Hotels in Deep Hole

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Tonight
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Where to stay in Deep Hole?

A waterfront hotel with a wooden deck, grassy lawn, and multiple balconies.
A beach with wide sandy shores and gentle waves.
A wooden boardwalk leading to a waterfront property with a white building and a grassy area.
An indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

1. Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort
Downtown Chincoteague, 1.9 km from Deep Hole
United States
Francisco
$119
$135 total
includes taxes & fees
Oct 25 - Oct 26
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.
A hotel lobby with multiple seating areas, including tables and chairs, a television, and large windows allowing natural light.
A hotel lobby with a chandelier, wooden furniture, and a coffee station.
An indoor swimming pool with clear blue water, surrounded by large windows and sunlit seating areas.

2. Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront
Downtown Chincoteague, 2 km from Deep Hole
United States
MAEN
$110
$123 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn & Suites Chincoteague Waterfront
A hot tub in a room with large windows overlooking a water body and grassy area.
A gym with exercise equipment, a hot tub, and a wicker chair.
A covered outdoor seating area with wicker furniture and a view of a calm body of water.
A large, two-story house with a front porch and a covered entryway.

3. Waterside Inn

Waterside Inn
Downtown Chincoteague, 2.9 km from Deep Hole
United States
Dwain
$61
$69 total
includes taxes & fees
Oct 18 - Oct 19
Waterside Inn
A multi-story hotel with a blue roof, located near a marina with boats docked.
A modern lobby with a wooden sofa, teal ottomans, and a striped wall.
A swimming pool with lounge chairs and a view of the sunset over the water.
A modern lobby with a wooden bench, blue ottomans, and a colorful abstract painting.

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

Marina Bay Hotel & Suites, an Ascend Collection Hotel
Downtown Chincoteague, 2.8 km from Deep Hole
United States
Donna
$84
$110 total
includes taxes & fees
Oct 25 - Oct 26
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.
A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped garden and a building.
A modern kitchen with a central island, a microwave, and a coffee station.
A reception desk with a wooden finish, a large abstract artwork above it, and a 'Hilton Honors' sign.

5. Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island
Piney Island, 1.6 km from Deep Hole
United States
Tia
$81
$91 total
includes taxes & fees
Oct 12 - Oct 13
Spark by Hilton Chincoteague Island
A waterfront hotel with multiple balconies, a dock, and a calm water body.
A deck with outdoor seating and umbrellas, overlooking a pool.
A marina with a docked boat, wooden seating areas, and palm trees.
A modern living room with a stone fireplace, comfortable seating, and a large window offering a view of trees.

6. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Downtown Chincoteague, 2.5 km from Deep Hole
United States
Susan
$119
$134 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
A hotel room with a bed, a sofa, a desk, and a radiator.
A multi-story building with balconies, a fenced area with a gazebo, and a red umbrella.
A reception desk with a wooden panel, a black door, and a framed picture of horses.
A swimming pool with lounge chairs and a gazebo.

7. Chincoteague Inn

Chincoteague Inn
Downtown Chincoteague, 1.2 km from Deep Hole
United States
Grace
$79
$89 total
includes taxes & fees
Oct 1 - Oct 2
Chincoteague Inn
A swimming pool with lounge chairs and a beach ball.
A room with two grey armchairs, a small round table with a vase of flowers, and a view of trees through a large window.
A bedroom with two beds, a nightstand, a lamp, a chair, a table with a vase, and a window with curtains.
A porch with wooden chairs and binoculars, overlooking a fenced area with trees and a white animal.

8. Refuge Inn

Refuge Inn
Piney Island, 1.5 km from Deep Hole
United States
Patricia
$147
$165 total
includes taxes & fees
Oct 11 - Oct 12
Refuge Inn
A pool area with a building that has a covered patio and a gazebo.
A reception desk with a 'WELCOME' sign, a 'Life is Better at the Beach' banner, and a display of travel brochures.
A house with a covered patio area, a lawn, and a birdhouse.
A wooden cabin room with a bed, a chair, a desk, and a wardrobe.

9. Atlantic Shores Inn and Suites

Atlantic Shores Inn and Suites
Downtown Chincoteague, 1.3 km from Deep Hole
United States
Ana
$89
$100 total
includes taxes & fees
Sep 30 - Oct 1
Atlantic Shores Inn and Suites
A large two-story house with a balcony, a covered patio, and a view of the water.
A garden with a water feature and dense greenery.
A rectangular swimming pool surrounded by a white picket fence, with lounge chairs and umbrellas.
A gym with various exercise machines, benches, and a view of the outdoors through large windows.

10. Island Resort

Island Resort
Downtown Chincoteague, 1.7 km from Deep Hole
United States
Anna
$130
$146 total
includes taxes & fees
Oct 16 - Oct 17
Island Resort
A swimming pool with lounge chairs and a view of a sunset over water.
A modern restaurant with a mix of seating options including booths and tables, a bar area, and a visible staircase leading to an upper level.
A waterfront hotel with a pool, outdoor seating, and a dock with boats.
A covered outdoor area with a view of boats and a marina.

11. Anchor Inn

Anchor Inn
Downtown Chincoteague, 2.8 km from Deep Hole
United States
Maksym
$101
$114 total
includes taxes & fees
Oct 4 - Oct 5
Anchor Inn
A spacious dining area with multiple tables and chairs, a television mounted on an orange wall, and a statue in the center.
A hotel room with two beds, a wooden headboard, a television, and a window with curtains.
A hotel with a central building, a covered outdoor seating area, and a parking lot.
Pool

12. Days Inn by Wyndham Chincoteague Island

Days Inn by Wyndham Chincoteague Island
Piney Island, 1.4 km from Deep Hole
United States
Ashley
$73
$82 total
includes taxes & fees
Oct 28 - Oct 29
Days Inn by Wyndham Chincoteague Island
Beach
Living area
Room
Room

13. Maddox Inn

Maddox Inn
Downtown Chincoteague, 1.6 km from Deep Hole
United States
Kathleen
$110
$124 total
includes taxes & fees
Sep 30 - Oct 1
Maddox Inn
A swimming pool with lounge chairs and a gazebo.
A bathroom with a bathtub, toilet, and sink.
A room with two beds, a kitchenette, a dining table with chairs, a window with curtains, and a lamp.
A building with a covered porch, white columns, and a brick facade.

14. Birchwood Inn

Birchwood Inn
Downtown Chincoteague, 3.2 km from Deep Hole
United States
Lanny
$89
$105 total
includes taxes & fees
Sep 30 - Oct 1
Birchwood Inn
A waterfront house with a balcony, dock, and a view of the water.
A spacious kitchen with a large window, a dining area with a table and chairs, and a living area with a sofa and cushions.
A person making a heart shape with their hands against a sunset at the beach.
A row of beach houses with white railings and steps leading down to the water.

15. Key West Cottages

Key West Cottages
Downtown Chincoteague, 1.9 km from Deep Hole
United States
Green's
$215
$242 total
includes taxes & fees
Sep 30 - Oct 1
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.
A spacious living area with a wooden staircase, wicker furniture, and artwork on the walls.
A covered porch with wooden furniture, including chairs and a table, and large windows along the walls.
A modern kitchen with white cabinetry, a wooden accent wall, a built-in oven, and a large island with a bowl.

16. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
Up the Neck, 1.5 km from Deep Hole
$102
$341 total
includes taxes & fees
Sep 30 - Oct 1
2 Mi to Downtown: Tranquil Abode in Chincoteague!
Exterior
A beachside deck with two blue Adirondack chairs, a green table, and a 'STAY OFF ROCKS' sign.
A beach with a palm tree, blue chairs, and a small table.
A coastal house with a wooden deck, large windows, and a view of the water.

17. Blufin Bungalows & Marina

Blufin Bungalows & Marina
Down the Marsh, 5.4 km from Deep Hole
United States
stephanie
$152
$227 total
includes taxes & fees
Oct 13 - Oct 14
Blufin Bungalows & Marina
A modern lobby with a reception desk, seating area, and artwork on the walls.
A modern restaurant with booths and tables, a kitchen area, and a large window.
A hotel room with a large bed, bedside lamps, a nightstand, a window with blinds, and a wall-mounted abstract painting.
Exterior

18. Best Western Plus Pocomoke City

Best Western Plus Pocomoke City
23.6 km from Deep Hole
United States
Karen
$127
$142 total
includes taxes & fees
Oct 11 - Oct 12
Best Western Plus Pocomoke City
A reception area with a wooden cabinet, a green sofa, and a black reception desk.
A green trash bin with a recycling symbol and a sign above it that reads "PET WASTE STATION" with an illustration of a person and a dog.
A small bathroom with a bathtub, toilet, and a shower curtain.
A two-story motel with a flat roof, large windows, and a well-maintained lawn.

19. Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD
21 km from Deep Hole
United States
Jennifer
$75
$84 total
includes taxes & fees
Oct 4 - Oct 5
Studio 6 Suites Pocomoke City, MD
A lobby with a tiled floor, a vending machine, a refrigerator, and a lamp.
A building with a covered walkway, a parked car, and a clear sky.
A hotel lobby with a green carpet, wooden furniture, a reception desk, vending machines, and a refrigerator.
A building with a modern architectural design, featuring a large entrance with glass doors, a flat roof, and a number '1540' displayed on the facade.

20. Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD
21 km from Deep Hole
United States
Zarah
$70
$78 total
includes taxes & fees
Oct 1 - Oct 2
Motel 6 Pocomoke City, MD
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Our prices for hotels in Chincoteague are cheapest in January
Price trends for hotels in Chincoteague
Pricing is based on two traveler single night rates
View properties in September
Typical weather for Chincoteague
September
High 25°C / low 20°C. Sunny most days.
View properties in September
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Monthly weather averages (˚C)

Check out reviews of Deep Hole hotels guests love

Refuge Inn

Refuge Inn

10/10 Excellent
"Great place with a quiet but convenient location for biking and beach access. Only downside is the breakfast, which is delivered in a bag and contains the type of soggy stuff found in your local 7-11 ... but there is a McDonalds next door for better choices."
Richard 1-night trip
Posted 22 hours ago
Refuge Inn
Chincoteague Inn

Chincoteague Inn

10/10 Excellent
"Perfect place to stay for a girls weekend!"
Sarah 2-night trip
Posted 1 day ago
Chincoteague Inn
Marina Bay Hotel & Suites, an Ascend Collection Hotel

Marina Bay Hotel & Suites, an Ascend Collection Hotel

8/10 Good
"Was told I received a complimentary upgrade at check-in when I originally booked a room with a King and our so called “complimentary upgrade” was a room with two queens. I would’ve complained had we not stayed in places with separate beds before. There was a wedding party there and when they returned after the wedding in the evening, they were quite drunk and disorderly yelling through the halls. The walls were very thin. Could hear our neighbors consistently. Was disappointed that the floors were sticky and the shampoo, body wash holders were empty. Cleaning was very lackluster. Nice hotel overall though."
Kathleen 2-night trip
Posted 2 days ago
Marina Bay Hotel & Suites, an Ascend Collection Hotel
Key West Cottages

Key West Cottages

10/10 Excellent
"This is a 10/10 stay. Beautiful cottages, amazing views. Location is pristine! Must book!"
Kayla 2-night trip
Posted 4 days ago
Key West Cottages
Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island

8/10 Good
"Nice location next to park entrance."
stanley 2-night trip
Posted 6 days ago
Spark by Hilton Chincoteague Island
Find out more about Deep Hole