Assawoman Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Assawoman

Atlantic Shores Inn and Suites

Atlantic Shores Inn and Suites

2 out of 5
6273 Maddox Blvd, Chincoteague, VA
Fully refundableReserve now, pay when you stay
The price is 2.012.409 ₫ per night from 14 Sept to 15 Sept
2.012.409 ₫
2.260.212 ₫ total
14 Sept - 15 Sept
includes taxes & fees
7.2/10 Good! (1,004 reviews)
"Affordable and convenient no-frills property in Chincoteague. Good location, 10-15 minute walk to main shopping area, next door to Island Creamery, a seafood restaurant and donut shop, and <2 miles fo wildlife refuge entrance. The room and property itself is rather basic -- i believe it is a recently ..."

Reviewed on 25 Aug 2025

Atlantic Shores Inn and Suites
Waterside Inn

Waterside Inn

2 out of 5
3761 Main St, Chincoteague, VA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,004 reviews)
"Very nice"

Reviewed on 23 Aug 2025

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Waterside Inn
Chincoteague Inn

Chincoteague Inn

2 out of 5
4417 Deep Hole Road, Chincoteague, VA
Fully refundableReserve now, pay when you stay
The price is 2.472.764 ₫ per night from 15 Sept to 16 Sept
2.472.764 ₫
2.776.861 ₫ total
15 Sept - 16 Sept
includes taxes & fees
8.2/10 Very Good! (1,011 reviews)
"Free coffee"

Reviewed on 23 Aug 2025

Chincoteague Inn
See all 789 properties in Assawoman
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.

Frequently asked questions

How much does an Assawoman holiday package cost?
You can pick up a holiday package to this popular destination on Expedia. However, how much your holiday to Assawoman costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Assawoman?
You can usually find lower prices and better availability in January, February and November. Browse our cheap Assawoman holiday packages and you could land some great off-season deals.
How many days is enough for Assawoman?
The ideal length of your Assawoman holiday depends on what you'd like to see. Generally, a handful of days to a week will give you enough time to go to all the main sights and explore some hidden gems along the way.
How to find the best Assawoman package deals?
Landing a cheap Assawoman package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can tailor your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Assawoman package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book an Assawoman holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the freedom to create a tailored Assawoman holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Assawoman?
Enjoy amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Assawoman break.
How to plan a trip to Assawoman?

  1. Choose when to get away: Check your calendar and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to escape to Assawoman.
  2. Set a budget: Factor in costs such as transportation, flights and meals when working out how much to put aside for your trip to Assawoman. Then, select a property that works with your budget, whether that's a wallet-friendly option or a high-end retreat.
  3. Set the duration of your trip: Start by compiling a list of the activities and attractions you want to get to in Assawoman. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a personalised Assawoman holiday package.