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This weekend
Jul 24 - Jul 26
Next weekend
Jul 31 - Aug 2

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Our top choices for Deep Hole hotels

Standard Room, 1 King Bed with Sofa bed, Non Smoking | WiFi (free), alarm clocks, bed sheets

1. Chincoteague Inn

Chincoteague Inn
2.0 star property
Downtown Chincoteague, 0.8 mi from Deep Hole
8.6 out of 10, Excellent, (1,001 reviews)
"Room's were clean and comfortable close to restaurants and ice cream shops and donuts short drive to the beach"
United States
Brian
$99 nightly
The price is $111
Aug 23 - Aug 24
Total with taxes and fees
Chincoteague Inn
Indoor pool, seasonal outdoor pool, sun loungers

2. Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1 mi from Deep Hole
9.8 out of 10, Exceptional, (1,005 reviews)
"Great place to stay for the beach and ponies!"
United States
Richard
$201 nightly
The price is $226
Aug 2 - Aug 3
Total with taxes and fees
Refuge Inn
Lobby

3. 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, (1,000 reviews)
"Clean rooms and friendly staff!"
United States
Nicholas
$135 nightly
The price is $152
Aug 2 - Aug 3
Total with taxes and fees
Days Inn by Wyndham Chincoteague Island
Seasonal outdoor pool

4. Atlantic Shores Inn and Suites

Atlantic Shores Inn and Suites
2.0 star property
Downtown Chincoteague, 0.8 mi from Deep Hole
7.4 out of 10, Good, (1,000 reviews)
"Nice stay for the night. It was clean and more spacious than expected. The check-in was fast and pleasant. Will stay again!"
United States
VU
$133 nightly
The price is $149
Aug 17 - Aug 18
Total with taxes and fees
Atlantic Shores Inn and Suites
Terrace/patio

5. 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, (787 reviews)
"Love the renovations for this hotel! Staff were super friendly, hotel is clean, room is clean and luxurious, breakfast was delicious! Will definitely return to this hotel for stays in Chincoteague!"
United States
Lisa
$199 nightly
The price is $223
Aug 20 - Aug 21
Total with taxes and fees
Spark by Hilton Chincoteague Island
Exterior

6. 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)
"Great place to stay"
United States
Neils
$245 nightly
The price is $276
Aug 16 - Aug 17
Total with taxes and fees
Comfort Suites Chincoteague Island Bayfront Resort
Beach nearby

7. Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1 mi from Deep Hole
7.2 out of 10, Good, (807 reviews)
"Good price. Great breakfast!"
United States
Alice
$151 nightly
The price is $170
Aug 2 - Aug 3
Total with taxes and fees
Maddox Inn
Seasonal outdoor pool, open 9:00 AM to 9 PM, pool umbrellas

8. Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague, 1.8 mi from Deep Hole
8.8 out of 10, Excellent, (611 reviews)
"clean. good breakfast. staff friendly and helpful"
United States
STANLEY
$161 nightly
The price is $180
Aug 2 - Aug 3
Total with taxes and fees
Anchor Inn
Exterior

9. Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1 mi from Deep Hole
9.4 out of 10, Exceptional, (464 reviews)
"Extremely clean, wonderful water views, friendly and competent staff. Highly recommended!"
United States
Urszula
$240 nightly
The price is $270
Jul 26 - Jul 27
Total with taxes and fees
Island Resort
Aerial view

10. 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, (1,000 reviews)
"Nice spacious rooms with a decent view of the bay. Walking distance to restaurants and shops."
United States
Denise
$191 nightly
The price is $214
Aug 23 - Aug 24
Total with taxes and fees
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Exterior

11. 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, (802 reviews)
"Very clean and peaceful."
United States
Ali
$232 nightly
The price is $261
Aug 23 - Aug 24
Total with taxes and fees
Hampton Inn & Suites Chincoteague Waterfront
Seasonal outdoor pool

12. Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 2 mi from Deep Hole
7.0 out of 10, Good, (424 reviews)
"Very close to the water."
United States
Dana
$124 nightly
The price is $139
Aug 16 - Aug 17
Total with taxes and fees
Birchwood Inn
Indoor spa tub

13. 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)
"I enjoyed my stay"
United States
Keith
$198 nightly
The price is $222
Aug 22 - Aug 23
Total with taxes and fees
Waterside Inn
View from property

14. 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, (614 reviews)
"Very nice views and hotel."
United States
Jeniffer
$251 nightly
The price is $282
Aug 1 - Aug 2
Total with taxes and fees
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Palm Cottage | 1 bedroom, premium bedding, laptop workspace, soundproofing

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, (601 reviews)
"Beautiful family friendly place. Great pool. Great location."
United States
KRYSTLE
$341 nightly
The price is $383
Jul 26 - Jul 27
Total with taxes and fees
Key West Cottages
House (3 Bedrooms) | Interior

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
$444 nightly
The price is $498
Aug 20 - Aug 21
Total with taxes and fees
2 Mi to Downtown: Tranquil Abode in Chincoteague!
Property amenity

17. Snug Harbor Marina and Hotel

Snug Harbor Marina and Hotel
2.5 star property
1.9 mi from Deep Hole
8.8 out of 10, Excellent, (108 reviews)
"This was one of the most enjoyable places I've ever stayed at during a vacation. It was beyond relaxing and the boat tour was informative and wonderful. I can't recommend this place enough"
United States
cailin
$369 nightly
The price is $414
Aug 3 - Aug 4
Total with taxes and fees
Snug Harbor Marina and Hotel
Exterior

18. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh, 3.4 mi from Deep Hole
9.6 out of 10, Exceptional, (289 reviews)
"Excellent place to stay would definitely come again. Checking in was seem less and the staff very helpful"
United States
Jared
Blufin Bungalows & Marina
Reception

19. 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, (824 reviews)
"Was ok to stay for a night"
United States
Jamie
$82 nightly
The price is $92
Aug 6 - Aug 7
Total with taxes and fees
Econo Lodge Pocomoke City Hwy 13
Lobby

20. 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, (959 reviews)
"Hotel was wonderful. Staff was helpful and friendly, room was clean and breakfast was delicious! What more could you ask for!"
United States
Sandra
$144 nightly
The price is $161
Jul 26 - Jul 27
Total with taxes and fees
Best Western Plus Pocomoke City
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.

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
"Highly recommend this hotel. We were in the “new” section in a waterfront room. The room was huge and very comfortable. Would definitely come back here!!"
Darlene 1-night trip
Posted 6 hours ago
Comfort Suites Chincoteague Island Bayfront Resort

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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