Chester Holidays

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Your Chester Holiday

When a city stay is calling your name, answer it with a holiday package to Chester. With all your travel plans in place before you leave, all you have to do here is concentrate on making unforgettable memories. A trip to Chester wouldn't be complete without exploring a few well-known attractions, like DaVallia Art & Accents. Stop dreaming and start travelling. Explore the broad range of options on Expedia today and finally put your Chester holiday plans into gear!

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Chester Holiday

Chester Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lebanon Municipal Airport (LEB)
Population
3,000
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Okemo Mountain Resort, Weston Playhouse and Weston Priory

Our pick of the best Chester Hotel Deals

Stone Hearth Inn and Eatery
Stone Hearth Inn and Eatery
3 out of 5
698 VT-11, Chester, VT
Fully refundableReserve now, pay when you stay
The price is AU$301 per night from 28 Nov to 29 Nov
AU$301
includes taxes & fees
28 Nov - 29 Nov
9/10 Wonderful! (74 reviews)
"My husband and I stayed here for a night. Communication was great. Beautiful old inn. The best part was the owners daughter/husband are chefs! Like...gourmet chefs! I think I had the best breakfast I've ever had in my life here. Just a lovely family owned - beautiful VT Inn. Would stay again in a ..."

Reviewed on 23 Nov. 2024

Stone Hearth Inn and Eatery
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is AU$593 per night from 16 Dec to 17 Dec
AU$593
includes taxes & fees
16 Dec - 17 Dec
9.2/10 Wonderful! (483 reviews)
"The overall experience was great."

Reviewed on 20 Nov. 2024

Woodstock Inn & Resort
Hampton Inn and Suites Manchester
Hampton Inn and Suites Manchester
2.5 out of 5
4519 Main St, Manchester Center, VT
Fully refundableReserve now, pay when you stay
The price is AU$235 per night from 15 Dec to 16 Dec
AU$235
includes taxes & fees
15 Dec - 16 Dec
9.6/10 Exceptional! (1,003 reviews)
"Everything about this hotel is great and clean"

Reviewed on 24 Nov. 2024

Hampton Inn and Suites Manchester
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 holiday 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 holiday 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 holiday?
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 holiday package lets you organise 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 holiday 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 holiday 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.