Chester Depot Holidays

Book a Hotel + Flight or Car together to unlock savings

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 3.651.808 ₫ per night from 1 Sept to 2 Sept
3.651.808 ₫
3.980.471 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8/10 Very Good! (371 reviews)
Great Inn in a quaint town.
"A wonderful little Inn with such a pleasant owner and just a great vibe there. Would absolutely recommend for a summer or winter stay. Can imagine it is beautiful in the winter."

Reviewed on 3 Aug 2025

Fullerton Inn
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
Fully refundableReserve now, pay when you stay
The price is 2.959.278 ₫ per night from 1 Sept to 2 Sept
2.959.278 ₫
3.583.763 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (729 reviews)
"Very spacious"

Reviewed on 8 Aug 2025

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
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 4.642.262 ₫ per night from 14 Sept to 15 Sept
4.642.262 ₫
5.640.335 ₫ total
14 Sept - 15 Sept
includes taxes & fees
8.4/10 Very Good! (746 reviews)
"We stayed during off-season while in town visiting family. Gorgeous room, very clean and kitchenette had everything we needed. On-site restaurant was a tad pricey, but very high quality. Plenty of activities on site for the kids."

Reviewed on 12 Aug 2025

Jackson Gore Village
See all 1,585 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 1null000null000 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.

Popular places to visit

DaVallia Art & Accents

Enjoy an outing to DaVallia Art & Accents during your stay in Chester. You can seek out the ski slopes while in the area.

DaVallia Art & Accents

Bonnie's Bundles Dolls

Enjoy an outing to Bonnie's Bundles Dolls during your stay in Chester. Discover the area's mountain views or seek out its ski slopes.

Bonnie's Bundles Dolls