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Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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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, 1.2 mi from Deep Hole
9.6 out of 10, Exceptional, (1,009 reviews)
"Great place!"
United States
Marc
$120 nightly
The price is $136
Oct 19 - Oct 20
Total with taxes and fees
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 mi from Deep Hole
9.6 out of 10, Exceptional, (814 reviews)
"Just a super nice place to stay and wonderful staff!!!"
United States
Ursula
$96 nightly
The price is $108
Oct 12 - Oct 13
Total with taxes and fees
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 mi 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
$125 nightly
The price is $140
Oct 13 - Oct 14
Total with taxes and fees
Refuge Inn
A multi-story hotel with a blue roof, located near a marina with boats docked.

4. 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, (1,003 reviews)
"Clean room, very helpful staff."
United States
James
$106 nightly
The price is $119
Oct 18 - Oct 19
Total with taxes and fees
Marina Bay Hotel & Suites, an Ascend Collection Hotel
A hotel room with a bed, a sofa, a desk, and a radiator.

5. Chincoteague Inn

Chincoteague Inn
2.0 star property
Downtown Chincoteague, 0.8 mi from Deep Hole
8.6 out of 10, Excellent, (1,000 reviews)
"Great location and value."
United States
Michelle
$89 nightly
The price is $100
Sep 28 - Sep 29
Total with taxes and fees
Chincoteague Inn
A covered outdoor area with a table and chairs, overlooking a body of water with a bridge in the distance.

6. 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, (820 reviews)
"Great rooms, pleasant staff and great breakfast buffet"
United States
Karen
$122 nightly
The price is $137
Oct 18 - Oct 19
Total with taxes and fees
Hampton Inn & Suites Chincoteague Waterfront
A hot tub in a room with large windows overlooking a water body and grassy area.

7. Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague, 1.8 mi from Deep Hole
9.0 out of 10, Wonderful, (1,007 reviews)
"Staff was nice and the breakfast was a good deal. The view was worth the stay"
United States
Genna
$68 nightly
The price is $76
Oct 18 - Oct 19
Total with taxes and fees
Waterside Inn
A waterfront hotel with multiple balconies, a dock, and a calm water body.

8. 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, (641 reviews)
"Great location with wonderful breakfast."
United States
Stephanie Lynn
$125 nightly
The price is $140
Oct 18 - Oct 19
Total with taxes and fees
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
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 mi from Deep Hole
9.4 out of 10, Exceptional, (477 reviews)
"Clean, great breakfast, locals own the business and know the area."
United States
Robert
$130 nightly
The price is $146
Oct 16 - Oct 17
Total with taxes and fees
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, 0.8 mi from Deep Hole
7.6 out of 10, Good, (1,003 reviews)
"I have good time with my family every time we stay in the same hotel"
United States
Sara
$87 nightly
The price is $98
Oct 22 - Oct 23
Total with taxes and fees
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, 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
$77 nightly
The price is $87
Oct 12 - Oct 13
Total with taxes and fees
Days Inn by Wyndham Chincoteague Island
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.

12. 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
2 Mi to Downtown: Tranquil Abode in Chincoteague!
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, 1.8 mi from Deep Hole
8.8 out of 10, Excellent, (637 reviews)
"Beautiful room and a fun stay!"
United States
rich
$101 nightly
The price is $114
Oct 4 - Oct 5
Total with taxes and fees
Anchor Inn

14. Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1 mi from Deep Hole
7.2 out of 10, Good, (830 reviews)
"Quiet place next to everything in town"
United States
Dania
$110 nightly
The price is $124
Sep 23 - Sep 24
Total with taxes and fees
Maddox Inn
A swimming pool with lounge chairs and a gazebo.

15. Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 2 mi from Deep Hole
6.8 out of 10, (456 reviews)
"As always, we had a very quiet & relaxing stay. It was exciting to see that the Inn is being renovated & updated! Looking forward to our stay in spring."
United States
Bette
$85 nightly
The price is $95
Sep 23 - Sep 24
Total with taxes and fees
Birchwood Inn
A waterfront house with a balcony, dock, and a view of the water.

16. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.2 mi from Deep Hole
9.8 out of 10, Exceptional, (645 reviews)
"Excellent place to stay. Clean, convenient, comfortable."
United States
Debra
$224 nightly
The price is $252
Oct 18 - Oct 19
Total with taxes and fees
Key West Cottages

17. 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, (328 reviews)
"Superior views of the bay, very dog friendly"
United States
Angela
$181 nightly
The price is $203
Sep 23 - Sep 24
Total with taxes and fees
Blufin Bungalows & Marina
A modern lobby with a reception desk, seating area, and artwork on the walls.

18. 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, (998 reviews)
"Beautiful clean hotel great breakfast and breakfast staff great staff all together!"
United States
alexis
$127 nightly
The price is $142
Sep 27 - Sep 28
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.

19. Econo Lodge Pocomoke City Hwy 13

Econo Lodge Pocomoke City Hwy 13
2.0 star property
12.1 mi from Deep Hole
5.4 out of 10, (845 reviews)
"Nice staff, helped out when needed"
United States
Deidre
$59 nightly
The price is $66
Oct 14 - Oct 15
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.

20. 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, (84 reviews)
"Budget Friendly, Clean Room that allowed Pets. Perfect for what we needed it for."
United States
Christina
$75 nightly
The price is $84
Oct 1 - Oct 2
Total with taxes and fees
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.
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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 group of horses grazing in a lush green field with a river in the foreground.
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.

A coastal landscape with a clear blue sky, a calm sea, and a marshy area with water reflecting the sky.

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

Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island

10/10 Excellent
"Well maintained, but an older property. Nice breakfast, great staff. As close as you can get to the National Park"
Jeffrey 3-night trip
Posted 3 hours ago
Spark by Hilton 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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