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

Upfront pricing
Our total price for your stay includes taxes and fees
Treat yourself
Save 10% or more on over 100,000 hotels worldwide with Member Prices
Learn about One Key
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Assawoman

Pet friendly

Apartment

Condo

Hot tub

Pool

Cottage

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Assawoman hotels

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

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

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.

1. Waterside Inn

Downtown Chincoteague

Willard

$56 nightly

$63 total

Oct 21 - Oct 22

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 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.

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

2. Hampton Inn & Suites Chincoteague Waterfront

Downtown Chincoteague

Karen

$102 nightly

$114 total

Nov 1 - Nov 2

Total with taxes and fees

A marina with docked boats, a parking lot, and a building with a blue roof.

A pool area with a view of the water, a building with a balcony, and a clear sky.

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

A hotel room with two beds, a bench, a nightstand with a lamp, a framed picture on the wall, and a sofa in the corner.

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

Downtown Chincoteague

Michelle

$89 nightly

$100 total

Nov 5 - Nov 6

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

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.

4. Spark by Hilton Chincoteague Island

Piney Island

Mary

$84 nightly

$95 total

Nov 5 - Nov 6

Total with taxes and fees

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

A beach with wide sandy shores and gentle waves.

5. Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague

Jeffrey

$108 nightly

$122 total

Nov 11 - Nov 12

Total with taxes and fees

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

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.

A beach with dark sand and scattered shells.

6. Chincoteague Inn

Downtown Chincoteague

Amy

$79 nightly

$89 total

Oct 18 - Oct 19

Total with taxes and fees

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

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

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

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 25 - Oct 26

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.

8. Days Inn by Wyndham Chincoteague Island

Piney Island

Laura

$71 nightly

$79 total

Nov 13 - Nov 14

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.

9. Best Western Plus Pocomoke City

Pocomoke City

Rachel

$114 nightly

$127 total

Nov 1 - Nov 2

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 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.

10. Atlantic Shores Inn and Suites

Downtown Chincoteague

Dave

$81 nightly

$91 total

Oct 17 - Oct 18

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.

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

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

11. Econo Lodge Pocomoke City Hwy 13

Pocomoke City

Deidre

$59 nightly

$66 total

Nov 5 - Nov 6

Total with taxes and fees

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 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.

12. Refuge Inn

Piney Island

Mio

$124 nightly

$139 total

Nov 2 - Nov 3

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

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.

13. Motel 6 Pocomoke City, MD

Pocomoke City

Debra

$70 nightly

$78 total

Oct 16 - Oct 17

Total with taxes and fees

14. Maddox Inn

Downtown Chincoteague

Jeffrey

$86 nightly

$97 total

Nov 1 - Nov 2

Total with taxes and fees

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

15. Studio 6 Suites Pocomoke City, MD

Pocomoke City

Brandon

$75 nightly

$84 total

Oct 25 - Oct 26

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 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.

16. Island Resort

Downtown Chincoteague

Brenda

$130 nightly

$146 total

Oct 16 - Oct 17

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

$71 nightly

$76 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 covered patio with a fire feature, seating, and a view of the surrounding area.

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

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

18. Garden and Sea Inn

New Church

Douglas

$219 nightly

$242 total

Oct 18 - Oct 19

Total with taxes and fees

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

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

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

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

19. Key West Cottages

Downtown Chincoteague

Melissa

$224 nightly

$252 total

Oct 18 - Oct 19

Total with taxes and fees

A chalkboard sign listing amenities such as day trips, fishing, scenic cruises, and pet-friendly rooms at a trail site.

A small, single-story building with a blue exterior, a signboard, and a brick patio area.

A coffee station with multiple coffee makers, a bowl of pastries, and a menu board advertising complimentary items and seafood prices.

A hotel lobby with a reception desk, a large fish decoration on the wall, and various items displayed on shelves.

20. Wachapreague Inn

Wachapreague

Chelsea

$107 nightly

$118 total

Oct 17 - Oct 18

Total with taxes and fees

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Assawoman Hotel Reviews

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

10/10 Excellent

"Great place to stay, super clean, accommodating and comfortable. My boys loved fishing on the pier!"

Key West Cottages

10/10 Excellent

"We love Key West, but we don’t want to fly or drive there anymore. Key West Cottages made us feel like we were in Key West. The cottage was beautiful and they’re all so colorful! I loved the crushed shell pathways. The wagons they provide for moving your things to the cottage are a great idea. We really enjoyed watching the sunset at the beach area. We were surprised that we could have used the pool in September, as it is heated. Next year we’ll bring our suits!"

Anchor Inn

10/10 Excellent

"Clean, affordable, and right on the water. We were especially impressed by the kitchenette! It actually had pots, pans, and utensils."

Atlantic Shores Inn and Suites

10/10 Excellent

"We have stayed here for years. Noel is very kind to us and the location is great close to everything. The breakfast in season is tasty, yummy waffles and great coffee. They always go the extra mile for us and tell us this is our second home. Much appreciated. Some how we can never stay away too long and dream of our next trip as soon as we leave. The horses, beach and wildlife Refuge are amazing , but it’s the hospitality of the people that add that special touch!"

Best Western Plus Pocomoke City

10/10 Excellent

"Staff very friendly and helpful. Breakfast was yummy"

Refuge Inn

8/10 Good

"We ran our AC from the time we got there Friday around 4pm until we left Sunday morning and couldn’t tell a difference at all. It was very warm in the room. Wasn’t able to enjoy the outdoor seating area out side our room because of so many mosquitoes. The pool and hot tub were great. The breakfast was “ok”. It was nice that they brought it to the room. Likes going out to visit with the horses. We were on the first floor and very noisy, heavy footed upstairs neighbors. Might want to install different flooring for the second floor so it’s not so loud. All in all a nice get away."

Marina Bay Hotel & Suites, an Ascend Collection Hotel

10/10 Excellent

"Good solid place to stay. Room was clean and updated. The coffee isn’t great."

Comfort Suites Chincoteague Island Bayfront Resort

10/10 Excellent

"The location of this hotel was convenient to walking to stores and restaurants. It was nicely landscaped with a fountain, and had comfortable seating outside for viewing the bay. It also offered a heated outdoor pool which I enjoyed for swimming, as well as an indoor pool and hot tub. The staff was very friendly and helpful, Looking forward to another stay there in the future!"

Chincoteague Inn

10/10 Excellent

"The room we stayed in was clean and recently updated"

More cheap stays in Assawoman

Waterside Inn

3761 Main St Chincoteague VA

$56 nightly

$63 total

Oct 21 - Oct 22

Total with taxes and fees

Chincoteague Inn

4417 Deep Hole Road Chincoteague VA

$79 nightly

$89 total

Oct 18 - Oct 19

Total with taxes and fees

8.6/10 Excellent! (1,000 reviews)

Atlantic Shores Inn and Suites

6273 Maddox Blvd Chincoteague VA

$81 nightly

$91 total

Oct 17 - Oct 18

Total with taxes and fees

7.6/10 Good! (1,001 reviews)

Marina Bay Hotel & Suites, an Ascend Collection Hotel

3801 Main St Chincoteague VA

$89 nightly

$100 total

Nov 5 - Nov 6

Total with taxes and fees

Comfort Suites Chincoteague Island Bayfront Resort

4195 Main St Chincoteague VA

$108 nightly

$122 total

Nov 11 - Nov 12

Total with taxes and fees

9.6/10 Exceptional! (1,001 reviews)

Best Western Plus Pocomoke City

125 Newtowne Blvd Pocomoke City MD

$114 nightly

$127 total

Nov 1 - Nov 2

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.

Explore a world of travel with Expedia

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. Hampton Inn & Suites Chincoteague Waterfront

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

4. Spark by Hilton Chincoteague Island

5. Comfort Suites Chincoteague Island Bayfront Resort

6. Chincoteague Inn

7. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

8. Days Inn by Wyndham Chincoteague Island

9. Best Western Plus Pocomoke City

10. Atlantic Shores Inn and Suites

11. Econo Lodge Pocomoke City Hwy 13

12. Refuge Inn

13. Motel 6 Pocomoke City, MD

14. Maddox Inn

15. Studio 6 Suites Pocomoke City, MD

16. Island Resort

17. Quality Inn & Suites

18. Garden and Sea Inn

19. Key West Cottages

20. Wachapreague Inn

Top Assawoman Hotel Reviews

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Key West Cottages

Anchor Inn

Atlantic Shores Inn and Suites

Best Western Plus Pocomoke City

Refuge Inn

Marina Bay Hotel & Suites, an Ascend Collection Hotel

Comfort Suites Chincoteague Island Bayfront Resort

Chincoteague Inn

More cheap stays in Assawoman

Waterside Inn

Chincoteague Inn

Atlantic Shores Inn and Suites

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

Explore a world of travel with Expedia

Go further with the Expedia app