Hotels in Assawoman

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Where to stay in Assawoman?

A hot tub in a room with large windows overlooking a water body and grassy area.

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

A covered outdoor seating area with wicker furniture and a view of a calm body of water.

A gym with exercise equipment, a hot tub, and a wicker chair.

1. Waterside Inn

Downtown Chincoteague

$69

$77 total

includes taxes & fees

Oct 14 - Oct 15

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

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

Downtown Chincoteague

$93

$119 total

includes taxes & fees

Oct 4 - Oct 5

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.

3. Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague

$129

$146 total

includes taxes & fees

Oct 12 - Oct 13

A spacious indoor area with a white sofa set, round tables, and large windows offering views of the outdoors.

A reception desk with a wooden finish, a large abstract artwork above it, and a 'Hilton Honors' sign.

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

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

4. Spark by Hilton Chincoteague Island

Piney Island

$99

$111 total

includes taxes & fees

Oct 12 - Oct 13

A covered outdoor area with a table and chairs, overlooking a body of water with a bridge in the distance.

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

A hotel lobby with multiple seating areas, including tables and chairs, a television, and large windows allowing natural light.

A hotel room with a large bathtub, a bed, a desk, and a mirror.

5. Hampton Inn & Suites Chincoteague Waterfront

Downtown Chincoteague

$130

$147 total

includes taxes & fees

Oct 7 - Oct 8

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 porch with wooden chairs and binoculars, overlooking a fenced area with trees and a white animal.

6. Refuge Inn

Piney Island

$159

$179 total

includes taxes & fees

Oct 12 - Oct 13

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

A modern living room with a stone fireplace, comfortable seating, and a large window offering a view of trees.

A deck with outdoor seating and umbrellas, overlooking a pool.

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

7. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Downtown Chincoteague

$143

$161 total

includes taxes & fees

Sep 27 - Sep 28

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

A beach with a palm tree, blue chairs, and a small table.

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

8. Blufin Bungalows & Marina

Down the Marsh

$144

$217 total

includes taxes & fees

Sep 16 - Sep 17

A spacious dining area with multiple tables and chairs, a television mounted on an orange wall, and a statue in the center.

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

A hotel room with two beds, a wooden headboard, a television, and a window with curtains.

9. Days Inn by Wyndham Chincoteague Island

Piney Island

$81

$91 total

includes taxes & fees

Sep 27 - Sep 28

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

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.

10. Best Western Plus Pocomoke City

Pocomoke City

$127

$142 total

includes taxes & fees

Sep 17 - Sep 18

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

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.

11. Anchor Inn

Downtown Chincoteague

$101

$114 total

includes taxes & fees

Oct 4 - Oct 5

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

A wooden cabin room with a bed, a chair, a desk, and a wardrobe.

A house with a covered patio area, a lawn, and a birdhouse.

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

12. Atlantic Shores Inn and Suites

Downtown Chincoteague

$89

$100 total

includes taxes & fees

Sep 15 - Sep 16

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 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.

13. Island Resort

Downtown Chincoteague

$150

$168 total

includes taxes & fees

Sep 15 - Sep 16

A spacious lobby with a curved reception desk, a seating area with a sofa, and a patterned carpet.

A hotel room with two beds, a desk, a chair, a window with curtains, and a wall-mounted lamp.

A swimming pool with a 'NO DIVING' sign, surrounded by lounge chairs and umbrellas.

An outdoor patio area with a pool, seating, and umbrellas.

14. Econo Lodge Pocomoke City Hwy 13

Pocomoke City

$59

$66 total

includes taxes & fees

Oct 4 - Oct 5

A swimming pool with lounge chairs and a gazebo.

A bathroom with a bathtub, toilet, and sink.

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

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

15. Birchwood Inn

Downtown Chincoteague

$82

$97 total

includes taxes & fees

Oct 1 - Oct 2

A hotel room with a bed, a sofa, a desk, and a radiator.

A beach with dark sand and scattered shells.

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

16. Chincoteague Inn

Downtown Chincoteague

$89

$100 total

includes taxes & fees

Sep 27 - Sep 28

17. Maddox Inn

Downtown Chincoteague

$110

$124 total

includes taxes & fees

Sep 15 - Sep 16

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 two-story motel with a flat roof, large windows, and a well-maintained lawn.

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

18. Studio 6 Suites Pocomoke City, MD

Pocomoke City

$75

$84 total

includes taxes & fees

Sep 20 - Sep 21

A large, two-story house with a porch and a garden with purple flowers.

A grand staircase with a wooden railing and a carpeted landing.

A covered patio with a fire feature, seating, and a view of the surrounding area.

A breakfast table set with a mug, plates of food, a pitcher, and a glass of orange juice.

19. Garden and Sea Inn

New Church

$189

$208 total

includes taxes & fees

Oct 15 - Oct 16

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 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.

20. Key West Cottages

Downtown Chincoteague

$242

$272 total

includes taxes & fees

Sep 15 - Sep 16

View all properties

Go beyond your typical stay in Assawoman

Pet friendly

Pool

Family friendly

Cottage

Check out reviews of Assawoman hotels guests love

Birchwood Inn

8/10 Good

"It was great , very informative convenient"

Spark by Hilton Chincoteague Island

10/10 Excellent

"We were on a 2 week vacation with and this hotel was by far the best place I stayed in."

Chincoteague Bay RV Resort & Cottages

10/10 Excellent

"Pet friendly"

Maddox Inn

10/10 Excellent

"Not high end but very comfortable with a great coffee and pastry shop right next door. Pool was clean and comfortable! I’d stay there again."

Waterside Inn

8/10 Good

"Staff was nice and the breakfast was a good deal. The view was worth the stay"

Marina Bay Hotel & Suites, an Ascend Collection Hotel

8/10 Good

"Clean rooms. Nice views. Friendly staff"

Hampton Inn & Suites Chincoteague Waterfront

10/10 Excellent

"Beautiful property and the balcony on the water was great. Staff was incredibly friendly and helpful."

Blufin Bungalows & Marina

10/10 Excellent

"Accommodations at the Blufin Bungalows were excellent. Staying on a houseboat was such a fun experience. Nothing beats being lulled to sleep by a rocking boat. The screened-in porch was a lovely place to enjoy our morning coffee and breakfast. The check-in was seemless. I would definitely stay there again."

Comfort Suites Chincoteague Island Bayfront Resort

10/10 Excellent

"Large clean room with excellent view. Comfortable bed. Walking distance to several restaurants. Would stay again"

Frequently asked questions

What hotels do travelers recommend in Assawoman?

Guests like Waterside Inn, Chincoteague Inn and Comfort Suites Chincoteague Island Bayfront Resort.

Can I book a refundable hotel in Assawoman?

If you're looking for the flexibility to change your plans to Assawoman, most properties provide refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Assawoman be like during my trip?

The warmest months in Assawoman are usually July and August with an average temp of 75°F. January and February are the chilliest months when the average temp is 43°F. The rainiest months are October and August.

Why should I book my Assawoman hotel through Hotels.com?

There are plenty of reasons to book your Assawoman travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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