Charlemont Holidays

  • Plan, book, travel with confidence
    • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place
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 Charlemont

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
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is S$133 per night from 1 Dec to 2 Dec
S$133
includes taxes & fees
1 Dec - 2 Dec
9/10 Wonderful! (1,002 reviews)
"Staff were very polite and professional."

Reviewed on 27 Nov,2024

The Yankee, Trademark Collection by Wyndham
Red Roof Inn PLUS+ South Deerfield – Amherst
Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 out of 5
9 Greenfield Rd, South Deerfield, MA
Fully refundableReserve now, pay when you stay
The price is S$144 per night from 1 Dec to 2 Dec
S$144
includes taxes & fees
1 Dec - 2 Dec
7.2/10 Good! (1,000 reviews)
"George and jamie were very nice and helpful"

Reviewed on 26 Nov,2024

Red Roof Inn PLUS+ South Deerfield – Amherst
See all 1,345 properties in Charlemont
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 Charlemont holiday package cost?
Our Charlemont holiday packages, which begin from just , are the best way to save loads of cash. Choose your preferred flights, hotels and rental cars to create your dream escape.
How do I get a cheap travel package to Charlemont?
Creating your own Charlemont holiday package with Expedia is a great way to save. We have more than 550 air carriers and 1,000,000 properties across the globe. With such a wonderful range to choose from, you’ll have no issues putting together your dream getaway.
Where should I stay in Charlemont?
A holiday in Charlemont isn’t complete without stopping by Berkshire East Ski Resort, Charlemont Federated Church and Hawley Bog Preserve. Spend your evenings close to these popular attractions and make sightseeing simple.
How far in advance should I book my Charlemont holiday?
To bag cheap prices, book ASAP. Air carriers generally release tickets, along with some of the lowest fares, nearly 12 months ahead of time. Hotels, car rental and experiences should also be booked well in advance to avoid disappointment. If you were hoping for a last-minute getaway in Charlemont, there are always plenty of great deals to be had on Expedia. Check them out now!
What does an Expedia Charlemont travel package include?
Flights, car rentals and hotels — we bring you the best deals. All you’ll have to do is pick your preferred combination. Once you’ve made your booking, you can add on the fun stuff like tours and experiences. Our travel packages make it easy to craft an exciting Charlemont trip.
What should I know before booking a Charlemont travel package?
A travel package can be easier on the hip pocket than separately booking all you need for your trip. For example, bundle your flights, hotels and rental cars and land a great deal. Whatever your holiday plans, you’re bound to find a package that matches your budget.
Can I choose my airline with a Charlemont Expedia holiday package?
With a holiday package, you’re always in charge. Whether you’re eager to fly to Charlemont in first class or coach, simply choose from the available airline options. Expedia has access to over 550 partner airlines globally.
If I'm not able to travel, can I cancel my Charlemont holiday package?
Whether it’s your flight or hotel, you can cancel or change it. Locked in your Charlemont holiday package in the last 24 hours? You may be able to make changes for free. For bookings older than that, you may be charged a fee by your hotel, airline or car rental company. For more details, browse our Customer Service Portal. We’re here to help you every step of the way.

* 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.