Woodbury Holidays

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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 Woodbury

Holiday Inn Express Southington, an IHG Hotel
Holiday Inn Express Southington, an IHG Hotel
2.5 out of 5
120 Laning St, Southington, CT
Fully refundable
The price is S$178 per night from 22 Dec to 23 Dec
S$178
includes taxes & fees
22 Dec - 23 Dec
8.6/10 Excellent! (1,001 reviews)
"Hotel was very convenient and clean. Enjoyed the breakfast buffet. Staff was friendly and helpful. I will definitely go back."

Reviewed on 19 Nov,2024

Holiday Inn Express Southington, an IHG Hotel
Courtyard by Marriott Waterbury Downtown
Courtyard by Marriott Waterbury Downtown
3 out of 5
63 Grand St, Waterbury, CT
Fully refundableReserve now, pay when you stay
The price is S$153 per night from 1 Dec to 2 Dec
S$153
includes taxes & fees
1 Dec - 2 Dec
8.2/10 Very Good! (1,003 reviews)
"It’s always pretty cozy love it"

Reviewed on 22 Nov,2024

Courtyard by Marriott Waterbury Downtown
Hilton Garden Inn Shelton
Hilton Garden Inn Shelton
3 out of 5
25 Old Stratford Rd, Shelton, CT
Fully refundableReserve now, pay when you stay
The price is S$143 per night from 22 Dec to 23 Dec
S$143
includes taxes & fees
22 Dec - 23 Dec
7.6/10 Good! (1,002 reviews)
"It’s your people stupid. That’s the reason I keep coming back. You not only missed that on your list of categories, but you have no idea even as to their very names. That tells me you are a poorly managed company when you don’t know how to value your balance sheet - you missed your biggest asset ..."

Reviewed on 20 Nov,2024

Hilton Garden Inn Shelton
See all 809 properties in Woodbury
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 a Woodbury holiday package cost?
Tailor make your Woodbury package from only . Choose from any combination of rental cars, flights and hotels to build the escape you’ve long been dreaming about. Don’t forget to add on a few activities!
How do I get a cheap travel package to Woodbury?
If you love landing a bargain, bundle your bookings into a Woodbury holiday package. Whether you’re searching for hotels, flights, rental cars or activities, you can book them all in one place. You’ll have lots of choice at your fingertips as well. Expedia has more than 550 air carriers and 1,000,000 hotel options across the globe to choose from. Fly with who you want, stay anywhere you like and save precious dollars — now that’s the perfect escape!
Where should I stay in Woodbury?
A trip to Woodbury wouldn’t be complete without checking out Glebe House Museum and The Gertrude Jekyll Garden, Woodbury Ski Area and Pilgrim Mall Shopping Centre. Stay near these tourist attractions and make sightseeing simple.
What are the top hotels in Woodbury?
If it’s your very first time in Woodbury, reserve a room at The Milestone Inn or Large, Sunny 4 Bedroom Home And 1 Minute To Five Fabulous Restaurants. Both hotels offer friendly service and are favourites among many travellers.
How far in advance should I book my Woodbury holiday?
It can be hard to know when the best time is to book your Woodbury trip. But generally the earlier you book, the more affordable the prices. In some cases, you can secure your flights and hotels up to 12 months prior to your departure date. If you’re considering a last-minute getaway, no need to worry! There are fantastic deals announced on Expedia every single day.
What does an Expedia Woodbury travel package include?
Hotels, flights and a cool car for all your fun road trip adventures. Simply mix and match your favourite bundle and get access to great discounts. Once you’ve made your booking, add on a couple of experiences and tours and watch your savings stack up. When it comes to planning your Woodbury holiday, you’re the one in control!
What should I know before booking a Woodbury travel package?
Get ready to save with an Expedia travel package. Combine your airfares, rental cars and hotels and be rewarded with exciting discounts. You’re not limited to hotels, however. Book with us and take your pick of island villas, cosy city apartments and everything in between!
Can I choose my airline with a Woodbury Expedia holiday package?
Expedia offers access to more than 550 partner airlines globally, so you definitely can. Simply choose the airline you want and create your ideal Woodbury escape.
If I'm not able to travel, can I cancel my Woodbury holiday package?
Because we know life can be unpredictable, the answer is yes. For further details, head to our Customer Service Portal. But generally speaking, if you’ve booked your package in the last 24 hours, you may be able to change or cancel it with no penalties. Your hotel, airline or car rental company may impose a fee if your booking is older than that.

* 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.