Gwynn Holidays

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Top hotels in Gwynn

Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG

3.5 out of 5
6639 Forest Hill Ave Gloucester VA
Fully refundable
The price is S$134 per night from 28 Jul to 29 Jul
S$134
28 Jul - 29 Jul
includes taxes & fees
7.2/10 Good! (713 reviews)
"My room smelled of mold and mildew.. My bedding felt damp. Staff quickly exchanged linens, but next night, those linens felt damp also. Room smelled moldy the entire trip. Other then that it was fair."

Reviewed on 6 Jul, 2026

Holiday Inn Express Gloucester by IHG
The Tides Inn

The Tides Inn

4 out of 5
480 King Carter Dr Irvington VA
Fully refundableReserve now, pay when you stay
The price is S$627 per night from 27 Jul to 28 Jul
S$627
27 Jul - 28 Jul
includes taxes & fees
The Tides Inn
Quality Inn Kilmarnock

Quality Inn Kilmarnock

2.5 out of 5
599 N Main St Kilmarnock VA
Fully refundable
The price is S$173 per night from 11 Aug to 12 Aug
S$173
11 Aug - 12 Aug
includes taxes & fees
7.6/10 Good! (754 reviews)
"Front desk staff was great. Friendly, helpful, and efficient. Parking was easy. The room was clean and comfortable. Air conditioning worked great. Only drawback was the pool didnt appear to be maintained to the same standard. Breakfast was much more than we expected. Bacon, eggs, waffles, a selection ..."

Reviewed on 6 Jul, 2026

Quality Inn Kilmarnock
See all 366 properties in Gwynn
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.

Stay near popular Gwynn attractions

Gwynn's Island Museum

10.0/10 (2 reviews)
You can spend an afternoon studying the exhibits at Gwynn's Island Museum in Piankatank. Amble around the area's marina or experience its festivals.
See properties

Frequently asked questions

How much does a Gwynn holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Gwynn costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Gwynn?
January, February and November are great times to search for cheap Gwynn holiday packages. Opting to travel in quieter months means you can generally find reduced prices on hotels and flights.
How many days is enough for Gwynn?
With a well-organised schedule, you can easily hit the most popular Gwynn attractions in a few days. But if you'd like to explore off the beaten track or take day trips, think about booking your Gwynn holiday for longer.
How to find the best Gwynn package deals?
Begin your search for a Gwynn package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Gwynn package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Gwynn escape underway.
Is it cheaper to book a Gwynn holiday as a package?
You can enjoy significant savings on your next Gwynn escape by booking a personalised holiday package. Click on the "Package" heading, then select your travel dates and destination to see some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Gwynn?
Score amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Gwynn trip.
How to plan a trip to Gwynn?

  1. Choose when to travel: Check your schedule and pack your bags. Your preferred time of year and the available activities will also help you decide when to visit Gwynn.
  2. Set your budget: Factor in expenses like transportation, flights and meals when calculating how much to save for your trip to Gwynn. Then, select a hotel that works with your budget, whether that's a low-cost stay or a high-end retreat.
  3. Decide how long to go for: Now that you're up to speed on Gwynn, you can figure out the ideal length of your holiday. Pull together a draft itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your accommodation and airfare: After you've nailed down your travel dates and duration, book the ideal Gwynn holiday package for you.

Explore a world of travel with Expedia

* 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.