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Chester Vacation Packages

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Chester Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Guild House Hotel

Guild House Hotel

3 out of 5
Save 100% on your flight
Price was $800, price is now $633 per person
$633
per person
Jul 18 - Jul 22
found 12 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Philadelphia (PHL)
Stay at this hotel in Philadelphia. Enjoy free WiFi, daily housekeeping, and satellite TV channels. Popular attractions Pennsylvania Convention Center and Rittenhouse Square are located nearby.
Kimpton Hotel Monaco Philadelphia by IHG

Kimpton Hotel Monaco Philadelphia by IHG

4.5 out of 5
Save 100% on your flight
Price was $1,098, price is now $758 per person
$758
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)
Book a stay at this luxury hotel in Philadelphia. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pennsylvania Convention Center and Rittenhouse Square are located nearby.
The Rittenhouse Philadelphia

The Rittenhouse Philadelphia

5 out of 5
Save 100% on your flight
Price was $1,517, price is now $1,049 per person
$1,049
per person
Aug 24 - Aug 28
found 13 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Philadelphia (PHL)
Book a stay at this luxury hotel in Philadelphia. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Rittenhouse Square and Pennsylvania Convention Center are located nearby.
Hotel Du Pont

Hotel Du Pont

4.5 out of 5
Save 100% on your flight
Price was $1,693, price is now $1,189 per person
$1,189
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)
Book a stay at this luxury hotel in Wilmington. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Wilmington Riverwalk and The Playhouse on Rodney Square are located nearby.
Canopy by Hilton Philadelphia Center City

Canopy by Hilton Philadelphia Center City

4 out of 5
Price was $1,125, price is now $850 per person
$850
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pennsylvania Convention Center and Rittenhouse Square are located nearby.
One Sky Loft

One Sky Loft

2 out of 5
Price was $861, price is now $651 per person
$651
per person
Aug 24 - Aug 28
found 13 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Philadelphia (PHL)
Stay at this aparthotel in Philadelphia. Enjoy free WiFi and air conditioning. Popular attractions Pennsylvania Convention Center and Rittenhouse Square are located nearby.
Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

4 out of 5
Price was $1,323, price is now $1,017 per person
$1,017
per person
Jul 30 - Aug 2
found 7 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Philadelphia (PHL)
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rittenhouse Square and Pennsylvania Convention Center are located nearby.
Hotel Anna & Bel

Hotel Anna & Bel

4 out of 5
Price was $1,166, price is now $938 per person
$938
per person
Aug 24 - Aug 28
found 13 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Philadelphia (PHL)
Stay at this hotel in Philadelphia. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Pennsylvania Convention Center and Philadelphia Museum of Art are located nearby.

Chester Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Bellevue Hotel - The Unbound Collection by Hyatt

The Bellevue Hotel - The Unbound Collection by Hyatt

4.5 out of 5
Center City
Save 100% on your flight
Price was $960, price is now $683 per person
$683
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)
The Logan Philadelphia, Curio Collection by Hilton

The Logan Philadelphia, Curio Collection by Hilton

4.5 out of 5
Center City
Save 100% on your flight
Price was $1,117, price is now $771 per person
$771
per person
Jul 27 - Jul 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)
The Rittenhouse Philadelphia

The Rittenhouse Philadelphia

5 out of 5
Center City
Save 100% on your flight
Price was $1,517, price is now $1,049 per person
$1,049
per person
Aug 24 - Aug 28
found 13 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Philadelphia (PHL)
Hotel Du Pont

Hotel Du Pont

4.5 out of 5
Downtown Wilmington
Save 100% on your flight
Price was $1,693, price is now $1,189 per person
$1,189
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)

Chester Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sofitel Philadelphia at Rittenhouse Square

Sofitel Philadelphia at Rittenhouse Square

4.5 out of 5
Center City
Price was $926, price is now $654 per person
$654
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)
The Bellevue Hotel - The Unbound Collection by Hyatt

The Bellevue Hotel - The Unbound Collection by Hyatt

4.5 out of 5
Center City
Save 100% on your flight
Price was $1,659, price is now $1,063 per person
$1,063
per person
Aug 19 - Aug 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)
The Logan Philadelphia, Curio Collection by Hilton

The Logan Philadelphia, Curio Collection by Hilton

4.5 out of 5
Center City
Save 100% on your flight
Price was $1,119, price is now $739 per person
$739
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)
Kimpton Hotel Monaco Philadelphia by IHG

Kimpton Hotel Monaco Philadelphia by IHG

4.5 out of 5
Center City
Save 100% on your flight
Price was $1,098, price is now $758 per person
$758
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Tue, Aug 25 - Wed, Aug 26
ATL
Hartsfield-Jackson Atlanta Intl.
PHL
Philadelphia Intl.
$90 Roundtrip, found 1 hour ago
$90
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Aug 25 from Hartsfield-Jackson Atlanta Intl. to Philadelphia Intl., returning Wed, Aug 26, priced at $90 found 1 hour ago
Frontier Airlines
Wed, Aug 12 - Sat, Aug 29
TPA
Tampa Intl.
PHL
Philadelphia Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Tampa Intl. to Philadelphia Intl., returning Sat, Aug 29, priced at $100 found 1 day ago
Frontier Airlines
Fri, Nov 13 - Tue, Nov 17
MCO
Orlando Intl.
PHL
Philadelphia Intl.
$113 Roundtrip, found 1 day ago
$113
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Nov 13 from Orlando Intl. to Philadelphia Intl., returning Tue, Nov 17, priced at $113 found 1 day ago
Frontier Airlines
Thu, Jul 23 - Tue, Aug 11
FLL
Fort Lauderdale - Hollywood Intl.
PHL
Philadelphia Intl.
$132 Roundtrip, found 12 hours ago
$132
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Thu, Jul 23 from Fort Lauderdale - Hollywood Intl. to Philadelphia Intl., returning Tue, Aug 11, priced at $132 found 12 hours ago