Assawoman Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Assawoman

Waterside Inn
Waterside Inn
2 out of 5
3761 Main St, Chincoteague, VA
Fully refundableReserve now, pay when you stay
The price is S$89 per night from 2 Dec to 3 Dec
S$89
includes taxes & fees
2 Dec - 3 Dec
8.8/10 Excellent! (1,003 reviews)
"Had a great stay! Would definitely stay there again."

Reviewed on 27 Nov,2024

Waterside Inn
Key West Cottages
Key West Cottages
3 out of 5
4251 Main Street, Chincoteague, VA
The price is S$161 per night from 1 Jan to 2 Jan
S$161
includes taxes & fees
1 Jan - 2 Jan,2025
9.6/10 Exceptional! (295 reviews)
"I love how quiet and relaxing the property was this time of year. Amazing views. I look forward to returning soon!"

Reviewed on 10 Nov,2024

Key West Cottages
Comfort Suites Chincoteague Island Bayfront Resort
Comfort Suites Chincoteague Island Bayfront Resort
2.5 out of 5
4195 Main St, Chincoteague, VA
Fully refundableReserve now, pay when you stay
The price is S$140 per night from 26 Dec to 27 Dec
S$140
includes taxes & fees
26 Dec - 27 Dec
9.4/10 Exceptional! (1,001 reviews)
"Friendly staff"

Reviewed on 26 Nov,2024

Comfort Suites Chincoteague Island Bayfront Resort
See all 779 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?
We make it easy to explore the world, with Assawoman packages starting from just . You’ll have the flexibility to bundle your preferred hotels, airlines and car rental. For the ultimate escape, why not add a few tours and experiences to your itinerary?
How do I get a cheap travel package to Assawoman?
Just think of all the amazing things you could do in Assawoman with extra cash in your wallet. Watch your savings stack up when you bundle your hotel and airfare bookings into an Assawoman holiday package. You have plenty of choice when it comes to booking with Expedia too. In fact, you can take your pick of more than 550 air carriers and 1,000,000 properties around the globe. Whether you’re taking a break with the family or travelling on your own, organising a getaway to Assawoman is better with a package.
How far in advance should I book my Assawoman holiday?
Browse Expedia to compare international fares as soon as you know your travel dates. You can normally purchase a ticket up to 12 months in advance. If you can’t find your preferred air carrier, or you’ve left things to the last minute, don’t worry. Low prices to Assawoman sometimes occur within weeks of departure.
What does an Expedia Assawoman travel package include?
Flights, rental cars and hotels — we’ve got them all. With Expedia, you can shape your Assawoman package the way you like it. All you have to do is decide what you need. Once you’ve made your booking, you can add on extras like tours and activities. The more you bundle, the bigger the savings!
What should I know before booking an Assawoman travel package?
When you book your flights, hotels and car rentals together, you’ll land fantastic discounts. Whether you’re organising a beach break in a villa or want to stay in a fancy hotel in the city, Expedia can make it happen for less.
Can I choose my airline with an Assawoman Expedia holiday package?
Yes, and with over 550 airlines to choose from all over the world, you have plenty of choice. Have a look through the available options and see which airline suits your budget and needs.
If I'm not able to travel, can I cancel my Assawoman holiday package?
Don’t worry if you’re rethinking your Assawoman holiday package — it’s possible to change or amend your booking. And if you’ve booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We get that life can sometimes throw a spanner in the works, so look up our Customer Service Portal if that happens. When you’re ready to make changes, we’ll take care of it.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.