Drury 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.
Unlock Black Friday deals

Top hotels in Drury

Hotel Downstreet
Hotel Downstreet
3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is S$193 per night from 2 Dec to 3 Dec
S$193
includes taxes & fees
2 Dec - 3 Dec
8.6/10 Excellent! (999 reviews)
"Great location, wonderful staff, fun pool and cool art. Would definitely stay again!"

Reviewed on 15 Nov,2024

Hotel Downstreet
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is S$261 per night from 1 Dec to 2 Dec
S$261
includes taxes & fees
1 Dec - 2 Dec
8.6/10 Excellent! (1,746 reviews)
"Staff was very professional and polite"

Reviewed on 27 Nov,2024

Vacation Village in the Berkshires
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3 out of 5
One West Street, Pittsfield, MA
Fully refundable
The price is S$148 per night from 3 Dec to 4 Dec
S$148
includes taxes & fees
3 Dec - 4 Dec
7.8/10 Good! (685 reviews)
"Quiet and spacious, we loved the pool and is right down town"

Reviewed on 27 Nov,2024

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
See all 664 properties in Drury
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 Drury holiday package cost?
We make it easy for everyone to travel, with Drury packages starting from just . You’ll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate escape, why not add some tours and experiences to your itinerary?
How do I get a cheap travel package to Drury?
If you love landing a bargain, combine your bookings into a Drury holiday package. Whether you’re chasing hotels, flights, activities or rental cars, you can book them all in one place. You’ll have loads of choice at your fingertips too. Expedia has over 550 partner airlines and 1,000,000 hotels worldwide to select from. Fly with who you want, stay in a place you like and save a bundle — now that’s the ideal holiday!
Where should I stay in Drury?
There’s loads to do in Drury, so spend your evenings close to its top attractions and treat yourself to more time sightseeing. Tannery Falls is one spot to add to your to-do list.
How far in advance should I book my Drury holiday?
It can be hard to know when is the ideal time to book your Drury holiday. But usually the earlier you book, the more affordable the prices. Sometimes, you can secure your flights and hotels nearly 12 months before your departure date. If you’re considering a last-minute getaway, no need to stress! There are plenty of fantastic bargains posted on Expedia all the time.
What does an Expedia Drury travel package include?
Travel packages include flights, rental cars and hotels, but you can mix and match them to create your ideal Drury getaway. You can also add on a few tours and activities once you’ve made your booking. You’re in the driver’s seat! When you bundle your bookings with Expedia, you’ll get access to discounts you won’t find anywhere else.
What should I know before booking a Drury travel package?
You’ll enjoy great savings when you combine your flights, hotels and rental cars into a travel package. Not just that, booking everything in one place will make your trip planning easier. So why waste time or money? Whether you’re organising a ritzy romantic getaway or a low-cost family break, check out our holiday packages today.
Can I choose my airline with a Drury Expedia holiday package?
Yes, of course. We offer more than 550 partner airlines around the world, so opt for the carrier that best fits your travel needs.
If I'm not able to travel, can I cancel my Drury holiday package?
Yes, it’s possible to cancel your Drury booking if your plans have changed. Whether you’ll incur a fee or not depends on your hotel, airline or car rental company. It may be possible to change or cancel your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.

* 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.