Hotels in Deep Hole

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Where to stay in Deep Hole?

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

An indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

A beach with wide sandy shores and gentle waves.

A multi-story hotel with a 'Comfort Suites' sign, featuring balconies and a well-maintained lawn.

1. Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague, 1.9 km from Deep Hole

Francisco

$119

$135 total

includes taxes & fees

Oct 25 - Oct 26

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.

An indoor swimming pool with clear blue water, surrounded by large windows and sunlit seating areas.

A covered walkway with a brick pattern leading to a building entrance.

2. Hampton Inn & Suites Chincoteague Waterfront

Downtown Chincoteague, 2 km from Deep Hole

MAEN

$110

$123 total

includes taxes & fees

Oct 25 - Oct 26

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 large, two-story house with a front porch and a covered entryway.

A view of a pier extending into calm water, viewed from a room with a table and a vase.

3. Waterside Inn

Downtown Chincoteague, 2.9 km from Deep Hole

Dwain

$61

$69 total

includes taxes & fees

Oct 18 - Oct 19

A multi-story hotel with a blue roof, located near a marina with boats docked.

A modern restaurant with a bar area, seating arrangements, and a patterned ceiling.

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

Downtown Chincoteague, 2.8 km from Deep Hole

Donna

$84

$110 total

includes taxes & fees

Oct 25 - Oct 26

A hotel with a covered outdoor seating area, a fire feature, and a pool.

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

A balcony with two green Adirondack chairs and a small table, overlooking a landscaped area with a pool and umbrellas.

A modern kitchen with a central island, a microwave, and a coffee station.

5. Spark by Hilton Chincoteague Island

Piney Island, 1.6 km from Deep Hole

Tia

$81

$91 total

includes taxes & fees

Oct 12 - Oct 13

A waterfront hotel with multiple balconies, a dock, and a calm water body.

A marina with a docked boat, wooden seating areas, and palm trees.

A hotel lobby with two armchairs, a reception desk, and a wall with a blue pattern.

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

Downtown Chincoteague, 2.5 km from Deep Hole

Susan

$119

$134 total

includes taxes & fees

Oct 25 - Oct 26

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 swimming pool with lounge chairs and a gazebo.

A reception desk with a wooden panel, a black door, and a framed picture of horses.

7. Chincoteague Inn

Downtown Chincoteague, 1.2 km from Deep Hole

Grace

$79

$89 total

includes taxes & fees

Oct 1 - Oct 2

A swimming pool with lounge chairs and a beach ball.

A round table with a plate of food, two mugs, and two glasses of orange juice on a balcony.

A bedroom with two beds, a nightstand, a lamp, a chair, a table with a vase, and a window with curtains.

A room with two grey armchairs, a small round table with a vase of flowers, and a view of trees through a large window.

8. Refuge Inn

Piney Island, 1.5 km from Deep Hole

Patricia

$147

$165 total

includes taxes & fees

Oct 11 - Oct 12

A pool area with a building that has a covered patio and a gazebo.

A living room with a red sofa, a red armchair, a glass coffee table, and a TV mounted on the wall.

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

Downtown Chincoteague, 1.3 km from Deep Hole

Ana

$89

$100 total

includes taxes & fees

Sep 30 - Oct 1

A large two-story house with a balcony, a covered patio, and a view of the water.

A balcony with two chairs and a view of a calm body of water with a small island.

A gym with various exercise machines, benches, and a view of the outdoors through large windows.

A rectangular swimming pool surrounded by a white picket fence, with lounge chairs and umbrellas.

10. Island Resort

Downtown Chincoteague, 1.7 km from Deep Hole

Anna

$130

$146 total

includes taxes & fees

Oct 16 - Oct 17

A swimming pool with lounge chairs and a view of a sunset over water.

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.

A pier extending into calm waters with a sunset in the background.

11. Anchor Inn

Downtown Chincoteague, 2.8 km from Deep Hole

Maksym

$101

$114 total

includes taxes & fees

Oct 4 - Oct 5

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 gazebo with outdoor seating, a small tree, and a building in the background.

12. Days Inn by Wyndham Chincoteague Island

Piney Island, 1.4 km from Deep Hole

Ashley

$73

$82 total

includes taxes & fees

Oct 28 - Oct 29

13. Maddox Inn

Downtown Chincoteague, 1.6 km from Deep Hole

Kathleen

$110

$124 total

includes taxes & fees

Sep 30 - Oct 1

A building with a covered porch, white columns, and a brick facade.

A wooden pier extending into calm water with the sun setting in the background.

A room with two beds, a kitchenette, a dining table with chairs, a window with curtains, and a lamp.

14. Birchwood Inn

Downtown Chincoteague, 3.2 km from Deep Hole

Lanny

$89

$105 total

includes taxes & fees

Sep 30 - Oct 1

A waterfront house with a balcony, dock, and a view of the water.

A row of colorful cabins with a swimming pool in the foreground.

A row of beach houses with white railings and steps leading down to the water.

A person making a heart shape with their hands against a sunset at the beach.

15. Key West Cottages

Downtown Chincoteague, 1.9 km from Deep Hole

Green's

$215

$242 total

includes taxes & fees

Sep 30 - Oct 1

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 two-story house with a red door, a front porch, and a tree in the foreground.

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.

16. 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

A marina with several houseboat-style accommodations docked in calm water.

A coastal house with a wooden deck, large windows, and a view of the water.

A beachside deck with two blue Adirondack chairs, a green table, and a 'STAY OFF ROCKS' sign.

17. Blufin Bungalows & Marina

Down the Marsh, 5.4 km from Deep Hole

stephanie

$152

$227 total

includes taxes & fees

Oct 13 - Oct 14

A modern lobby with a reception desk, seating area, and artwork on the walls.

A hotel room with a large bed, bedside lamps, a nightstand, a window with blinds, and a wall-mounted abstract painting.

A hotel room with a bed, a sofa, a TV, a desk, and a large window.

A modern restaurant with booths and tables, a kitchen area, and a large window.

18. Best Western Plus Pocomoke City

23.6 km from Deep Hole

Karen

$127

$142 total

includes taxes & fees

Oct 11 - Oct 12

A reception area with a wooden cabinet, a green sofa, and a black reception desk.

A small bathroom with a bathtub, toilet, and a shower curtain.

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 hotel room with a bed, a desk, a chair, a television mounted on the wall, and a door with curtains.

19. Studio 6 Suites Pocomoke City, MD

21 km from Deep Hole

Jennifer

$75

$84 total

includes taxes & fees

Oct 4 - Oct 5

A lobby with a tiled floor, a vending machine, a refrigerator, and a lamp.

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.

A hotel room with a television, two beds, a desk, and a chair.

A hotel lobby with a green carpet, wooden furniture, a reception desk, vending machines, and a refrigerator.

20. Motel 6 Pocomoke City, MD

21 km from Deep Hole

Zarah

$70

$78 total

includes taxes & fees

Oct 1 - Oct 2

View all properties

Our prices for hotels in Chincoteague are cheapest in January

Check out reviews of Deep Hole hotels guests love

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."

Chincoteague Inn

10/10 Excellent

"Perfect place to stay for a girls weekend!"

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."

Key West Cottages

10/10 Excellent

"This is a 10/10 stay. Beautiful cottages, amazing views. Location is pristine! Must book!"

Spark by Hilton Chincoteague Island

8/10 Good

"Nice location next to park entrance."

Find out more about Deep Hole

Hotels in Deep Hole

Room 1

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Deep Hole?

1. Comfort Suites Chincoteague Island Bayfront Resort

2. Hampton Inn & Suites Chincoteague Waterfront

3. Waterside Inn

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

5. Spark by Hilton Chincoteague Island

6. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

7. Chincoteague Inn

8. Refuge Inn

9. Atlantic Shores Inn and Suites

10. Island Resort

11. Anchor Inn

12. Days Inn by Wyndham Chincoteague Island

13. Maddox Inn

14. Birchwood Inn

15. Key West Cottages

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

17. Blufin Bungalows & Marina

18. Best Western Plus Pocomoke City

19. Studio 6 Suites Pocomoke City, MD

20. Motel 6 Pocomoke City, MD

Typical weather for Chincoteague

Check out reviews of Deep Hole hotels guests love

Refuge Inn

Chincoteague Inn

Marina Bay Hotel & Suites, an Ascend Collection Hotel

Key West Cottages

Spark by Hilton Chincoteague Island

Hotels in Deep Hole

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Deep Hole?

1. Comfort Suites Chincoteague Island Bayfront Resort

2. Hampton Inn & Suites Chincoteague Waterfront

3. Waterside Inn

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

5. Spark by Hilton Chincoteague Island

6. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

7. Chincoteague Inn

8. Refuge Inn

9. Atlantic Shores Inn and Suites

10. Island Resort

11. Anchor Inn

12. Days Inn by Wyndham Chincoteague Island

13. Maddox Inn

14. Birchwood Inn

15. Key West Cottages

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

17. Blufin Bungalows & Marina

18. Best Western Plus Pocomoke City

19. Studio 6 Suites Pocomoke City, MD

20. Motel 6 Pocomoke City, MD

Price trends for hotels in Chincoteague

Typical weather for Chincoteague

Check out reviews of Deep Hole hotels guests love

Refuge Inn

Chincoteague Inn

Marina Bay Hotel & Suites, an Ascend Collection Hotel

Key West Cottages

Spark by Hilton Chincoteague Island