Chester Depot Vacation Packages

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Top Holiday Package Deals in Chester Depot

Price found within the past 48 hours. Click for updated prices.
Solitude Village at Okemo

Solitude Village at Okemo

4 out of 5
Clock Tower Base Area
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
8/10 Very Good! (26 reviews)
Very friendly costumer service, we arrived late and we're greated with kindness.

Reviewed on Sep. 16, 2024

The Shire Woodstock

The Shire Woodstock

3 out of 5
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
8.8/10 Excellent! (772 reviews)
Decent, clean accommodations. Close to downtown. Nice views. Staff were very helpful and worked with our changing plans. Rooms on the lowest level of the River building had a good deal of moisture build-up (like a basement), so things /felt/ a little damp (nice river access, though). One room had virtually no toilet paper left, but that was quickly rectified. Would stay there again, as--on the whole--it was a good experience.

Reviewed on Jul. 28, 2025

Inn At Mount Snow

Inn At Mount Snow

2 out of 5
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
10/10 Exceptional! (7 reviews)
The property was conveniently located near Mt. Sniw.

Reviewed on Jul. 26, 2025

Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
8.6/10 Excellent! (202 reviews)
I stayed in July when it was 95° and super humid so I appreciated the extra cold air conditioning! I don’t know why they put us in a room so so so far away from the main entrance but other than that long walk, everything was fine that’s super fabulous or anything just fine. The front desk didn’t really know much but we were only there for a night so we figured things out on our own. Definitely go to Trail 87 to eat when you visit here. It’s fantastic!

Reviewed on Jul. 15, 2025

Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
8.6/10 Excellent! (733 reviews)
I enjoyed the beautiful environment, the clean, quite and large room, and the professional staff.

Reviewed on Jul. 28, 2025

Chester Depot Hotel Deals

Fullerton Inn

Fullerton Inn

2.5 out of 5
40 The Common, Chester, VT
Fully refundableReserve now, pay when you stay
The price is CA $218 per night from Jul 30 to Jul 31
CA $218
CA $238 total
Jul 30 - Jul 31
includes taxes & fees
8/10 Very Good! (369 reviews)
"It’s not like anyplace I have stayed before. It’s so homey and very comfortable. The staff is very friendly and it’s clean as a whistle."

Reviewed on Jul. 25, 2025

Fullerton Inn
Claremont Motor Lodge

Claremont Motor Lodge

2.5 out of 5
16 Beauregard St, Claremont, NH
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Jul 30 to Jul 31
CA $165
CA $179 total
Jul 30 - Jul 31
includes taxes & fees
8.6/10 Excellent! (362 reviews)
"Great place! Will stay anytime I’m in town."

Reviewed on Jul. 23, 2025

Claremont Motor Lodge
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 CA $163 per night from Aug 28 to Aug 29
CA $163
CA $196 total
Aug 28 - Aug 29
includes taxes & fees
8.8/10 Excellent! (722 reviews)
"Great place great scenery amazing staff"

Reviewed on Jul. 25, 2025

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
See all 1,588 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.
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Frequently asked questions

How much does a Chester Depot vacation package cost?
From as low as CA $1,004. Yes, you read that correctly. Our Chester Depot vacation 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 vacation 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 vacation?
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 vacation is only a few clicks away.
Can I choose my airline with a Chester Depot Expedia vacation package?
With a vacation 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 vacation package?
Whether it's your flight or hotel, you can cancel or amend it. Booked your Chester Depot vacation 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.