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May 2 - May 3
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May 8 - May 10
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Our top choices for Assawoman hotels

Terrace/patio

Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island
2.5 star property
Piney Island
9.4 out of 10, Exceptional, (767 reviews)
"Very clean and good staff"
United States
ishraka
$112 nightly
The price is $126
May 28 - May 29
Total with taxes and fees
Spark by Hilton Chincoteague Island
Restaurant

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City
2.5 star property
Pocomoke City
8.6 out of 10, Excellent, (918 reviews)
"Great breakfast, clean rooms "
United States
Caitlin
$91 nightly
The price is $102
May 10 - May 11
Total with taxes and fees
Best Western Plus Pocomoke City
Property entrance

Wachapreague Inn

Wachapreague Inn
3.0 star property
Wachapreague
9.2 out of 10, Wonderful, (110 reviews)
"Love the town "
United States
Bettie
$117 nightly
The price is $130
May 3 - May 4
Total with taxes and fees
Wachapreague Inn
Palm Cottage | 1 bedroom, premium bedding, individually decorated

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (549 reviews)
"Such a nice spot, we’ll be back!"
United States
Jay
$175 nightly
The price is $197
May 5 - May 6
Total with taxes and fees
Key West Cottages
Indoor pool, seasonal outdoor pool, sun loungers

Refuge Inn

Refuge Inn
3.0 star property
Piney Island
9.8 out of 10, Exceptional, (1,002 reviews)
"Excellent location and great for families"
United States
Sandeep
$142 nightly
The price is $159
May 10 - May 11
Total with taxes and fees
Refuge Inn
Indoor spa tub

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague
9.0 out of 10, Wonderful, (1,003 reviews)
"Very quaint and quiet place to stay in the off season. Staff very friendly. Great view from the room. Would stay again."
United States
Amy
$95 nightly
The price is $106
May 3 - May 4
Total with taxes and fees
Waterside Inn
Exterior

Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront
2.5 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (776 reviews)
"The staff was very friendly and helpful. The hotel was very clean and the breakfast buffet was great! "
United States
Stephanie
$139 nightly
The price is $156
May 10 - May 11
Total with taxes and fees
Hampton Inn & Suites Chincoteague Waterfront
Exterior

The Charlotte Hotel & Restaurant

The Charlotte Hotel & Restaurant
3.5 star property
Onancock
9.0 out of 10, Wonderful, (284 reviews)
"I thoroughly enjoyed my two-nights stay at Charlotte Hotel. The property is charming and in excellent condition. The breakfast I ate in the on-site restaurant was delicious. The location is conveniently located within walking of restaurants, cafe, pub and a community theater. I would definitely stay here again."
United States
Daniel
$150 nightly
The price is $165
May 10 - May 11
Total with taxes and fees
The Charlotte Hotel & Restaurant
View from property

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
3.0 star property
Downtown Chincoteague
9.2 out of 10, Wonderful, (597 reviews)
"Curran and well maintained hotel. The breakfast was decent but the hot figs were not kept hot and the pastry selection was poor at best. "
United States
Brenda
$152 nightly
The price is $171
May 7 - May 8
Total with taxes and fees
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Beach nearby

Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague
7.2 out of 10, Good, (779 reviews)
"Staff was extremely friendly "
United States
meghann
$89 nightly
The price is $100
May 10 - May 11
Total with taxes and fees
Maddox Inn
House (4 Bedrooms) | Interior

1 Mi to Resort Marina! Greenbackville Retreat

1 Mi to Resort Marina! Greenbackville Retreat
3.0 star property
Captain's Cove
$424 nightly
The price is $468
May 3 - May 4
Total with taxes and fees
1 Mi to Resort Marina! Greenbackville Retreat
Lobby

Days Inn by Wyndham Chincoteague Island

Days Inn by Wyndham Chincoteague Island
2.0 star property
Piney Island
6.8 out of 10, (1,000 reviews)
"Love this place so much"
United States
Ashley
$77 nightly
The price is $87
May 14 - May 15
Total with taxes and fees
Days Inn by Wyndham Chincoteague Island
Front of property

Garden and Sea Inn

Garden and Sea Inn
3.5 star property
New Church
9.4 out of 10, Exceptional, (29 reviews)
"We loved our stay at the Garden and Sea Inn. Location was perfect to surrounding activities. Inn was charming and comfortable, and the breakfasts were fabulous. Thank you for allowing us to be your guests."
United States
Angela
$179 nightly
The price is $197
May 4 - May 5
Total with taxes and fees
Garden and Sea Inn
Blackout drapes, soundproofing, iron/ironing board, free WiFi

Onley Inn

Onley Inn
2.0 star property
Onley
6.8 out of 10, (888 reviews)
"Great place. Clean friendly staff and quiet rooms."
United States
Lawrence
$88 nightly
The price is $95
May 3 - May 4
Total with taxes and fees
Onley Inn
Exterior

Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort
2.5 star property
Downtown Chincoteague
9.6 out of 10, Exceptional, (1,000 reviews)
"Very nice place to stay. "
United States
Lisa
$156 nightly
The price is $177
May 31 - Jun 1
Total with taxes and fees
Comfort Suites Chincoteague Island Bayfront Resort
Exterior

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (242 reviews)
"Quiet, friendly staff, beautiful views."
United States
Cyndi
$289 nightly
The price is $325
May 8 - May 9
Total with taxes and fees
Blufin Bungalows & Marina
Front of property

Chincoteague Inn

Chincoteague Inn
2.0 star property
Downtown Chincoteague
8.4 out of 10, Very Good, (1,000 reviews)
"Me and my brother enjoyed our stay "
United States
Korey E
$78 nightly
The price is $88
May 4 - May 5
Total with taxes and fees
Chincoteague Inn
Exterior

Island Resort

Island Resort
2.0 star property
Downtown Chincoteague
9.2 out of 10, Wonderful, (452 reviews)
"Perfect spot to enjoy the Island and all its glory. Kids enjoyed the indoor pool and the view was perfect from the balcony. Clean and accommodating. My second stay here and would plan on it again. "
United States
Maria
$150 nightly
The price is $168
May 3 - May 4
Total with taxes and fees
Island Resort
Lobby

Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD
2.0 star property
Pocomoke City
7.8 out of 10, Good, (63 reviews)
"Parking was right next to my room, especially important after a long day on the road. Perfect for a quick stop. "
United States
Jennifer
$76 nightly
The price is $85
May 25 - May 26
Total with taxes and fees
Studio 6 Suites Pocomoke City, MD
Seasonal outdoor pool, open 9:00 AM to 9 PM, pool umbrellas

Anchor Inn

Anchor Inn
2.0 star property
Downtown Chincoteague
8.8 out of 10, Excellent, (579 reviews)
"Pretty great place "
United States
Nicholas
$101 nightly
The price is $114
May 5 - May 6
Total with taxes and fees
Anchor Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Assawoman Hotel Reviews

Blufin Bungalows & Marina

Blufin Bungalows & Marina

10/10 Excellent
"My kids and I had a wonderful spring break stay at the bungalows!"
Susan 2-night trip
Posted 14 hours ago
Blufin Bungalows & Marina

More cheap stays in Assawoman

Maddox Inn

Maddox Inn

6151 Maddox Blvd Chincoteague VA
$89 nightly
The price is $100 total per night from May 10 to May 11
$100 total
May 10 - May 11
Total with taxes and fees
7.2/10 Good! (779 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 can I save on a Assawoman hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Assawoman hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $82 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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