Default HTG hotel image

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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Star rating

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

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, (1,014 reviews)
"The staff was amazing as always can't wait to stay again."
United States
Elizabeth
The price is CA $246
CA $278 total
includes taxes & fees
Sep 1 - Sep 2
Comfort Suites Chincoteague Island Bayfront Resort

2. 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 CA $167
CA $188 total
includes taxes & fees
Aug 30 - Aug 31
Chincoteague Inn

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 CA $251
CA $282 total
includes taxes & fees
Aug 30 - Aug 31
Spark by Hilton Chincoteague Island

4. 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 CA $252
CA $283 total
includes taxes & fees
Aug 30 - Aug 31
Hampton Inn & Suites Chincoteague Waterfront

5. Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1.5 km from Deep Hole
9.8 out of 10, Exceptional, (1,010 reviews)
"Great place to stay, comfortable, clean, beautiful spot."
United States
Kasey
The price is CA $295
CA $331 total
includes taxes & fees
Aug 27 - Aug 28
Refuge Inn

6. 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, (620 reviews)
"Very nice views and hotel."
United States
Jeniffer
The price is CA $280
CA $314 total
includes taxes & fees
Aug 30 - Aug 31
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

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)
"Nice spacious rooms with a decent view of the bay. Walking distance to restaurants and shops."
United States
Denise
The price is CA $226
CA $275 total
includes taxes & fees
Sep 2 - Sep 3
Marina Bay Hotel & Suites, an Ascend Collection Hotel

8. 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 CA $211
CA $237 total
includes taxes & fees
Aug 31 - Sep 1
Island Resort

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, (1,007 reviews)
"Clean rooms and friendly staff!"
United States
Nicholas
The price is CA $178
CA $200 total
includes taxes & fees
Aug 25 - Aug 26
Days Inn by Wyndham Chincoteague Island

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)
"Nice centrally located motel with a pool and free breakfast."
United States
Patricia
The price is CA $176
CA $197 total
includes taxes & fees
Aug 25 - Aug 26
Atlantic Shores Inn and Suites

11. Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 2.8 km from Deep Hole
8.8 out of 10, Excellent, (618 reviews)
"Room was clean and location was good. Walkabke to restaurants and thins to do."
United States
Paul
The price is CA $226
CA $253 total
includes taxes & fees
Aug 23 - Aug 24
Anchor Inn

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 CA $191
CA $214 total
includes taxes & fees
Aug 6 - Aug 7
Maddox Inn

13. 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 CA $262
CA $294 total
includes taxes & fees
Aug 9 - Aug 10
Waterside Inn

14. Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 3.2 km from Deep Hole
6.8 out of 10, (434 reviews)
"Loved the close proximity to the bay. Very quiet & relaxing area."
United States
Bette
The price is CA $185
CA $214 total
includes taxes & fees
Aug 6 - Aug 7
Birchwood Inn

15. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (608 reviews)
"Absolutely adorable, clean and staff super friendly"
United States
Misty
The price is CA $431
CA $484 total
includes taxes & fees
Aug 25 - Aug 26
Key West Cottages

16. 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 CA $326
CA $685 total
includes taxes & fees
Aug 20 - Aug 21
2 Mi to Downtown: Tranquil Abode in Chincoteague!

17. 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 CA $349
CA $471 total
includes taxes & fees
Aug 9 - Aug 10
Blufin Bungalows & Marina

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 CA $178
CA $199 total
includes taxes & fees
Sep 3 - Sep 4
Best Western Plus Pocomoke City

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, (832 reviews)
"Was ok to stay for a night"
United States
Jamie
The price is CA $107
CA $120 total
includes taxes & fees
Aug 25 - Aug 26
Econo Lodge Pocomoke City Hwy 13

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 CA $112
CA $126 total
includes taxes & fees
Sep 1 - Sep 2
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.

Where to stay in Deep Hole

Find the best Deep Hole areas and neighborhoods for the activities you enjoy most.

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

Frequently asked questions

When is the best time to go to Deep Hole?
The best time to visit Deep Hole, Virginia, is during the spring (April to June) and autumn (September to October) months.

During these periods, the weather is pleasantly mild, with comfortable temperatures and less humidity than the summer. This makes it ideal for outdoor activities like hiking along the Appalachian Trail, which is easily accessible from Deep Hole. The spring brings blooming wildflowers, while the autumn offers spectacular foliage, providing a beautiful backdrop for your adventures.

Couples looking for a peaceful escape will particularly appreciate these seasons. The cooler temperatures are great for exploring the natural beauty of the surrounding George Washington National Forest or enjoying a quiet evening by a fire pit at a secluded lodge. The absence of summer crowds also ensures a more intimate and relaxing experience.

For those interested in fishing, particularly fly fishing, the spring and autumn months are also excellent. The local rivers and streams are well-stocked, and the conditions are generally favourable for a successful day out.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Deep Hole hotel for you.
How much is the nightly rate at a Deep Hole hotel?
Hotel prices in Deep Hole often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.