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Deep Hole Hotels, Chincoteague

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Check prices for these dates

Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

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Our top choices for Deep Hole hotels

A waterfront hotel with a wooden deck, grassy lawn, and multiple balconies.

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, (1,003 reviews)
"The staff was amazing as always can't wait to stay again."
United States
Elizabeth
The price is NZ$269
includes taxes & fees
28 Sept - 29 Sept
Comfort Suites Chincoteague Island Bayfront Resort
A spacious indoor area with a white sofa set, round tables, and large windows offering views of the outdoors.

2. 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, (800 reviews)
"The room was perfect. Very clean and the people at the front desk and the kitchen staff were wonderful"
United States
Paula
The price is NZ$216
includes taxes & fees
30 Sept - 1 Oct
Spark by Hilton Chincoteague Island
A swimming pool with lounge chairs and a beach ball.

3. Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1.5 km from Deep Hole
9.8 out of 10, Exceptional, (1,002 reviews)
"Everything about our stay was excellent will definitely go back"
United States
Joe
The price is NZ$240
includes taxes & fees
2 Sept - 3 Sept
Refuge Inn
A waterfront hotel with multiple balconies, a dock, and a calm water body.

4. 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, (631 reviews)
"Great location with wonderful breakfast."
United States
Stephanie Lynn
The price is NZ$272
includes taxes & fees
27 Sept - 28 Sept
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
A hotel room with a bed, a sofa, a desk, and a radiator.

5. Chincoteague Inn

Chincoteague Inn
2.0 star property
Downtown Chincoteague, 1.2 km from Deep Hole
8.6 out of 10, Excellent, (1,004 reviews)
"Great location and value."
United States
Michelle
The price is NZ$188
includes taxes & fees
27 Sept - 28 Sept
Chincoteague Inn
A multi-story hotel with a blue roof, located near a marina with boats docked.

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)
"Clean room, very helpful staff."
United States
James
The price is NZ$201
includes taxes & fees
7 Sept - 8 Sept
Marina Bay Hotel & Suites, an Ascend Collection Hotel
A covered outdoor area with a table and chairs, overlooking a body of water with a bridge in the distance.

7. 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, (817 reviews)
"Great rooms, pleasant staff and great breakfast buffet"
United States
Karen
The price is NZ$279
includes taxes & fees
29 Sept - 30 Sept
Hampton Inn & Suites Chincoteague Waterfront
A hot tub in a room with large windows overlooking a water body and grassy area.

8. Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1,003 reviews)
"Clean and quiet, nice breakfast and pool by the bay."
United States
Kurt
The price is NZ$154
includes taxes & fees
30 Sept - 1 Oct
Waterside Inn
A large two-story house with a balcony, a covered patio, and a view of the water.

9. Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1.7 km from Deep Hole
9.4 out of 10, Exceptional, (473 reviews)
"Clean, great breakfast, locals own the business and know the area."
United States
Robert
The price is NZ$285
includes taxes & fees
31 Aug - 1 Sept
Island Resort
A pool area with a building that has a covered patio and a gazebo.

10. 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)
"Clean beds convenient location nice atmosphere"
United States
Tiara
The price is NZ$152
includes taxes & fees
7 Sept - 8 Sept
Atlantic Shores Inn and Suites
A spacious dining area with multiple tables and chairs, a television mounted on an orange wall, and a statue in the center.

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, (1,002 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 NZ$160
includes taxes & fees
20 Sept - 21 Sept
Days Inn by Wyndham Chincoteague Island
A waterfront house with a balcony, dock, and a view of the water.

12. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (623 reviews)
"Absolutely loved our stay. It was so quiet, peaceful and scenic. The pool was amazing"
United States
Lindsay
The price is NZ$414
includes taxes & fees
7 Sept - 8 Sept
Key West Cottages
A swimming pool with lounge chairs and a view of a sunset over water.

13. Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 2.8 km from Deep Hole
8.8 out of 10, Excellent, (629 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 NZ$208
includes taxes & fees
7 Sept - 8 Sept
Anchor Inn

14. Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.2 out of 10, Good, (820 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 NZ$188
includes taxes & fees
8 Sept - 9 Sept
Maddox Inn
A swimming pool with lounge chairs and a gazebo.

15. Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 3.2 km from Deep Hole
7.0 out of 10, Good, (447 reviews)
"Very clean Well lit parking Bed comfortable"
United States
Maryann
The price is NZ$178
includes taxes & fees
7 Sept - 8 Sept
Birchwood Inn
A covered porch with white wooden walls and large windows. There are two rocking chairs with floral cushions and a small table with a chair.

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 NZ$615
includes taxes & fees
16 Sept - 17 Sept
2 Mi to Downtown: Tranquil Abode in Chincoteague!
A modern lobby with a reception desk, seating area, and artwork on the walls.

17. 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, (985 reviews)
"Beautiful clean hotel great breakfast and breakfast staff great staff all together!"
United States
alexis
The price is NZ$240
includes taxes & fees
1 Sept - 2 Sept
Best Western Plus Pocomoke City
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)
"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 NZ$427
includes taxes & fees
8 Sept - 9 Sept
Garden and Sea Inn
A spacious lobby with a curved reception desk, a seating area with a sofa, and a patterned carpet.

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, (839 reviews)
"Nice staff, helped out when needed"
United States
Deidre
The price is NZ$119
includes taxes & fees
20 Sept - 21 Sept
Econo Lodge Pocomoke City Hwy 13
A reception area with a wooden cabinet, a green sofa, and a black reception desk.

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, (80 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 NZ$142
includes taxes & fees
7 Sept - 8 Sept
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

Our guide on where to stay in Deep Hole

Find the best Deep Hole areas 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

Snotty Ridge might not have many top sights, but Robert N. Reed Downtown Waterfront Park and Assateague Point are two attractions nearby that you can check out.

Down the Marsh

While there might not be top attractions in Down the Marsh, you can explore the larger area and discover places like Robert N. Reed Downtown Waterfront Park and Chincoteague Channel.

Birch Town

Though Birch Town may not have many top sights, you can venture to the surrounding area to see attractions like Maui Jack's Waterpark and Assateague Lighthouse.

Top Deep Hole Hotel Reviews

Recent Reviews in Deep Hole

Atlantic Shores Inn and Suites

Atlantic Shores Inn and Suites

10/10 Excellent
"I have stayed here 3times in 6 weeks my only issue I had was this first night. Room has a lot of drain flies, was assisted right away and put in a new room. I was very grateful for that. Other than the flies in the room Friday night I had another reservation for Friday to Sunday. I will stay again every year"
Heather 1-night trip
Posted 1 hour ago
Atlantic Shores Inn and Suites

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 to 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 can I save on a hotel booking in Deep Hole with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Deep Hole hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Deep Hole?
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.

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