Default HTG hotel image

Deep Hole Hotels, Chincoteague

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Filter by

Property class

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

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, (1,000 reviews)
"Best room on the island"
United States
Jeffrey
The price is NZ$230
includes taxes & fees
5 Nov - 6 Nov
Comfort Suites Chincoteague Island Bayfront Resort
A covered outdoor area with a table and chairs, overlooking a body of water with a bridge in the distance.

2. 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, (825 reviews)
"Great rooms, pleasant staff and great breakfast buffet"
United States
Karen
The price is NZ$204
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites Chincoteague Waterfront
A waterfront hotel with multiple balconies, a dock, and a calm water body.

3. 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, (649 reviews)
"Great staff, beautiful view of the bay & a nice hot breakfast buffet"
United States
Dianne
The price is NZ$238
includes taxes & fees
25 Oct - 26 Oct
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
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, 2.8 km from Deep Hole
9.0 out of 10, Wonderful, (1,000 reviews)
"The front desk staff was efficient, kind and understanding. I had a positive experience with Madison at the front desk. The facility is well maintained and clean."
United States
Michelle
The price is NZ$201
includes taxes & fees
8 Nov - 9 Nov
Marina Bay Hotel & Suites, an Ascend Collection Hotel
A spacious indoor area with a white sofa set, round tables, and large windows offering views of the outdoors.

5. 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, (823 reviews)
"Lovely, welcoming hotel."
Canada
Mary
The price is NZ$168
includes taxes & fees
5 Nov - 6 Nov
Spark by Hilton Chincoteague Island
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, 2.9 km from Deep Hole
9.0 out of 10, Wonderful, (1,002 reviews)
"Staff was nice and the breakfast was a good deal. The view was worth the stay"
United States
Genna
The price is NZ$109
includes taxes & fees
20 Oct - 21 Oct
Waterside Inn
A hotel room with a bed, a sofa, a desk, and a radiator.

7. 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)
"Large clean room, easy check in and out, great location and value for money"
United States
Amy
The price is NZ$158
includes taxes & fees
18 Oct - 19 Oct
Chincoteague Inn
A swimming pool with lounge chairs and a beach ball.

8. Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1.5 km from Deep Hole
9.8 out of 10, Exceptional, (1,005 reviews)
"Everything about our stay was excellent will definitely go back"
United States
Joe
The price is NZ$249
includes taxes & fees
1 Nov - 2 Nov
Refuge 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
9.2 out of 10, Wonderful, (484 reviews)
"Clean and comfortable rooms, beautiful views. Friendly staff"
United States
Brenda
The price is NZ$260
includes taxes & fees
16 Oct - 17 Oct
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, (1,000 reviews)
"Everything was great for an overnight stay, a bit off Rte 13, since we were just traveling through, but great staff and fine rustic room"
United States
Dave
The price is NZ$147
includes taxes & fees
14 Nov - 15 Nov
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, (1,000 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$141
includes taxes & fees
13 Nov - 14 Nov
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, (658 reviews)
"First time here and we absolutely loved it."
United States
Melissa
The price is NZ$387
includes taxes & fees
15 Oct - 16 Oct
Key West Cottages
Beach

13. Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.4 out of 10, Good, (842 reviews)
"This is an old-style, mom and pop hotel with lots of character, and the rooms are decent. I enjoyed my stay."
United States
Jeffrey
The price is NZ$155
includes taxes & fees
1 Nov - 2 Nov
Maddox Inn
A modern lobby with a reception desk, seating area, and artwork on the walls.

14. 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, (1,005 reviews)
"Beautiful clean hotel great breakfast and breakfast staff great staff all together!"
United States
alexis
The price is NZ$227
includes taxes & fees
1 Nov - 2 Nov
Best Western Plus Pocomoke City
A reception area with a wooden cabinet, a green sofa, and a black reception desk.

15. 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, (87 reviews)
"We stayed for one night and it was definitely a great place for it plus we got lost on where our room is and even though it was late the guy was very nice to still be nice and help us out(:"
United States
Brandon
The price is NZ$150
includes taxes & fees
19 Oct - 20 Oct
Studio 6 Suites Pocomoke City, MD
A lobby with a tiled floor, a vending machine, a refrigerator, and a lamp.

16. Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD
2.0 star property
21 km from Deep Hole
5.4 out of 10, (509 reviews)
"All the staff here is amazing. They are friendly and very friendly to help you."
United States
Debra
The price is NZ$140
includes taxes & fees
16 Oct - 17 Oct
Motel 6 Pocomoke City, MD
A spacious lobby with a curved reception desk, a seating area with a sofa, and a patterned carpet.

17. Econo Lodge Pocomoke City Hwy 13

Econo Lodge Pocomoke City Hwy 13
2.0 star property
19.5 km from Deep Hole
5.4 out of 10, (851 reviews)
"Nice staff, helped out when needed"
United States
Deidre
The price is NZ$117
includes taxes & fees
3 Nov - 4 Nov
Econo Lodge Pocomoke City Hwy 13
A brick pathway leading to a pool area with a fence and potted plants.

18. Cypress River Inn & Spa

Cypress River Inn & Spa
5.0 star property
26.9 km from Deep Hole
8.4 out of 10, Very good, (7 reviews)
"I fell in love with the charm of this Inn, I can't wait for the restaurant to be up and running so I can come back and stay."
United States
Hans
The price is NZ$377
includes taxes & fees
20 Oct - 21 Oct
Cypress River Inn & Spa
A swimming pool with lounge chairs and a gazebo.

19. Birchwood Inn

Birchwood Inn
2.5 star property
Downtown Chincoteague, 3.2 km from Deep Hole
6.8 out of 10, (460 reviews)
"It was very clean, and nice area"
United States
Aspen
Birchwood Inn
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 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

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 Assateague Point.

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 Museum of Chincoteague.

Top Deep Hole Hotel Reviews

Recent Reviews in Deep Hole

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City

10/10 Excellent
"Staff very friendly and helpful. Breakfast was yummy"
Holly 1-night trip
Posted 5 hours ago
Best Western Plus Pocomoke City

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.

Explore a world of travel with Expedia