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Sep 4 - Sep 6
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Sep 11 - Sep 13

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Our top choices for Deep Hole hotels

A spacious indoor area with a white sofa set, round tables, and large windows offering views of the outdoors.

1. Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island
2.5 star property
Piney Island, 1 mi 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
$115 nightly
The price is $129
Sep 29 - Sep 30
Total with taxes and fees
Spark by Hilton Chincoteague Island
A hotel room with a bed, a sofa, a desk, and a radiator.

2. Chincoteague Inn

Chincoteague Inn
2.0 star property
Downtown Chincoteague, 0.8 mi from Deep Hole
8.6 out of 10, Excellent, (1,004 reviews)
"Great location and value."
United States
Michelle
$99 nightly
The price is $111
Sep 27 - Sep 28
Total with taxes and fees
Chincoteague Inn
A waterfront hotel with a wooden deck, grassy lawn, and multiple balconies.

3. Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort
2.5 star property
Downtown Chincoteague, 1.2 mi 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
$141 nightly
The price is $159
Sep 28 - Sep 29
Total with taxes and fees
Comfort Suites Chincoteague Island Bayfront Resort
A swimming pool with lounge chairs and a beach ball.

4. Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1 mi from Deep Hole
9.8 out of 10, Exceptional, (1,001 reviews)
"Clean room, breakfast & outdoor pool, Excellent location"
United States
Hone
$125 nightly
The price is $140
Sep 2 - Sep 3
Total with taxes and fees
Refuge Inn
A multi-story hotel with a blue roof, located near a marina with boats docked.

5. Marina Bay Hotel & Suites, an Ascend Collection Hotel

Marina Bay Hotel & Suites, an Ascend Collection Hotel
2.5 star property
Downtown Chincoteague, 1.8 mi from Deep Hole
9.0 out of 10, Wonderful, (1,004 reviews)
"Clean room, very helpful staff."
United States
James
$106 nightly
The price is $119
Sep 7 - Sep 8
Total with taxes and fees
Marina Bay Hotel & Suites, an Ascend Collection Hotel
A hot tub in a room with large windows overlooking a water body and grassy area.

6. Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 1.8 mi from Deep Hole
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean and quiet, nice breakfast and pool by the bay."
United States
Kurt
$80 nightly
The price is $90
Sep 29 - Sep 30
Total with taxes and fees
Waterside Inn
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, 1.3 mi from Deep Hole
9.8 out of 10, Exceptional, (817 reviews)
"Great rooms, pleasant staff and great breakfast buffet"
United States
Karen
$147 nightly
The price is $165
Sep 29 - Sep 30
Total with taxes and fees
Hampton Inn & Suites Chincoteague Waterfront
A pool area with a building that has a covered patio and a gazebo.

8. Atlantic Shores Inn and Suites

Atlantic Shores Inn and Suites
2.0 star property
Downtown Chincoteague, 0.8 mi from Deep Hole
7.6 out of 10, Good, (1,000 reviews)
"Clean beds convenient location nice atmosphere"
United States
Tiara
$89 nightly
The price is $100
Sep 7 - Sep 8
Total with taxes and fees
Atlantic Shores Inn and Suites
A waterfront hotel with multiple balconies, a dock, and a calm water body.

9. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
3.0 star property
Downtown Chincoteague, 1.5 mi from Deep Hole
9.2 out of 10, Wonderful, (631 reviews)
"Great location with wonderful breakfast."
United States
Stephanie Lynn
$143 nightly
The price is $161
Sep 27 - Sep 28
Total with taxes and fees
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
A spacious dining area with multiple tables and chairs, a television mounted on an orange wall, and a statue in the center.

10. Days Inn by Wyndham Chincoteague Island

Days Inn by Wyndham Chincoteague Island
2.0 star property
Piney Island, 0.9 mi 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
$84 nightly
The price is $95
Sep 20 - Sep 21
Total with taxes and fees
Days Inn by Wyndham Chincoteague Island
A large two-story house with a balcony, a covered patio, and a view of the water.

11. Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1 mi from Deep Hole
9.4 out of 10, Exceptional, (472 reviews)
"Clean, great breakfast, locals own the business and know the area."
United States
Robert
$150 nightly
The price is $168
Aug 31 - Sep 1
Total with taxes and fees
Island Resort
A swimming pool with lounge chairs and a view of a sunset over water.

12. Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 1.8 mi 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
$110 nightly
The price is $123
Sep 7 - Sep 8
Total with taxes and fees
Anchor Inn

13. Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1 mi 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
$110 nightly
The price is $124
Sep 8 - Sep 9
Total with taxes and fees
Maddox Inn
A swimming pool with lounge chairs and a gazebo.

14. Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 2 mi from Deep Hole
7.0 out of 10, Good, (447 reviews)
"Very clean Well lit parking Bed comfortable"
United States
Maryann
$94 nightly
The price is $105
Sep 7 - Sep 8
Total with taxes and fees
Birchwood Inn
A waterfront house with a balcony, dock, and a view of the water.

15. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.2 mi 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
$242 nightly
The price is $272
Sep 7 - Sep 8
Total with taxes and fees
Key West Cottages
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, 0.9 mi from Deep Hole
$324 nightly
The price is $364
Sep 16 - Sep 17
Total with taxes and fees
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
14.7 mi 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
$127 nightly
The price is $142
Sep 1 - Sep 2
Total with taxes and fees
Best Western Plus Pocomoke City
A spacious lobby with a curved reception desk, a seating area with a sofa, and a patterned carpet.

18. Econo Lodge Pocomoke City Hwy 13

Econo Lodge Pocomoke City Hwy 13
2.0 star property
12.1 mi from Deep Hole
5.6 out of 10, (838 reviews)
"Nice staff, helped out when needed"
United States
Deidre
$63 nightly
The price is $71
Sep 20 - Sep 21
Total with taxes and fees
Econo Lodge Pocomoke City Hwy 13
A reception area with a wooden cabinet, a green sofa, and a black reception desk.

19. Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD
2.0 star property
13 mi 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
$75 nightly
The price is $84
Sep 7 - Sep 8
Total with taxes and fees
Studio 6 Suites Pocomoke City, MD
A lobby with a tiled floor, a vending machine, a refrigerator, and a lamp.

20. Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD
2.0 star property
13 mi from Deep Hole
5.2 out of 10, (507 reviews)
"All the staff here is amazing. They are friendly and very friendly to help you."
United States
Debra
$75 nightly
The price is $84
Sep 3 - Sep 4
Total with taxes and fees
Motel 6 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.
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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 Assateague Lighthouse are some notable places to visit nearby.

Top Deep Hole Hotel Reviews

Days Inn by Wyndham Chincoteague Island

Days Inn by Wyndham Chincoteague Island

10/10 Excellent
"Close to beach"
Paula 3-night trip
Posted 13 hours ago
Days Inn by Wyndham Chincoteague Island

Frequently asked questions

When is the best time to go to Deep Hole?
When planning your trip to Deep Hole, Virginia, the best time to visit is during the shoulder seasons of spring (April to May) and fall (September to October).

These months offer pleasant temperatures, generally ranging from the mid-60s to high 70s Fahrenheit, which are ideal for outdoor activities like hiking, fishing, and exploring the natural surroundings without the intense heat and humidity of summer. You'll also find the natural beauty of the area enhanced by blooming wildflowers in spring or the vibrant fall foliage.

Couples looking for a tranquil getaway will particularly appreciate these times. The quieter atmosphere allows for more intimate experiences, whether it's a peaceful walk along the trails or enjoying a meal at one of the local establishments without the larger crowds of peak summer.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Deep Hole.
How much is the nightly rate at a Deep Hole hotel?
Prices for hotels in Deep Hole often vary, but you can find a great deal on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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