Chester Vacation Packages

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Chester Hotel Deals

Stone Hearth Inn and Eatery
Stone Hearth Inn and Eatery
2 out of 5
698 VT-11, Chester, VT
Fully refundableReserve now, pay when you stay
The price is CA $287 per night from Mar. 31 to Apr. 1
CA $287
CA $313 total
includes taxes & fees
Mar 31 - Apr 1
9/10 Wonderful! (42 reviews)
"Vicky and her family were superb. The place was very charming. Her son is a chef so breakfast and dinner were amazing! We sure will be back."

Reviewed on Mar. 12, 2024

Stone Hearth Inn and Eatery
Pointe at Castle Hill Resort
Pointe at Castle Hill Resort
3.5 out of 5
2940 State Route 103, Cavendish, VT
The price is CA $206 per night from Apr. 10 to Apr. 11
CA $206
CA $236 total
includes taxes & fees
Apr 10 - Apr 11
8.6/10 Excellent! (711 reviews)
"Geeat"

Reviewed on Mar. 26, 2024

Pointe at Castle Hill Resort
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is CA $393 per night from Apr. 2 to Apr. 3
CA $393
CA $479 total
includes taxes & fees
Apr 2 - Apr 3
9.2/10 Wonderful! (432 reviews)
"Historic and comfortable country inn in the heart of charming Woodstock, and Red Rooster, their main restaurant, features the best dining in miles."

Reviewed on Mar. 22, 2024

Woodstock Inn & Resort
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 vacation package cost?
Get ready to book, because a trip to Chester starts from an affordable . When you bundle your flights, hotels and more into a package, you’ll land the best deals.
How do I get a cheap travel package to Chester?
Bundling your hotel and flight with Expedia won’t just save you time — it’ll save you a pretty penny too. A Chester vacation package makes it easy to create your perfect trip. With more than 550 airlines all over the world to select from, finding flights that suit your busy schedule won’t be a hassle. Not only that, we have over 1,000,000 properties globally to take your pick of. Talk about choice! No matter who you are, Expedia will help show you the world.
Where should I stay in Chester?
If you’ll be checking out DaVallia Art & Accents, skip commuting and book a hotel room nearby. It’s one of the most popular attractions in the area.
What are the top hotels in Chester?
Many people opt to stay at Fullerton Inn in Chester Depot. If it’s your very first time in Chester, you’re guaranteed a warm welcome here.
How far in advance should I book my Chester vacation?
To land discount prices, book early. Air carriers generally advertise flight tickets, along with some of the lowest fares, around a year prior to departure. Hotels, experiences and car rental should also be booked well in advance to avoid disappointment. If you were hoping for a last-minute getaway in Chester, there are always lots of great deals on Expedia. Check them out now!
What does an Expedia Chester travel package include?
Rental cars, hotels and flights — we’ve got them well covered. With Expedia, you can shape your Chester travel package just how you like it. All you have to do is determine just what you need. Once you’ve made your booking, you can add on fun things like activities and tours. The more you bundle, the greater your savings!
What should I know before booking a Chester travel package?
Whether it’s relaxation or adventure you’re craving, a Chester vacation package lets you organize your escape your way. Plus, you’ll score great discounts just for combining your hotel with your rental car and flights. The more you bundle, the more you’ll save!
Can I choose my airline with a Chester Expedia vacation package?
Expedia has access to more than 550 partner airlines globally, so you definitely can. Just pick the airline you want and craft your ideal Chester escape.
If I'm not able to travel, can I cancel my Chester vacation package?
Yes, it’s possible to cancel your Chester booking if your travel plans have been upended. Whether you’ll incur a fee or not depends on your hotel, airline or car rental company. You may be able to change or cancel your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.