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 3.388.830 ₫ per night from 14 Jan to 15 Jan
3.388.830 ₫
3.693.825 ₫ total
14 Jan - 15 Jan
includes taxes & fees
8/10 Very Good! (406 reviews)
Where to start!? If you like small town vibe with all the necessities close by I highly suggest this location. The building is absolutely gorgeous and is located on a little “service road” with a few shops and stores in easy walking distance. From front desk to restaurant staff, everyone was fun, ...

Reviewed on 6 Jan 2026

Fullerton Inn
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
The price is 4.439.630 ₫ per night from 11 Jan to 12 Jan
4.439.630 ₫
5.061.179 ₫ total
11 Jan - 12 Jan
includes taxes & fees
8.8/10 Excellent! (942 reviews)
Nice hotel! Very friendly staff and great value compared to other accommodations.

Reviewed on 4 Jan 2026

Pointe at Castle Hill Resort
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

3 out of 5
5 Village Lodge Road Stratton VT
The price is 4.860.690 ₫ per night from 19 Jan to 20 Jan
4.860.690 ₫
5.881.435 ₫ total
19 Jan - 20 Jan
includes taxes & fees
7.4/10 Good! (945 reviews)
Place definitely needs some updating but it was clean and the staff was great!

Reviewed on 18 Dec 2025

The Black Bear Lodge at Stratton Mountain Resort
See all 1,612 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

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

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