Chester Vacations from $639

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The Latest Chester Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Solé Miami, A Noble House Resort

Solé Miami, A Noble House Resort

4 out of 5
Save 100% on your flight
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Miami (MIA)
8.4/10 Very Good! (1,495 reviews)
This resort has beautiful views, a large pool area & private beach. The rooms are large and clean, the hotel is well-kept. Saff is friendly and outstanding. Definitely worth every penny spent! Will be returning pretty soon

Reviewed on Sep 23, 2024

Casa Luna

Casa Luna

2 out of 5
per person
Nov 20 - Nov 25
found 16 hours ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)
10/10 Exceptional! (1 review)
Horti 14 Borgo Trastevere

Horti 14 Borgo Trastevere

4 out of 5
Rome City Centre
per person
Dec 1 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Rome (FCO)
9.8/10 Exceptional! (203 reviews)
A special little hotel off the beaten path but close to everything. Staff is super accommodating, rooms are clean and modern. Great shower pressure! Breakfasts are lavish. My only criticism is the low wattage blow dryer. Highly recommend.

Reviewed on Sep 26, 2024

The First Roma Arte

The First Roma Arte

5 out of 5
Rome City Centre
per person
Dec 1 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Rome (FCO)
9.4/10 Exceptional! (446 reviews)
Great hotel to stay at…..

Reviewed on Jul 18, 2024

Harry's Bar Trevi Hotel & Restaurant

Harry's Bar Trevi Hotel & Restaurant

5 out of 5
Rome City Centre
per person
Dec 1 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Rome (FCO)
9.8/10 Exceptional! (547 reviews)
Absolutely wonderful! Everyone really friendly and professional!! Location great for Trevi viewing, as crowds are unbearable during the day. So popping out late at night is magical!

Reviewed on Sep 21, 2024

Chester Essential Information

Language
English
Currency
U.S dollars

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Chester Hotel Deals

Best Western Plus Crown Colony Inn & Suites
Best Western Plus Crown Colony Inn & Suites
2.5 out of 5
3211 S 1st Street, Lufkin, TX
Fully refundableReserve now, pay when you stay
The price is $124 per night from Oct 13 to Oct 14
$124
includes taxes & fees
$110 per night
Oct 13 - Oct 14
9/10 Wonderful! (780 reviews)
"The property was very clean, but did show wear. Our room had a hole in the lounge chair and the dresser had a broken corner. Nothing that would keep me from booking again. The pool area was nice and had good afternoon shade. Breakfast was delicious and had a good variety of fresh options. Expedia ..."

Reviewed on Sep 16, 2024

Best Western Plus Crown Colony Inn & Suites
Quality Inn & Suites Lufkin
Quality Inn & Suites Lufkin
2.5 out of 5
4306 S 1st St, Lufkin, TX
Fully refundableReserve now, pay when you stay
The price is $65 per night from Oct 6 to Oct 7
$65
includes taxes & fees
$58 per night
Oct 6 - Oct 7
6.8/10 (670 reviews)
"Good hotel"

Reviewed on Jul 5, 2024

Quality Inn & Suites Lufkin
Holiday Inn Express & Suites Lufkin South, an IHG Hotel
Holiday Inn Express & Suites Lufkin South, an IHG Hotel
2.5 out of 5
4404 S 1st St, Lufkin, TX
Fully refundable
The price is $108 per night from Oct 13 to Oct 14
$108
includes taxes & fees
$96 per night
Oct 13 - Oct 14
8.6/10 Excellent! (468 reviews)
"Nice stay."

Reviewed on Sep 17, 2024

Holiday Inn Express & Suites Lufkin South, an IHG Hotel
See all 108 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?
You can grab a vacation package to this top destination from $639 on Expedia. But how much your vacation to Chester costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Chester?
You can generally find reduced prices and greater availability in January, July and August. Browse our cheap Chester vacation packages and you could score some great off-season deals.
How many days is enough for Chester?
The ideal length of your Chester vacation depends on what you’d like to see and do. Usually, a few days to a week will give you plenty of time to go to all the top sights and explore some hidden gems along the way.
How to find the best Chester package deals?
Use Expedia’s filter tool to help you find some great Chester package deals. When you begin your search, just set your maximum budget and then order the results by “Price: low to high.” If you’re looking to save, plan your trip for midweek, or browse for Chester package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it’s usually best to book your vacation package as soon as possible.
Is it cheaper to book a Chester vacation as a package?
You can enjoy significant savings on your next Chester escape by booking a tailored vacation package. Click on the “Package” heading, then select your travel dates and destination to see some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Chester?
If you’re considering a spur-of-the-moment Chester vacation, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Chester?

  1. Choose when to get away: Check your diary and get your bags packed. Your favorite time of year and the available activities will also help you decide when to visit Chester.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and food to experiences and flights. Your hotel will likely be the largest expense during your trip to Chester.
  3. Use our trip planning tool to explore Chester: Research every part of your trip to Chester with this handy planner. Invite friends or family to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Decide how many days away: Start by listing all the attractions you want to get to in Chester. Then, estimate how long you’ll need for each, as well as any travel time.
  5. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized Chester vacation package.
  6. Book experiences or activities ahead of time: Whether it’s entrance to a big attraction or a day trip, you won’t have to worry about missing out on the best Chester has to offer. Find all the fun things to do in Chester with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Chester vacation packages?
If you’re like us, you love traveling but don’t love the big price tag that can come with it. That’s why we’ve created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Chester break over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.

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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.