Chester Vacations

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Your Chester Vacation

Our vacation packages to Chester provide countless opportunities to uncover new sights, sounds and experiences. And with all your travel plans worked out, you can breathe easy and enjoy your city getaway just like you deserve. Fill your trip to Chester with visits to some of its big-ticket attractions. Where to first? Make a beeline for DaVallia Art & Accents. Don't delay visiting this city any longer. Your perfect Chester vacation is a few quick clicks away with Expedia.

Chester Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lebanon Municipal Airport (LEB)
Population
3,000
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Weston Playhouse, Weston Priory and Fox Run Golf Course

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 $209 per night from Apr 28 to Apr 29
$209
$228 total
includes taxes & fees
Apr 28 - Apr 29
9/10 Wonderful! (47 reviews)
After the eclipse
"Vicky and her family are wonderful hosts. We stayed on the last day of their season and received as welcoming a reception as you might expect at the height of the season. Stonehearth Inn is a labor of love and it shows."

Reviewed on Apr 10, 2024

Stone Hearth Inn and Eatery
The Covered Bridge Inn
The Covered Bridge Inn
2.5 out of 5
1043 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is $72 per night from Apr 28 to Apr 29
$72
$81 total
includes taxes & fees
Apr 28 - Apr 29
8.2/10 Very Good! (1,002 reviews)
"Beds were squeaky but rooms are big"

Reviewed on Apr 19, 2024

The Covered Bridge Inn
Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is $123 per night from May 1 to May 2
$123
$136 total
includes taxes & fees
May 1 - May 2
6.8/10 (1,000 reviews)
"Very comfortable"

Reviewed on Apr 21, 2024

Colonial Motel And Spa
See all 2,942 properties in Chester
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.

Discover the most popular places to visit in Chester

Image for Bonnie's Bundles Dolls

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
Image for DaVallia Art & Accents

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

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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.