Chester Holidays

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Top Flight + Hotel Deals in Chester

Price found within the past 48 hours. Click for updated prices.
Budget Inn

Budget Inn

2.5 out of 5
per person
18 Sept - 22 Sept
found 1 day ago
Return direct flight included
Shannon (SNN) to Philadelphia (PHL)
5/10 (9 reviews)
Good for the price. The room was clean but stained. It smelled like cigarettes and the bathroom smelled not fresh too, as well as the shower water. It was cheap enough that I can't make any complaints. The AC was really good and quiet; the room had a good TV, and a working mini fridge and microwave.

Reviewed on 23 Jun 2025

Surrey Beach House

Surrey Beach House

2 out of 5
per person
18 Sept - 22 Sept
found 1 day ago
Return direct flight included
Shannon (SNN) to Philadelphia (PHL)
9.8/10 Exceptional! (37 reviews)
The property was perfect for a beach weekend! Right on the beach block, clean, plenty of amenities, etc. Check in and check out was easy.

Reviewed on 25 May 2025

Sunset Motel

Sunset Motel

2 out of 5
per person
18 Sept - 22 Sept
found 1 day ago
Return direct flight included
Shannon (SNN) to Philadelphia (PHL)
5.8/10 (168 reviews)
Had made reservation on 1/6/25 during the snow fall, we to check in and the property hadn’t been plowed making it impossible to get on the property, contacted front desk and they say that we are open, that’s my problem and hung up on me, for 2 1/2 hours they refused to refund me. If I had any warnings, AVOID THIS PLACE AT ALL COST.

Reviewed on 6 Jan 2025

North Beach Hotel

North Beach Hotel

2.5 out of 5
per person
18 Sept - 22 Sept
found 1 day ago
Return direct flight included
Shannon (SNN) to Philadelphia (PHL)
8.6/10 Excellent! (90 reviews)
Every quite area and comfortable bed, very clean room

Reviewed on 8 Jun 2025

HomeTowne Studios By Red Roof Egg Harbor–Atlantic City Airport

HomeTowne Studios By Red Roof Egg Harbor–Atlantic City Airport

2.5 out of 5
per person
18 Sept - 22 Sept
found 1 day ago
Return direct flight included
Shannon (SNN) to Philadelphia (PHL)
7.2/10 Good! (546 reviews)
The staff is very hospitable, no matter who you encounter from the front desk to housekeeping. It’s very quiet. There’s lots of grass and trees around. The rooms are very spacious. Full size fridge and lots of counter space. It’s not the Ritz, but it’s literally the best bargain in town. I stayed there for 10 days with my husband and service dog and if I’m ever in town again, I will most definitely stay there again..

Reviewed on 17 Jun 2025

Top hotels in Chester

Sheraton Suites Philadelphia Airport
Sheraton Suites Philadelphia Airport
3.5 out of 5
4101b Island Ave, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is €150 per night from 14 Jul to 15 Jul
€150
14 Jul - 15 Jul
includes taxes & fees
8.4/10 Very Good! (1,396 reviews)
"Very good"

Reviewed on 20 Jun 2025

Sheraton Suites Philadelphia Airport
Hilton Garden Inn Philadelphia Center City
Hilton Garden Inn Philadelphia Center City
3 out of 5
1100 Arch St, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is €127 per night from 8 Jul to 9 Jul
€127
8 Jul - 9 Jul
includes taxes & fees
8.4/10 Very Good! (1,608 reviews)
"It says daily housekeeping but they only fix the bedding and towels. They never mopped, vacuumed, or wiped anything down. Had to ask multiple times for room to be cleaned and housekeeping had a terrible attitude. Other than that the stay was great and located near a good market and china town."

Reviewed on 22 Jun 2025

Hilton Garden Inn Philadelphia Center City
Doubletree by Hilton Philadelphia Airport
Doubletree by Hilton Philadelphia Airport
4 out of 5
4509 Island Ave, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is €131 per night from 14 Jul to 15 Jul
€131
14 Jul - 15 Jul
includes taxes & fees
7.2/10 Good! (3,126 reviews)
"The staff was amazing, especially Caleb at the front desk. Awesome customer service."

Reviewed on 22 Jun 2025

Doubletree by Hilton Philadelphia Airport
See all 2,949 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.

Frequently asked questions

How much does a Chester holiday package cost?
You'll find cheap prices from €622 on Expedia for your Chester break. However, factors like your choice of hotel, the season and length of stay will influence how much your holiday to Chester costs.
What are the cheapest months to go to Chester?
You can typically find lower rates and better availability in January, February and March. Check out our cheap Chester holiday packages and you could land some excellent off-season deals.
How many days is enough for Chester?
Chester holidays can be short or long, but to get a real feel for this place, we think 2 days is about right. In this timeframe, you can fit in major attractions like Harrah's Casino and Racetrack and Harrah's Casino and Racetrack and seek out some lesser-known gems. Don't miss out on cool neighbourhoods such as Springfield and Collingdale either. If you plan wisely, you may even be able to take a day trip outside of Chester too.
Is it worth booking a holiday package to Chester?
Chester offers everything you need for an unforgettable trip. Begin your Chester holiday on a high note by exploring major attractions like Chester City Hall.
How to find the best Chester package deals?
Landing a cheap Chester package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can personalise your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most affordable Chester package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Chester holiday as a package?
You can enjoy significant savings on your next Chester break by booking a personalised holiday package. Check the "Package" heading, then select your destination and travel dates to view the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Chester?
Secure incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Chester break.
How to plan a trip to Chester?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Chester.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and food to airfares and activities. Your hotel will likely be the biggest expense during your trip to Chester.
  3. Work out your trip length: Think about how long you want to spend discovering Chester. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Chester holiday package that brings all your bookings together.

Popular places to visit

Rittenhouse Square

Rittenhouse Square

4/5(29 reviews)

Rittenhouse Square is just one of the places to see in Philadelphia, so why not enjoy the other things to explore during your travels? Experience the acclaimed art galleries and entertainment choices in this vibrant area.

Rittenhouse Square
Philadelphia Museum of Art which includes art

Philadelphia Museum of Art

4.5/5(41 reviews)

One of the country’s largest museums, with hundreds of thousands of objects, a Rodin Museum, renowned impressionist art and a sculpture garden.

Philadelphia Museum of Art
Liberty Bell Center which includes a city, a monument and heritage architecture

Liberty Bell Center

4/5(51 reviews)

Set in the historical heart of the city, this glass pavilion that houses America’s symbol of independence is one of the most visited sights in Philadelphia.

Liberty Bell Center

What to do in Chester

Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

€51
per adult
80% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
Immersive American Revolution Self-Guided Walking & Driving Tours

Liberty, Freedom, and Revolution: American History Tours Bundle

€22
per traveller
Liberty, Freedom, and Revolution: American History Tours Bundle
Center City Philadelphia Food Tour with Reading Market

Center City Philadelphia Food Tour with Reading Market

€51
per adult
Center City Philadelphia Food Tour with Reading Market
See all activities in Chester
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.