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

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

1. Waterside Inn

Downtown Chincoteague

Reina

$56 nightly

$63 total

Oct 27 - Oct 28

Total with taxes and fees

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 sofa, teal ottomans, and a striped wall.

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

Downtown Chincoteague

Joset

$89 nightly

$100 total

Nov 12 - Nov 13

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.

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

3. Hampton Inn & Suites Chincoteague Waterfront

Downtown Chincoteague

David

$102 nightly

$114 total

Nov 10 - Nov 11

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.

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

A beach with wide sandy shores and gentle waves.

4. Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague

Jeffrey

$105 nightly

$119 total

Nov 17 - Nov 18

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

5. Spark by Hilton Chincoteague Island

Piney Island

Mary

$84 nightly

$95 total

Nov 5 - Nov 6

Total with taxes and fees

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

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

A beach with dark sand and scattered shells.

A swimming pool with lounge chairs and a gazebo.

6. Chincoteague Inn

Downtown Chincoteague

Amy

$79 nightly

$89 total

Oct 25 - Oct 26

Total with taxes and fees

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

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.

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

7. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Downtown Chincoteague

Dianne

$119 nightly

$134 total

Oct 27 - Oct 28

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 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.

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 with a central building, a covered outdoor seating area, and a parking lot.

9. Days Inn by Wyndham Chincoteague Island

Piney Island

Laura

$70 nightly

$78 total

Nov 22 - Nov 23

Total with taxes and fees

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.

10. Econo Lodge Pocomoke City Hwy 13

Pocomoke City

Deidre

$59 nightly

$66 total

Nov 12 - Nov 13

Total with taxes and fees

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 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.

11. Atlantic Shores Inn and Suites

Downtown Chincoteague

Dave

$84 nightly

$94 total

Nov 22 - Nov 23

Total with taxes and fees

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

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

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

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.

12. Motel 6 Pocomoke City, MD

Pocomoke City

Debra

$70 nightly

$78 total

Oct 26 - Oct 27

Total with taxes and fees

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

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

13. Refuge Inn

Piney Island

Karen

$117 nightly

$131 total

Nov 18 - Nov 19

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 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.

14. Studio 6 Suites Pocomoke City, MD

Pocomoke City

Brandon

$75 nightly

$84 total

Oct 29 - Oct 30

Total with taxes and fees

15. Maddox Inn

Downtown Chincoteague

Jeffrey

$80 nightly

$90 total

Nov 22 - Nov 23

Total with taxes and fees

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

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

16. Island Resort

Downtown Chincoteague

Brenda

$130 nightly

$146 total

Oct 23 - Oct 24

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 hotel room with a large bed, a separate sitting area, a bathtub, a mirror, and a bedside table with a lamp.

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.

17. Quality Inn & Suites

Onley

Clinton

$76 nightly

$81 total

Oct 29 - Oct 30

Total with taxes and fees

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

A hotel room with a bed, two chairs, a table with a lamp, a painting on the wall, and a window with curtains.

A bathroom with a granite countertop, a sink, a mirror, a towel, and a hairdryer.

A compact kitchenette with a built-in refrigerator, a coffee maker, and a sink with a granite countertop.

18. sea shell motel

Chincoteague

$45 nightly

$51 total

Oct 28 - Oct 29

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 grand staircase with a wooden railing and a carpeted landing.

19. Garden and Sea Inn

New Church

Douglas

$209 nightly

$231 total

Oct 25 - Oct 26

Total with taxes and fees

A Charlotte Hotel Restaurant with a green facade, outdoor seating, and an American flag.

A bar area with a wooden counter, bar stools, and hanging light fixtures.

A neatly made bed with a beige quilt and two blue pillows, a bedside lamp, and a window with sheer curtains.

A bar with wooden shelves stocked with liquor bottles, a television mounted on the wall, and a large window providing natural light.

20. The Charlotte Hotel & Restaurant

Onancock

KENNETH A

$150 nightly

$165 total

Oct 25 - Oct 26

Total with taxes and fees

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Top Assawoman Hotel Reviews

Comfort Suites Chincoteague Island Bayfront Resort

8/10 Good

"We will return. The staff was very friendly. The room was clean - will ask for a room not connected next time. Breakfast was nice, coffee not quite what we prefer, but okay. We enjoy Chincoteague and will stay at the Comfort Inn next visit. Mr. and Mrs. C"

Waterside Inn

10/10 Excellent

"The staffs were very kind and helpful. It was so cozy and friendly environment. I enjoyed this old fashioned Inn. Highly recommend."

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."

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

10/10 Excellent

"The staff was super friendly. Our room was clean and housekeeping was extremely nice. There were different items on the breakfast bar every morning."

Best Western Plus Pocomoke City

10/10 Excellent

"I like the breakfast and everything is good!"

Econo Lodge Pocomoke City Hwy 13

8/10 Good

"We only had to stay one night! The gentleman at the front desk was very nice and friendly! Our room was nice and it’s a pet friendly motel."

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!"

Key West Cottages

10/10 Excellent

"We enjoyed our stay."

More cheap stays in Assawoman

Waterside Inn

3761 Main St Chincoteague VA

$56 nightly

$63 total

Oct 27 - Oct 28

Total with taxes and fees

9/10 Wonderful! (1,004 reviews)

Days Inn by Wyndham Chincoteague Island

7020 Maddox Blvd Chincoteague VA

$70 nightly

$78 total

Nov 22 - Nov 23

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

8.6/10 Excellent! (1,000 reviews)

Marina Bay Hotel & Suites, an Ascend Collection Hotel

3801 Main St Chincoteague VA

$89 nightly

$100 total

Nov 12 - Nov 13

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)

Comfort Suites Chincoteague Island Bayfront Resort

4195 Main St Chincoteague VA

$105 nightly

$119 total

Nov 17 - Nov 18

Total with taxes and fees

9.6/10 Exceptional! (1,001 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

Upfront pricing

Treat yourself

Be picky

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. Marina Bay Hotel & Suites, an Ascend Collection Hotel

3. Hampton Inn & Suites Chincoteague Waterfront

4. Comfort Suites Chincoteague Island Bayfront Resort

5. Spark by Hilton Chincoteague Island

6. Chincoteague Inn

7. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

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. Motel 6 Pocomoke City, MD

13. Refuge Inn

14. Studio 6 Suites Pocomoke City, MD

15. Maddox Inn

16. Island Resort

17. Quality Inn & Suites

18. sea shell motel

19. Garden and Sea Inn

20. The Charlotte Hotel & Restaurant

Top Assawoman Hotel Reviews

Comfort Suites Chincoteague Island Bayfront Resort

Waterside Inn

Maddox Inn

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Best Western Plus Pocomoke City

Econo Lodge Pocomoke City Hwy 13

Refuge Inn

Blufin Bungalows & Marina

Key West Cottages

More cheap stays in Assawoman

Waterside Inn

Days Inn by Wyndham Chincoteague Island

Chincoteague Inn

Marina Bay Hotel & Suites, an Ascend Collection Hotel

Best Western Plus Pocomoke City

Comfort Suites Chincoteague Island Bayfront Resort

Hotels in Assawoman with star-rating

Frequently asked questions

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