Hotels in Assawoman

Q: What hotels do travelers recommend in Assawoman?

Guests like Waterside Inn , Chincoteague Inn and Key West Cottages .

Where to?

Dates

November 2026

December 2026

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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.

1. Waterside Inn

Downtown Chincoteague

$69 total

includes taxes & fees

Nov 8 - Nov 9

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

2. Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague

$112 total

includes taxes & fees

Nov 29 - Nov 30

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

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

Downtown Chincoteague

$90 total

includes taxes & fees

Nov 24 - Nov 25

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

4. Hampton Inn & Suites Chincoteague Waterfront

Downtown Chincoteague

$114 total

includes taxes & fees

Nov 11 - Nov 12

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

5. sea shell motel

Chincoteague

$61 total

includes taxes & fees

Nov 5 - Nov 6

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

6. Spark by Hilton Chincoteague Island

Piney Island

$95 total

includes taxes & fees

Nov 10 - Nov 11

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

7. Chincoteague Inn

Downtown Chincoteague

$89 total

includes taxes & fees

Nov 6 - Nov 7

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

8. Best Western Plus Pocomoke City

Pocomoke City

$107 total

includes taxes & fees

Dec 1 - Dec 2

A swimming pool with lounge chairs and a beach ball.

9. Refuge Inn

Piney Island

$110 total

includes taxes & fees

Dec 1 - Dec 2

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

10. Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Downtown Chincoteague

$134 total

includes taxes & fees

Nov 8 - Nov 9

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

11. Econo Lodge Pocomoke City Hwy 13

Pocomoke City

$66 total

includes taxes & fees

Nov 24 - Nov 25

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

12. Days Inn by Wyndham Chincoteague Island

Piney Island

$73 total

includes taxes & fees

Nov 29 - Nov 30

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

13. Motel 6 Pocomoke City, MD

Pocomoke City

$78 total

includes taxes & fees

Nov 5 - Nov 6

14. Maddox Inn

Downtown Chincoteague

$87 total

includes taxes & fees

Nov 5 - Nov 6

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

15. Atlantic Shores Inn and Suites

Downtown Chincoteague

$100 total

includes taxes & fees

Nov 5 - Nov 6

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

16. Studio 6 Suites Pocomoke City, MD

Pocomoke City

$84 total

includes taxes & fees

Nov 8 - Nov 9

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

17. Key West Cottages

Downtown Chincoteague

$151 total

includes taxes & fees

Nov 30 - Dec 1

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

18. Island Resort

Downtown Chincoteague

$146 total

includes taxes & fees

Nov 5 - Nov 6

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

19. Quality Inn & Suites

Onley

$91 total

includes taxes & fees

Nov 8 - Nov 9

A reception area with a wooden counter, a clock, a framed map, and a vintage suitcase labeled "the Charlotte".

20. The Charlotte Hotel & Restaurant

Onancock

$165 total

includes taxes & fees

Nov 5 - Nov 6

View all properties

Go beyond your typical stay in Assawoman

Check out reviews of Assawoman hotels guests love

Waterside Inn

Downtown Chincoteague

10/10 Exceptional

Matthew

Hampton Inn & Suites Chincoteague Waterfront

Downtown Chincoteague

10/10 Exceptional

Hampton Inn is our go-to family hotel, so we've stayed in a bunch, and several have been really nice. This one is the cleanest, friendliest, most-beautifully set we have stayed at. The view from our balcony was amazing. My 5 year old saw her first jelly fish and dolphins swimming in the channel, from our balcony. The beds were very comfortable - there was even a good night light in the bathroom. The breakfast was very well stocked, well managed, and there was plenty of seating, again, with...

Kate

Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague

10/10 Exceptional

Tatyana

Spark by Hilton Chincoteague Island

Piney Island

10/10 Exceptional

Stayed 3 nights. The staff was more then willing to assist or help in anyway I needed. Starting with the woman at the desk when I checked in. Polite and friendly explained what the motel had and when they have breakfast in the morning. By the way a real hot breakfast, not just pastries and coffee. The rooms were very clean. It was a totally pleasant experience. This will be my first choice of motels when I visit again next fall.

Bob

Refuge Inn

Piney Island

10/10 Exceptional

Stephanie

Marina Bay Hotel & Suites, an Ascend Collection Hotel

Downtown Chincoteague

10/10 Exceptional

Matthew

Key West Cottages

Downtown Chincoteague

10/10 Exceptional

Chris

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Downtown Chincoteague

10/10 Exceptional

I was looking for a place to stay in Chincoteague, Va. My youngest son and his wife were coming from Northern Virginia to meet me and my wife coming from Virginia Beach, Virginia. Our goal was to show my son's wife the wild ponies of Assateague Island. Also the statue of "Misty of Chincoteague" in the local park. Staying at the Fairfield Inn allowed us to get to the park area very quickly. On the last day of our stay we were able to see the ponies, take photos, and enjoy the park. We returned...

Bill

sea shell motel

Chincoteague

10/10 Exceptional

Nancy

The Charlotte Hotel & Restaurant

Onancock

10/10 Exceptional

Christina

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

Wachapreague Inn

Wachapreague

10/10 Exceptional

Catherine

A large, historic house with multiple chimneys, a spacious lawn, and a sunset sky.

Kingsbay Mansion & Vacation Houses

Marion Station

10/10 Exceptional

Monique

Frequently Asked Questions

What hotels do travelers recommend in Assawoman?

Guests like Waterside Inn, Chincoteague Inn and Key West Cottages.

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.