Top 10 Hotels in Assawoman, VA (from $63) 2026 - Competitive Prices

Go beyond your typical stay in Assawoman

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Our top choices for Assawoman hotels

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

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.

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

1. Waterside Inn

Downtown Chincoteague

Reina

$56 nightly

$63 total

Oct 29 - Oct 30

Total with taxes and fees

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

A hotel lobby with a chandelier, wooden furniture, and a coffee station.

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.

2. Hampton Inn & Suites Chincoteague Waterfront

Downtown Chincoteague

Jessica

$102 nightly

$114 total

Nov 10 - Nov 11

Total with taxes and fees

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

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.

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

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

Downtown Chincoteague

Joset

$93 nightly

$105 total

Nov 1 - Nov 2

Total with taxes and fees

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.

4. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Downtown Chincoteague

Dianne

$119 nightly

$134 total

Oct 29 - Oct 30

Total with taxes and fees

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

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

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.

5. Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague

Diego

$103 nightly

$117 total

Nov 24 - Nov 25

Total with taxes and fees

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 beach with dark sand and scattered shells.

6. Chincoteague Inn

Downtown Chincoteague

Amy

$79 nightly

$89 total

Oct 25 - Oct 26

Total with taxes and fees

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

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

A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped garden and a building.

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

7. Spark by Hilton Chincoteague Island

Piney Island

Mary

$84 nightly

$95 total

Nov 5 - Nov 6

Total with taxes and fees

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

8. Best Western Plus Pocomoke City

Pocomoke City

Rachel

$105 nightly

$117 total

Nov 22 - Nov 23

Total with taxes and fees

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

Laura

$71 nightly

$80 total

Oct 30 - Oct 31

Total with taxes and fees

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

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

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

A reception desk with a modern design, a clock on the wall, and a framed picture above the door.

10. Econo Lodge Pocomoke City Hwy 13

Pocomoke City

Rong

$59 nightly

$66 total

Nov 24 - Nov 25

Total with taxes and fees

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

A reception desk with a 'WELCOME' sign, a 'Life is Better at the Beach' banner, and a display of travel brochures.

11. Atlantic Shores Inn and Suites

Downtown Chincoteague

Dave

$82 nightly

$92 total

Nov 23 - Nov 24

Total with taxes and fees

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

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

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.

12. Studio 6 Suites Pocomoke City, MD

Pocomoke City

Brandon

$75 nightly

$84 total

Oct 29 - Oct 30

Total with taxes and fees

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

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.

A building with a covered walkway, a parked car, and a clear sky.

13. Motel 6 Pocomoke City, MD

Pocomoke City

Debra

$70 nightly

$78 total

Oct 29 - Oct 30

Total with taxes and fees

14. Maddox Inn

Downtown Chincoteague

Jeffrey

$83 nightly

$94 total

Nov 23 - Nov 24

Total with taxes and fees

A swimming pool with lounge chairs and a beach ball.

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.

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

15. Refuge Inn

Piney Island

Karen

$124 nightly

$139 total

Nov 2 - Nov 3

Total with taxes and fees

A motel sign with the name 'Sea Shell Motel' and a seashell graphic.

A modern kitchen with a refrigerator, sink, and wooden cabinets.

A white building with a sign reading 'Sea Shell' and a small American flag.

A bedroom with a bed, a dresser, a television, a lamp, and a door.

16. sea shell motel

Chincoteague

$47 nightly

$53 total

Oct 31 - Nov 1

Total with taxes and fees

A room with a wooden dresser, a television, a mirror, a red chair, and a wooden desk with a lamp.

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.

17. Island Resort

Downtown Chincoteague

Brenda

$130 nightly

$146 total

Oct 25 - Oct 26

Total with taxes and fees

A hotel room with a large bed, a desk, a vanity with a mirror, a red lamp, and framed pictures on the wall.

A lobby with a brick fireplace, two orange chairs, and a tiled floor.

A grassy courtyard with a building featuring a brick facade and large windows.

A building with a flat roof and a large open lawn area in front.

18. Quality Inn & Suites

Onley

Clinton

$79 nightly

$85 total

Oct 25 - Oct 26

Total with taxes and fees

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

A well-lit outdoor area with a pathway, a gazebo, and a building with illuminated windows.

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

Douglas

$199 nightly

$220 total

Oct 25 - Oct 26

Total with taxes and fees

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 colorful cabins with a swimming pool in the foreground.

20. Key West Cottages

Downtown Chincoteague

Melissa

$213 nightly

$239 total

Nov 24 - Nov 25

Total with taxes and fees

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Top Assawoman Hotel Reviews

Key West Cottages

10/10 Excellent

"Roomy and cozy. Check in and front desk very friendly. Extras like coffee pods, salt and pepper, cutting board, mini dishwasher, full size frig, extra blankets."

Waterside Inn

10/10 Excellent

"Clean, quiet, beautiful space with an amazing Bay view. Breakfast with waffles, bacon and scrabbled eggs and lots of fresh hot coffee. The staff is so hospitable! Best sleep I’ve had in a while. If you are looking for a great place to stay, look no more."

Anchor Inn

10/10 Excellent

"I had a wonderful stay at the Anchor Inn in mid-October. I happily used the microwave and mini fridge. My room was the furthest one up closest the docks and water and it was lovely to have my private patio to relax even when the weather wasn't cooperating. The bed was comfy. The room was clean. And even with the winds howling and it being chilly outside, my room felt secure and comfortable. The hotel is very close to the downtown area. You can walk or rent a bike. It is also very close to Assateague Island National Seashore. I went there twice during my stay and had some excellent hikes and saw amazing wildlife. So remember to bring your National Park pass if you have one! The staff at the front desk were very helpful with any questions I had. I had one small issue upon arrival and that was there were some ants crawling around on bathroom sink. That didn't freak me out because the season has been winding down and I'm sure that happens. The staff responded quickly and took care of the issue. One other thing and maybe it was just me, is I wanted to just cast to the TV to watch some stuff I normally watch and I couldn't see a way to do it. I didn't ask. But it was fine. I didn't really have a need to watch much anyway. I highly recommend booking here. It was a delightful stay."

Hampton Inn & Suites Chincoteague Waterfront

10/10 Excellent

"Great view, lovely staff, delicious breakfast !"

Maddox Inn

10/10 Excellent

"Very comfortable accommodations. The staff were available & helpful. Was very happy with the gift of free coffee and a wonderful pastry at the coffee place next door. A place I’ll definitely stay again."

Best Western Plus Pocomoke City

10/10 Excellent

"I like the breakfast and everything is good!"

Refuge Inn

10/10 Excellent

"Highly recommend The Refuge as an excellent place to stay. For a short trip everything was in plce. Staff was very helpful and the amenities were excellent. Thank you Travelocity for making this a short but enjoyable experience. LJS"

Blufin Bungalows & Marina

8/10 Good

"Parking was easy and the room was very clean!"

More cheap stays in Assawoman

Waterside Inn

3761 Main St Chincoteague VA

$56 nightly

$63 total

Oct 29 - Oct 30

Total with taxes and fees

9/10 Wonderful! (1,005 reviews)

Days Inn by Wyndham Chincoteague Island

7020 Maddox Blvd Chincoteague VA

$71 nightly

$80 total

Oct 30 - Oct 31

Total with taxes and fees

6.8/10 (1,000 reviews)

Chincoteague Inn

4417 Deep Hole Road Chincoteague VA

$79 nightly

$89 total

Oct 25 - Oct 26

Total with taxes and fees

Marina Bay Hotel & Suites, an Ascend Collection Hotel

3801 Main St Chincoteague VA

$93 nightly

$105 total

Nov 1 - Nov 2

Total with taxes and fees

Comfort Suites Chincoteague Island Bayfront Resort

4195 Main St Chincoteague VA

$103 nightly

$117 total

Nov 24 - Nov 25

Total with taxes and fees

Best Western Plus Pocomoke City

125 Newtowne Blvd Pocomoke City MD

$105 nightly

$117 total

Nov 22 - Nov 23

Total with taxes and fees

8.6/10 Excellent! (1,000 reviews)

Hotels in Assawoman with star-rating

Frequently asked questions

What is the best area to stay in Assawoman?

The best area to stay in Assawoman is along the main thoroughfare, particularly near the intersection of Main Street and Atlantic Avenue.This central area provides convenient access to local establishments and the community's offerings. It's a relaxed setting with a few local shops and dining options, making it easy to navigate on foot or by car.Couples looking for a quiet getaway will appreciate this area. It offers a peaceful environment away from larger crowds, with opportunities for serene walks and enjoying local flavors without much hustle.For solo travelers seeking a calm and uncomplicated experience, staying in the central part of Assawoman is ideal.

When is the best time to go to Assawoman?

The best time to go to Assawoman is during the shoulder seasons of late spring (May to early June) or early fall (September to October).These periods offer pleasant weather with comfortable temperatures, fewer crowds compared to the peak summer months, and generally lower accommodation rates. You'll find the ocean warm enough for swimming and plenty of opportunities for outdoor activities without the intense heat and humidity of mid-summer.For travelers looking to enjoy the beach and water sports without the summer rush, late spring is ideal. The days are long, and the natural beauty of the Eastern Shore is in full bloom. It's a great time for couples seeking a peaceful getaway with opportunities for kayaking, fishing, or exploring the local wildlife refuges.Early fall is great for those who appreciate cooler evenings, crisp air, and stunning sunsets. The water remains suitable for swimming well into September, and the area hosts various local festivals and events.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Assawoman.

How much is the nightly rate at a Assawoman hotel?

Prices for hotels in Assawoman often vary, but you can find a great deal from $63 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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Things to do in Chincoteague

Find hotels in Assawoman, VA from $63

Go beyond your typical stay in Assawoman

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Assawoman hotels

1. Waterside Inn

2. Hampton Inn & Suites Chincoteague Waterfront

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

4. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

5. Comfort Suites Chincoteague Island Bayfront Resort

6. Chincoteague Inn

7. Spark by Hilton Chincoteague Island

8. Best Western Plus Pocomoke City

9. Days Inn by Wyndham Chincoteague Island

10. Econo Lodge Pocomoke City Hwy 13

11. Atlantic Shores Inn and Suites

12. Studio 6 Suites Pocomoke City, MD

13. Motel 6 Pocomoke City, MD

14. Maddox Inn

15. Refuge Inn

16. sea shell motel

17. Island Resort

18. Quality Inn & Suites

19. Garden and Sea Inn

20. Key West Cottages

Top Assawoman Hotel Reviews

Key West Cottages

Waterside Inn

Anchor Inn

Hampton Inn & Suites Chincoteague Waterfront

Maddox Inn

Best Western Plus Pocomoke City

Refuge Inn

Blufin Bungalows & Marina

More cheap stays in Assawoman

Waterside Inn

Days Inn by Wyndham Chincoteague Island

Chincoteague Inn

Marina Bay Hotel & Suites, an Ascend Collection Hotel

Comfort Suites Chincoteague Island Bayfront Resort

Best Western Plus Pocomoke City

Hotels in Assawoman with star-rating

Frequently asked questions

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