes taxes & fees
Nov 2 - Nov 3
Maddox Inn
A modern lobby with a reception desk, seating area, and artwork on the walls.

15. 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, (1,002 reviews)
"Bed was comfortable, everything was clean, staff are very helpful and nice."
United States
Rachel
The price is ₩127,955
₩143,322 total
includes taxes & fees
Dec 1 - Dec 2
Best Western Plus Pocomoke City
A large, two-story house with a porch and a garden with purple flowers.

16. Garden and Sea Inn

Garden and Sea Inn
3.5 star property
16.4 km from Deep Hole
9.4 out of 10, Exceptional, (30 reviews)
"Grace was an unbelievable host...saw to our needs, can not say enough POSITIVE about this B&B....would love to find an excuse to return. "
United States
Douglas
The price is ₩252,122
₩278,095 total
includes taxes & fees
Nov 2 - Nov 3
Garden and Sea Inn
A reception area with a wooden cabinet, a green sofa, and a black reception desk.

17. 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, (96 reviews)
"We stayed for one night and it was definitely a great place for it plus we got lost on where our room is and even though it was late the guy was very nice to still be nice and help us out(:"
United States
Brandon
The price is ₩100,035
₩112,041 total
includes taxes & fees
Nov 7 - Nov 8
Studio 6 Suites Pocomoke City, MD
A lobby with a tiled floor, a vending machine, a refrigerator, and a lamp.

18. Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD
2.0 star property
21 km from Deep Hole
5.4 out of 10, (509 reviews)
"All the staff here is amazing. They are friendly and very friendly to help you."
United States
Debra
The price is ₩93,365
₩104,570 total
includes taxes & fees
Nov 3 - Nov 4
Motel 6 Pocomoke City, MD
A spacious lobby with a curved reception desk, a seating area with a sofa, and a patterned carpet.

19. 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, (860 reviews)
"This is a place suitable for people on a tighter budget."
United States
Rong
The price is ₩78,038
₩87,402 total
includes taxes & fees
Nov 22 - Nov 23
Econo Lodge Pocomoke City Hwy 13
A brick pathway leading to a pool area with a fence and potted plants.

20. Cypress River Inn & Spa

Cypress River Inn & Spa
5.0 star property
26.9 km from Deep Hole
8.6 out of 10, Excellent, (8 reviews)
"I fell in love with the charm of this Inn, I can't wait for the restaurant to be up and running so I can come back and stay."
United States
Hans
The price is ₩286,699
₩321,103 total
includes taxes & fees
Nov 3 - Nov 4
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

Compare popular hotels in Deep Hole

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A covered outdoor area with a table and chairs, overlooking a body of water with a bridge in the distance.
Hampton Inn & Suites Chincoteague Waterfront
2.5 star property
9.8
Exceptional
832 reviews
View
A waterfront hotel with a wooden deck, grassy lawn, and multiple balconies.
Comfort Suites Chincoteague Island Bayfront Resort
2.5 star property
9.6
Exceptional
1,000 reviews
View
A spacious indoor area with a white sofa set, round tables, and large windows offering views of the outdoors.
Spark by Hilton Chincoteague Island
2.5 star property
9.6
Exceptional
827 reviews
View
A waterfront hotel with multiple balconies, a dock, and a calm water body.
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
3.0 star property
9.2
Wonderful
657 reviews
View
A hot tub in a room with large windows overlooking a water body and grassy area.
Waterside Inn
2.0 star property
9.0
Wonderful
1,006 reviews
View

Where to stay in Deep Hole

Find the best Deep Hole areas and neighborhoods for the activities you enjoy most.
A group of horses grazing in a lush green field with a river in the foreground.
Photo by Michael Gibson
Open Photo by Michael Gibson

Downtown Chincoteague

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

A coastal landscape with a clear blue sky, a calm sea, and a marshy area with water reflecting the sky.

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 Assateague Point.

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

Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront

8/10 Good
"Very courteous and delightful greeting when arriving. Check-in was done extremely quickly and was on my way to the room with a complimentary cookie in hand very quickly. Very clean room and bathroom. Balcony even looked like it was touch ed up as well. Breakfast stations were immaculate and the food was extremely good. Only complaint is we couldn’t stay longer and enjoy the pool. Would definitely recommend."
Lavor 1-night trip
Posted 18 hours ago
Hampton Inn & Suites Chincoteague Waterfront

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 92 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.