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Check prices for these dates

This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

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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, (624 reviews)
"Great location with wonderful breakfast."
United States
Stephanie Lynn
The price is NT$5,773
NT$6,483 total
includes taxes & fees
Aug 31 - Sep 1
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, (1,000 reviews)
"The staff was amazing as always can't wait to stay again."
United States
Elizabeth
The price is NT$4,227
NT$4,780 total
includes taxes & fees
Sep 7 - Sep 8
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, (796 reviews)
"Great people very friendly, we’ve always loved staying here."
United States
Cynthia
The price is NT$4,496
NT$5,049 total
includes taxes & fees
Sep 9 - Sep 10
Spark by Hilton Chincoteague Island
Indoor pool, seasonal outdoor pool, sun loungers

4. 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)
"Great place to stay, comfortable, clean, beautiful spot."
United States
Kasey
The price is NT$5,639
NT$6,333 total
includes taxes & fees
Aug 24 - Aug 25
Refuge Inn
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, (1,003 reviews)
"Great location and staff "
United States
Stephanie
The price is NT$3,193
NT$3,586 total
includes taxes & fees
Sep 13 - Sep 14
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, (811 reviews)
"Great rooms, pleasant staff and great breakfast buffet"
United States
Karen
The price is NT$5,269
NT$5,917 total
includes taxes & fees
Sep 1 - Sep 2
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, (1,000 reviews)
"Nice spacious rooms with a decent view of the bay. Walking distance to restaurants and shops."
United States
Denise
The price is NT$4,085
NT$5,071 total
includes taxes & fees
Sep 13 - Sep 14
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, (613 reviews)
"Absolutely adorable, clean and staff super friendly"
United States
Misty
The price is NT$7,027
NT$7,892 total
includes taxes & fees
Sep 8 - Sep 9
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, (1,000 reviews)
"Clean rooms and friendly staff!"
United States
Nicholas
The price is NT$3,290
NT$3,694 total
includes taxes & fees
Sep 13 - Sep 14
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, (1,000 reviews)
"Nice centrally located motel with a pool and free breakfast."
United States
Patricia
The price is NT$2,583
NT$2,901 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$4,838
NT$5,433 total
includes taxes & fees
Aug 31 - Sep 1
Island Resort
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, (814 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$3,193
NT$3,586 total
includes taxes & fees
Sep 8 - Sep 9
Maddox Inn
Indoor spa tub

13. Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.2 out of 10, Wonderful, (1,001 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$3,331
NT$3,741 total
includes taxes & fees
Sep 7 - Sep 8
Waterside 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, (623 reviews)
"The view and cleanliness."
United States
Troy
The price is NT$3,536
NT$3,971 total
includes taxes & fees
Sep 8 - Sep 9
Anchor 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, (306 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$8,969
NT$11,883 total
includes taxes & fees
Aug 20 - Aug 21
Blufin Bungalows & Marina
Seasonal outdoor pool

16. Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 3.2 km from Deep Hole
7.0 out of 10, Good, (441 reviews)
"Loved the close proximity to the bay. Very quiet & relaxing area."
United States
Bette
The price is NT$2,874
NT$3,388 total
includes taxes & fees
Sep 8 - Sep 9
Birchwood Inn
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$6,684
NT$14,825 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, (978 reviews)
"Beautiful clean hotel great breakfast and breakfast staff great staff all together!"
United States
alexis
The price is NT$4,085
NT$4,575 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, (835 reviews)
"Very friendly starting"
United States
Jake
The price is NT$2,226
NT$2,493 total
includes taxes & fees
Sep 7 - Sep 8
Econo Lodge Pocomoke City Hwy 13
Front of property

20. 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$7,386
NT$8,147 total
includes taxes & fees
Aug 20 - Aug 21
Garden and Sea Inn
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

Chincoteague Bay RV Resort & Cottages

Chincoteague Bay RV Resort & Cottages

8/10 Good
"Overall we enjoyed our visit. The cottage with a rooftop balcony was modern inside. The shower was great! View was pretty cool. It’s close to good food options and nice little shops, like Sundial Books. Like all places, there are pros and cons. Some of the cons, the bed in the main bedroom was uncomfortable and the sink in the bathroom backed up quickly. Also, on the second day we had a small ant issue. Would recommend for couples and a family up to four people."
MICHAEL 2-night trip
Posted 9 hours ago
Chincoteague Bay RV Resort & Cottages

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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