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Deep Hole Hotels, Chincoteague

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Check prices for these dates

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov

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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, (1,000 reviews)
"Very good, clean and nice people 100% recommend it."
United States
Diego
The price is NZ$200
includes taxes & fees
29 Nov - 30 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, (832 reviews)
"Great view, lovely staff, delicious breakfast !"
United States
Jessica
The price is NZ$196
includes taxes & fees
29 Nov - 30 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, (657 reviews)
"Great staff, beautiful view of the bay & a nice hot breakfast buffet"
United States
Dianne
The price is NZ$237
includes taxes & fees
5 Nov - 6 Nov
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, (1,003 reviews)
"Very nice hotel! The decor was really unique and the staff were very helpful! Would definitely recommend!"
United States
Kimberly
The price is NZ$161
includes taxes & fees
22 Nov - 23 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, (827 reviews)
"The staff and amenities were excellent at this hotel. The views were also beautiful. Right across the street or all the shops you need for peeing suits, renting bikes, etc."
United States
Patricia
The price is NZ$168
includes taxes & fees
12 Nov - 13 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, (1,006 reviews)
"Clean room, great waterview, nice breakfast, plenty of parking. Rooms are outdated, but very spacious. Beds are comfy and it was a peaceful stay."
United States
Wendy
The price is NZ$110
includes taxes & fees
12 Nov - 13 Nov
Waterside Inn
A swimming pool with lounge chairs and a beach ball.

7. Refuge Inn

Refuge Inn
3.0 star property
Piney Island, 1.5 km from Deep Hole
9.8 out of 10, Exceptional, (1,000 reviews)
"There are so many things we loved about this place, location, breakfast amenities, the rooms were clean and of course the ponies on the property. We would definitely stay here again."
United States
Karen
The price is NZ$185
includes taxes & fees
1 Dec - 2 Dec
Refuge Inn
A waterfront house with a balcony, dock, and a view of the water.

8. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague, 1.9 km from Deep Hole
9.8 out of 10, Exceptional, (669 reviews)
"First time here and we absolutely loved it."
United States
Melissa
The price is NZ$226
includes taxes & fees
2 Dec - 3 Dec
Key West Cottages
A hotel room with a bed, a sofa, a desk, and a radiator.

9. 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$168
includes taxes & fees
2 Nov - 3 Nov
Chincoteague Inn
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$160
includes taxes & fees
2 Nov - 3 Nov
Atlantic Shores Inn and Suites
A compact kitchenette with a built-in refrigerator, a coffee maker, and a sink with a granite countertop.

11. sea shell motel

sea shell motel
2.0 star property
2.2 km from Deep Hole
10.0 out of 10, Exceptional, (2 reviews)
"Though not overly fancy, the room decor and furnishings were pleasant, and the room was clean and well-maintained. The beds and linen were comfortable. No breakfast was included, but the refrigerator was larger than expected, and the motel is located within walking distance to eateries. The location is quiet yet convenient. Overall, it was a pleasant stay and an excellent off-season value."
United States
Edmund
The price is NZ$101
includes taxes & fees
8 Nov - 9 Nov
sea shell motel
A spacious dining area with multiple tables and chairs, a television mounted on an orange wall, and a statue in the center.

12. 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$129
includes taxes & fees
29 Nov - 30 Nov
Days Inn by Wyndham Chincoteague Island
A large two-story house with a balcony, a covered patio, and a view of the water.

13. Island Resort

Island Resort
2.0 star property
Downtown Chincoteague, 1.7 km from Deep Hole
9.2 out of 10, Wonderful, (488 reviews)
"Clean and comfortable rooms, beautiful views. Friendly staff"
United States
Brenda
The price is NZ$259
includes taxes & fees
2 Nov - 3 Nov
Island Resort
Beach

14. Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague, 1.6 km from Deep Hole
7.4 out of 10, Good, (845 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$153
includes taxes & fees
1 Dec - 2 Dec
Maddox Inn
A modern lobby with a reception desk, seating area, and artwork on the walls.

15. 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, (1,002 reviews)
"Bed was comfortable, everything was clean, staff are very helpful and nice."
United States
Rachel
The price is NZ$191
includes taxes & fees
1 Dec - 2 Dec
Best Western Plus Pocomoke City
A large, two-story house with a porch and a garden with purple flowers.

16. 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)
"Grace was an unbelievable host...saw to our needs, can not say enough POSITIVE about this B&B....would love to find an excuse to return. "
United States
Douglas
The price is NZ$390
includes taxes & fees
2 Nov - 3 Nov
Garden and Sea Inn
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
5.6 out of 10, (860 reviews)
"This is a place suitable for people on a tighter budget."
United States
Rong
The price is NZ$116
includes taxes & fees
22 Nov - 23 Nov
Econo Lodge Pocomoke City Hwy 13
A reception area with a wooden cabinet, a green sofa, and a black reception desk.

18. Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD
2.0 star property
21 km from Deep Hole
7.6 out of 10, Good, (96 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$149
includes taxes & fees
7 Nov - 8 Nov
Studio 6 Suites Pocomoke City, MD
A lobby with a tiled floor, a vending machine, a refrigerator, and a lamp.

19. 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$139
includes taxes & fees
3 Nov - 4 Nov
Motel 6 Pocomoke City, MD
A brick pathway leading to a pool area with a fence and potted plants.

20. Cypress River Inn & Spa

Cypress River Inn & Spa
5.0 star property
26.9 km from Deep Hole
8.6 out of 10, Excellent, (8 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$398
includes taxes & fees
2 Nov - 3 Nov
Cypress River Inn & Spa
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

Compare top hotels in Deep Hole

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

Comfort Suites Chincoteague Island Bayfront Resort

2.5 star property
Downtown Chincoteague, 1.9 km from Deep Hole
View
A covered outdoor area with a table and chairs, overlooking a body of water with a bridge in the distance.

Hampton Inn & Suites Chincoteague Waterfront

2.5 star property
Downtown Chincoteague, 2 km from Deep Hole
View
A waterfront hotel with multiple balconies, a dock, and a calm water body.

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

3.0 star property
Downtown Chincoteague, 2.5 km from Deep Hole
View
A multi-story hotel with a blue roof, located near a marina with boats docked.

Marina Bay Hotel & Suites, an Ascend Collection Hotel

2.5 star property
Downtown Chincoteague, 2.8 km from Deep Hole
View
A spacious indoor area with a white sofa set, round tables, and large windows offering views of the outdoors.

Spark by Hilton Chincoteague Island

2.5 star property
Piney Island, 1.6 km from Deep Hole
View
9.6
Exceptional
1,000 reviews
9.8
Exceptional
832 reviews
9.2
Wonderful
657 reviews
9.0
Wonderful
1,003 reviews
9.6
Exceptional
827 reviews
The price is NZ$200
includes taxes & fees
29 Nov - 30 Nov
The price is NZ$196
includes taxes & fees
29 Nov - 30 Nov
The price is NZ$237
includes taxes & fees
5 Nov - 6 Nov
The price is NZ$161
includes taxes & fees
22 Nov - 23 Nov
The price is NZ$168
includes taxes & fees
12 Nov - 13 Nov
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • No WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking

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

Key West Cottages

Key West Cottages

10/10 Excellent
"First time on the island and will definitely be back to Key West Cottages."
Anonymous traveller 3-night trip
Posted 19 hours ago
Key West Cottages

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 programme—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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