Chester Depot Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Chester Depot

Fullerton Inn

Fullerton Inn

2.5 out of 5
40 The Common, Chester, VT
Fully refundableReserve now, pay when you stay
The price is S$224 per night from 20 Oct to 21 Oct
S$224
20 Oct - 21 Oct
includes taxes & fees
8/10 Very Good! (377 reviews)
"Room was very clean staff was excellent it was in the old original setting back in the 1900s so if you want to just get away there is no TV so you can just relax"

Reviewed on 28 Sept, 2025

Fullerton Inn
Jackson Gore Village

Jackson Gore Village

3 out of 5
111 Jackson Gore Road, Ludlow, VT
Fully refundableReserve now, pay when you stay
The price is S$275 per night from 29 Oct to 30 Oct
S$275
29 Oct - 30 Oct
includes taxes & fees
8.6/10 Excellent! (766 reviews)
"LOVED the LavaAzza machine!! Staff were personalble and helpful. The older gentleman serving at the restaurant was extra kind to my disabled sister."

Reviewed on 26 Sept, 2025

Jackson Gore Village
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
485 Hotel Road, Brownsville, VT
The price is S$276 per night from 29 Oct to 30 Oct
S$276
29 Oct - 30 Oct
includes taxes & fees
8.8/10 Excellent! (751 reviews)
Loved it
"First time visiting Vermont and was very pleased with everything at the hotel. I was checked in by Toni who was very kind and helpful. I was pleasantly surprised by how beautiful the hotel grounds were. They have done such a good job with the landscaping and amenities such as an arcade and activity ..."

Reviewed on 25 Sept, 2025

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
See all 1,573 properties in Chester Depot
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 Chester Depot holiday package cost?
From as low as . Yes, you read that correctly. Our Chester Depot holiday packages are a simple way to make your dollar go further. Combine your hotels, flights and rental car and get to know this fabulous destination.
How do I get a cheap travel package to Chester Depot?
Just imagine all the amazing things you could do in Chester Depot with a pile of extra cash in your pocket. Watch your savings stack up when you combine your travel bookings into a Chester Depot holiday package. You have plenty of choice when you book your trip with Expedia too. In fact, you can select from more than 550 air carriers and 1,000,000 properties throughout the world. Whether you're taking a break with the family or surprising your special someone, planning a trip to Chester Depot is better with a package.
Where should I stay in Chester Depot?
Chester Depot features several popular places to discover, including DaVallia Art & Accents. Stay somewhere close by and make sightseeing simple.
What are the top hotels in Chester Depot?
Fullerton Inn and Spacious 1 - Level Ranch, Mtn. Views are a couple of the most popular properties in Chester Depot. Why not have a look at the amenities and rates at each and then make a decision?
How far in advance should I book my Chester Depot holiday?
It's tricky picking the ideal time for airfares, but we generally say the earlier, the better. Most international flights on Expedia become available up to 12 months in advance. If you're unable to do so, don't despair. Cheap prices appear from time to time just weeks before departure dates.
What does an Expedia Chester Depot travel package include?
Hotels, flights and rental cars, or any combination of them — the choice is all yours! Whether you're venturing to Chester Depot with the kids or adventuring with your friends, there's a bundle to match your style and budget. Once you've made your booking, why not add on some tours or activities?
What should I know before booking a Chester Depot travel package?
Tailor deals that fit your budget with an Expedia package. Airfares, hotels, rental cars — we have them all. You'll save precious cash just for combining your bookings. Whether you're embarking on a skiing adventure or venturing someplace warm, your dream holiday is only a few clicks away.
Can I choose my airline with a Chester Depot Expedia holiday package?
With a holiday package, you're the boss. Whether you'd like to fly to Chester Depot in economy or first class, simply select from the available airline options. Expedia has access to more than 550 partner airlines all over the world.
If I'm not able to travel, can I cancel my Chester Depot holiday package?
Whether it's your flight or hotel, you can cancel or amend it. Booked your Chester Depot holiday package in the last 24 hours? You may be able to make any changes for free. For bookings made more than 24 hours ago, you may be charged a fee by your hotel, airline or car rental company. For more details, take a look at 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.