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Check prices for these dates

This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

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Our top choices for Deep Hole hotels

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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, (619 reviews)
"Very nice views and hotel."
United States
Jeniffer
The price is NT$5,811
NT$6,526 total
includes taxes & fees
Sep 3 - Sep 4
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Exterior

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, (1,010 reviews)
"The staff was amazing as always can't wait to stay again."
United States
Elizabeth
The price is NT$5,522
NT$6,202 total
includes taxes & fees
Sep 3 - Sep 4
Comfort Suites Chincoteague Island Bayfront Resort
Terrace/patio

3. 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, (793 reviews)
"Great people very friendly, we’ve always loved staying here."
United States
Cynthia
The price is NT$5,431
NT$6,099 total
includes taxes & fees
Aug 31 - Sep 1
Spark by Hilton Chincoteague Island
Standard Room, 1 King Bed with Sofa bed, Non Smoking | WiFi (free), alarm clocks, bed sheets

4. 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)
"Great location and staff "
United States
Stephanie
The price is NT$3,863
NT$4,339 total
includes taxes & fees
Aug 30 - Aug 31
Chincoteague Inn
Indoor pool, seasonal outdoor pool, sun loungers

5. Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1.5 km from Deep Hole
9.8 out of 10, Exceptional, (1,006 reviews)
"Great place to stay, comfortable, clean, beautiful spot."
United States
Kasey
The price is NT$7,087
NT$7,959 total
includes taxes & fees
Aug 31 - Sep 1
Refuge Inn
Aerial view

6. 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, (1,004 reviews)
"Nice spacious rooms with a decent view of the bay. Walking distance to restaurants and shops."
United States
Denise
The price is NT$4,664
NT$5,724 total
includes taxes & fees
Sep 3 - Sep 4
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Palm Cottage | 1 bedroom, premium bedding, laptop workspace, soundproofing

7. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (607 reviews)
"Absolutely adorable, clean and staff super friendly"
United States
Misty
The price is NT$9,918
NT$11,137 total
includes taxes & fees
Aug 25 - Aug 26
Key West Cottages
Exterior

8. 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, (808 reviews)
"Great rooms, pleasant staff and great breakfast buffet"
United States
Karen
The price is NT$5,298
NT$5,949 total
includes taxes & fees
Sep 3 - Sep 4
Hampton Inn & Suites Chincoteague Waterfront
Seasonal outdoor pool

9. 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, (1,006 reviews)
"Nice centrally located motel with a pool and free breakfast."
United States
Patricia
The price is NT$4,041
NT$4,539 total
includes taxes & fees
Aug 31 - Sep 1
Atlantic Shores Inn and Suites
Indoor spa tub

10. Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.2 out of 10, Wonderful, (1,004 reviews)
"We visit every summer and always stay at the Inn. The location, amenities and breakfast are excellent!"
United States
Catherine
The price is NT$5,216
NT$5,857 total
includes taxes & fees
Aug 30 - Aug 31
Waterside Inn
Lobby

11. 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, (1,006 reviews)
"Clean rooms and friendly staff!"
United States
Nicholas
The price is NT$4,112
NT$4,617 total
includes taxes & fees
Aug 18 - Aug 19
Days Inn by Wyndham Chincoteague Island
Beach nearby

12. Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.2 out of 10, Good, (811 reviews)
"Room was clean. Nice to have our two small dogs with us. Breakfast, coffee and pastries, was great!! Staff was very friendly and helpful. Will stay there again."
United States
Allen
The price is NT$4,390
NT$4,930 total
includes taxes & fees
Aug 5 - Aug 6
Maddox Inn
Seasonal outdoor pool, open 9:00 AM to 9 PM, pool umbrellas

13. Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 2.8 km from Deep Hole
8.8 out of 10, Excellent, (617 reviews)
"Room was clean and location was good. Walkabke to restaurants and thins to do."
United States
Paul
The price is NT$5,216
NT$5,857 total
includes taxes & fees
Aug 11 - Aug 12
Anchor Inn
Exterior

14. Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1.7 km from Deep Hole
9.4 out of 10, Exceptional, (467 reviews)
"Clean, great breakfast, locals own the business and know the area."
United States
Robert
The price is NT$4,846
NT$5,442 total
includes taxes & fees
Aug 31 - Sep 1
Island Resort
Seasonal outdoor pool

15. Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 3.2 km from Deep Hole
6.8 out of 10, (433 reviews)
"Loved the close proximity to the bay. Very quiet & relaxing area."
United States
Bette
The price is NT$4,332
NT$5,027 total
includes taxes & fees
Aug 19 - Aug 20
Birchwood Inn
Exterior

16. 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, (299 reviews)
"Excellent place to stay would definitely come again. Checking in was seem less and the staff very helpful"
United States
Jared
The price is NT$8,444
NT$11,306 total
includes taxes & fees
Aug 9 - Aug 10
Blufin Bungalows & Marina
House (3 Bedrooms) | Interior

17. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
3.0 star property
Up the Neck, 1.5 km from Deep Hole
The price is NT$7,495
NT$15,740 total
includes taxes & fees
Aug 20 - Aug 21
2 Mi to Downtown: Tranquil Abode in Chincoteague!
Lobby

18. 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, (971 reviews)
"Ill stay again"
United States
Austrailya
The price is NT$4,112
NT$4,605 total
includes taxes & fees
Sep 1 - Sep 2
Best Western Plus Pocomoke City
Reception

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, (830 reviews)
"Was ok to stay for a night"
United States
Jamie
The price is NT$2,343
NT$2,625 total
includes taxes & fees
Sep 1 - Sep 2
Econo Lodge Pocomoke City Hwy 13
Lobby

20. 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, (77 reviews)
"They were under construction.. room was old.. ceiling falling. But new floors. It was clean enough... but not a nice place. I stayed 1 night but found a different place to stay my 2nd night."
United States
Jeffrey
The price is NT$2,584
NT$2,894 total
includes taxes & fees
Sep 2 - Sep 3
Studio 6 Suites Pocomoke City, MD
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 horse grazing in a lush green field with a small stream.
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.

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

Chincoteague Inn

Chincoteague Inn

8/10 Good
"The beds were comfortable. The floors were LVP (preferred over carpet)! Rooms were good size! Bathroom was a okay…no handicap or security rails…tub was slick! Small fridge and microwave located in the bathroom??! Air conditioner did not work well and needs to be replaced. There is an outdoor pool…it was clean and good size, it is close to the road (traffic was not bad or heavy). We only interfaced with the staff and check in and check out…nice both times. Parking is an issue..:and tight! Front, back and offsite (short walk)."
Ken 3-night trip
Posted 11 hours ago
Chincoteague 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 89 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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