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Check prices for these dates

This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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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, (646 reviews)
"Great staff, beautiful view of the bay & a nice hot breakfast buffet"
United States
Dianne
The price is NT$3,794
NT$4,261 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
A covered outdoor area with a table and chairs, overlooking a body of water with a bridge in the distance.

2. 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, (825 reviews)
"Great rooms, pleasant staff and great breakfast buffet"
United States
Karen
The price is NT$3,242
NT$3,641 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Chincoteague Waterfront
A waterfront hotel with a wooden deck, grassy lawn, and multiple balconies.

3. 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, (1,001 reviews)
"Our Bayfront room was great!"
United States
evelyn
The price is NT$3,645
NT$4,127 total
includes taxes & fees
Nov 5 - Nov 6
Comfort Suites Chincoteague Island Bayfront Resort
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, (1,001 reviews)
"Clean room, very helpful staff."
United States
James
The price is NT$2,778
NT$3,598 total
includes taxes & fees
Nov 8 - Nov 9
Marina Bay Hotel & Suites, an Ascend Collection Hotel
A spacious indoor area with a white sofa set, round tables, and large windows offering views of the outdoors.

5. 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, (819 reviews)
"Just a super nice place to stay and wonderful staff!!!"
United States
Ursula
The price is NT$2,683
NT$3,013 total
includes taxes & fees
Nov 5 - Nov 6
Spark by Hilton Chincoteague Island
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)
"Everything about our stay was excellent will definitely go back"
United States
Joe
The price is NT$4,327
NT$4,859 total
includes taxes & fees
Nov 8 - Nov 9
Refuge Inn
A hot tub in a room with large windows overlooking a water body and grassy area.

7. Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1,000 reviews)
"During the NorEaster that hit our stay was amazing! From the comfort of the room to the food that we enjoyed! Will definitely be back."
United States
Lisa
The price is NT$1,946
NT$2,185 total
includes taxes & fees
Nov 1 - Nov 2
Waterside Inn
A waterfront house with a balcony, dock, and a view of the water.

8. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (655 reviews)
"Excellent place to stay. Clean, convenient, comfortable."
United States
Debra
The price is NT$6,154
NT$6,911 total
includes taxes & fees
Oct 12 - Oct 13
Key West Cottages
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 NT$2,511
NT$2,821 total
includes taxes & fees
Oct 14 - Oct 15
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, (483 reviews)
"Clean and comfortable rooms, beautiful views. Friendly staff"
United States
Brenda
The price is NT$4,133
NT$4,641 total
includes taxes & fees
Oct 19 - Oct 20
Island Resort
A swimming pool with lounge chairs and a view of a sunset over water.

11. Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 2.8 km from Deep Hole
8.8 out of 10, Excellent, (643 reviews)
"Beautiful room and a fun stay!"
United States
rich
The price is NT$2,006
NT$2,252 total
includes taxes & fees
Nov 8 - Nov 9
Anchor Inn
A spacious dining area with multiple tables and chairs, a television mounted on an orange wall, and a statue in the center.

12. 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, (1,000 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 NT$2,277
NT$2,557 total
includes taxes & fees
Nov 4 - Nov 5
Days Inn by Wyndham Chincoteague Island
A pool area with a building that has a covered patio and a gazebo.

13. 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, (1,001 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 NT$2,546
NT$2,860 total
includes taxes & fees
Oct 11 - Oct 12
Atlantic Shores Inn and Suites
Beach

14. Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.2 out of 10, Good, (840 reviews)
"Pet friendly!"
United States
Susan
The price is NT$2,468
NT$2,771 total
includes taxes & fees
Nov 1 - Nov 2
Maddox Inn
Exterior

15. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh, 5.4 km from Deep Hole
9.6 out of 10, Exceptional, (335 reviews)
"Superior views of the bay, very dog friendly"
United States
Angela
The price is NT$4,837
NT$7,217 total
includes taxes & fees
Oct 13 - Oct 14
Blufin Bungalows & Marina
A modern lobby with a reception desk, seating area, and artwork on the walls.

16. 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, (1,005 reviews)
"Beautiful clean hotel great breakfast and breakfast staff great staff all together!"
United States
alexis
The price is NT$3,609
NT$4,042 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Plus Pocomoke City
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
7.4 out of 10, Good, (85 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 NT$2,384
NT$2,670 total
includes taxes & fees
Oct 14 - Oct 15
Studio 6 Suites Pocomoke City, MD
A large, two-story house with a porch and a garden with purple flowers.

18. 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 NT$7,153
NT$7,890 total
includes taxes & fees
Oct 14 - Oct 15
Garden and Sea Inn
A lobby with a tiled floor, a vending machine, a refrigerator, and a lamp.

19. 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 NT$2,225
NT$2,492 total
includes taxes & fees
Oct 14 - Oct 15
Motel 6 Pocomoke City, MD
A spacious lobby with a curved reception desk, a seating area with a sofa, and a patterned carpet.

20. Econo Lodge Pocomoke City Hwy 13

Econo Lodge Pocomoke City Hwy 13
2.0 star property
19.5 km from Deep Hole
5.4 out of 10, (851 reviews)
"Nice staff, helped out when needed"
United States
Deidre
The price is NT$1,860
NT$2,083 total
includes taxes & fees
Nov 1 - Nov 2
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.
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

Maddox Inn

Maddox Inn

8/10 Good
"Don’t usually make complaints but the toilet made a terrible noise every time you flushed it, no extra rolls of toilet paper as back up only the one on the roll, air conditioner also made a terrible noise constantly. And some type of mold on the tv stand which Im sure from the moisture of the air conditioner"
Tiffany 3-night trip
Posted 10 hours ago
Maddox Inn

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.

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