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Check prices for these dates

Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6

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Our top choices for Deep Hole hotels

Exterior

1. 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$4,427
NT$5,005 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Suites Chincoteague Island Bayfront Resort
View from property

2. 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, (627 reviews)
"Great location with wonderful breakfast."
United States
Stephanie Lynn
The price is NT$5,416
NT$6,082 total
includes taxes & fees
Sep 21 - Sep 22
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Indoor pool, seasonal outdoor pool, sun loungers

3. Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1.5 km from Deep Hole
9.8 out of 10, Exceptional, (1,007 reviews)
"Great place to stay, comfortable, clean, beautiful spot."
United States
Kasey
The price is NT$4,868
NT$5,467 total
includes taxes & fees
Aug 30 - Aug 31
Refuge Inn
Terrace/patio

4. 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, (798 reviews)
"Very nice place"
United States
Paul
The price is NT$4,125
NT$4,633 total
includes taxes & fees
Sep 16 - Sep 17
Spark by Hilton Chincoteague Island
Standard Room, 1 King Bed with Sofa bed, Non Smoking | WiFi (free), alarm clocks, bed sheets

5. Chincoteague Inn

Chincoteague Inn
2.0 star property
Downtown Chincoteague, 1.2 km from Deep Hole
8.6 out of 10, Excellent, (1,001 reviews)
"Great location and staff "
United States
Stephanie
The price is NT$3,154
NT$3,542 total
includes taxes & fees
Sep 14 - Sep 15
Chincoteague Inn
Exterior

6. 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, (814 reviews)
"Great rooms, pleasant staff and great breakfast buffet"
United States
Karen
The price is NT$5,199
NT$5,838 total
includes taxes & fees
Sep 3 - Sep 4
Hampton Inn & Suites Chincoteague Waterfront
Aerial view

7. 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, (1,005 reviews)
"We only had one night at the end, and we are already planning our next trip back. Our room was right, comfortable, and spacious. We sat out on the dock in the Adirondack chairs, watched boats pass by, a beautiful sunset, and used our binoculars to watch the birds in the sanctuary across the Inlet. Highly recommend!"
United States
Beth
The price is NT$2,959
NT$3,802 total
includes taxes & fees
Sep 7 - Sep 8
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Palm Cottage | 1 bedroom, premium bedding, laptop workspace, soundproofing

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, (619 reviews)
"Absolutely loved our stay. It was so quiet, peaceful and scenic. The pool was amazing"
United States
Lindsay
The price is NT$6,942
NT$7,796 total
includes taxes & fees
Sep 21 - Sep 22
Key West Cottages
Lobby

9. 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 property and priced about right!"
United States
Marion T
The price is NT$2,681
NT$3,011 total
includes taxes & fees
Sep 21 - Sep 22
Days Inn by Wyndham Chincoteague Island
Seasonal outdoor pool

10. 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)
"Clean beds convenient location nice atmosphere"
United States
Tiara
The price is NT$2,552
NT$2,866 total
includes taxes & fees
Sep 8 - Sep 9
Atlantic Shores Inn and Suites
Exterior

11. Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1.7 km from Deep Hole
9.4 out of 10, Exceptional, (469 reviews)
"Clean, great breakfast, locals own the business and know the area."
United States
Robert
The price is NT$4,779
NT$5,367 total
includes taxes & fees
Sep 1 - Sep 2
Island Resort
Indoor spa tub

12. Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1,014 reviews)
"Clean and quiet, nice breakfast and pool by the bay."
United States
Kurt
The price is NT$3,168
NT$3,558 total
includes taxes & fees
Sep 13 - Sep 14
Waterside Inn
Beach nearby

13. Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.2 out of 10, Good, (818 reviews)
"This property is centrally located along Maddox Blvd in beautiful Chincoteague. Easily in walking distance are shops and a tremendous ice cream and coffee shop, Mister Whippy. The rooms are clean, just a little outdated, but the staff informed us a refresh is coming. Definitely a nice place to stay for the weekend."
United States
George
The price is NT$3,154
NT$3,542 total
includes taxes & fees
Sep 8 - Sep 9
Maddox Inn
Seasonal outdoor pool, open 9:00 AM to 9 PM, pool umbrellas

14. Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 2.8 km from Deep Hole
8.8 out of 10, Excellent, (628 reviews)
"Great place! My wife and i stayed the night last night. They were very helpful and respectful!! Was very clean and peaceful! We definitely Love this place! Will definitely be back!!."
United States
James
The price is NT$3,493
NT$3,923 total
includes taxes & fees
Sep 8 - Sep 9
Anchor Inn
Seasonal outdoor pool

15. Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 3.2 km from Deep Hole
7.0 out of 10, Good, (446 reviews)
"Very clean Well lit parking Bed comfortable"
United States
Maryann
The price is NT$2,839
NT$3,347 total
includes taxes & fees
Sep 8 - Sep 9
Birchwood Inn
Lobby

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, (982 reviews)
"Beautiful clean hotel great breakfast and breakfast staff great staff all together!"
United States
alexis
The price is NT$4,035
NT$4,519 total
includes taxes & fees
Sep 1 - Sep 2
Best Western Plus Pocomoke City
Reception

17. 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, (837 reviews)
"Nice staff, helped out when needed"
United States
Deidre
The price is NT$2,007
NT$2,248 total
includes taxes & fees
Sep 16 - Sep 17
Econo Lodge Pocomoke City Hwy 13
Lobby

18. Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD
2.0 star property
21 km from Deep Hole
5.2 out of 10, (506 reviews)
"All the staff here is amazing. They are friendly and very friendly to help you."
United States
Debra
The price is NT$2,421
NT$2,712 total
includes taxes & fees
Sep 1 - Sep 2
Motel 6 Pocomoke City, MD
Front of property

19. 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)
"It was very quiet and comfortable! The Innkeeper accommodated personal needs in her preparation and serving of her great breakfasts. Everything was clean and well kept. She gave helpful suggestions for activities and places to eat. Very nice place!"
United States
Florence
The price is NT$7,168
NT$7,907 total
includes taxes & fees
Aug 23 - Aug 24
Garden and Sea Inn
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, (79 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$2,389
NT$2,676 total
includes taxes & fees
Sep 13 - Sep 14
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.

Beautiful marshlands next the ocean full of life - Assateague, MD, USA

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

Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

10/10 Excellent
"What a great stay! The hotel was welcoming and staff helpful. our room looked out over the water (and the outdoor pool). The grounds were beautiful and were inviting in their variation. Breakfast was available until 11, which was perfect for this vacationing couple. Thinking we'll need to go back soon."
susan 2-night trip
Posted 2 hours ago
Comfort Suites Chincoteague Island Bayfront Resort

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 91 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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