Cheap Vacations in Chester County

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Chester County vacations

Price found within the past 48 hours. Click for updated prices.
SureStay Plus Hotel by Best Western McGuire AFB Jackson

SureStay Plus Hotel by Best Western McGuire AFB Jackson

3 out of 5
Price was $395, price is now $336 per person
$336
per person
Dec 10 - Dec 15
found 18 hours ago
Roundtrip flight included
Miami (MIA) to Philadelphia (PHL)
Holiday Inn Express Bordentown - Trenton South by IHG

Holiday Inn Express Bordentown - Trenton South by IHG

2.5 out of 5
Price was $532, price is now $412 per person
$412
per person
Dec 10 - Dec 15
found 18 hours ago
Roundtrip flight included
Miami (MIA) to Philadelphia (PHL)
The Rittenhouse Philadelphia

The Rittenhouse Philadelphia

5 out of 5
Center City
Save 100% on your flight
Price was $1,662, price is now $1,293 per person
$1,293
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)
Hyatt Centric Rittenhouse Square Philadelphia

Hyatt Centric Rittenhouse Square Philadelphia

4 out of 5
Center City
Price was $1,009, price is now $791 per person
$791
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)
Hotel Anna & Bel

Hotel Anna & Bel

4 out of 5
North Philadelphia
Price was $1,206, price is now $965 per person
$965
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)
Stylish Minimalist Stay in City Center

Stylish Minimalist Stay in City Center

3 out of 5
South Philadelphia
Price was $534, price is now $430 per person
$430
per person
Dec 10 - Dec 15
found 18 hours ago
Roundtrip flight included
Miami (MIA) to Philadelphia (PHL)
Kimpton Hotel Palomar Philadelphia by IHG

Kimpton Hotel Palomar Philadelphia by IHG

4.5 out of 5
Center City
Price was $873, price is now $705 per person
$705
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)
Inn at Villanova University

Inn at Villanova University

3.5 out of 5
Radnor
Price was $790, price is now $651 per person
$651
per person
Dec 2 - Dec 7
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)
AKA Rittenhouse Square

AKA Rittenhouse Square

4 out of 5
Center City
Price was $966, price is now $812 per person
$812
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)
Philadelphia Marriott Old City

Philadelphia Marriott Old City

4 out of 5
Center City
Price was $755, price is now $648 per person
$648
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)

3-night Chester County vacations

Price found within the past 48 hours. Click for updated prices.
The Inn at Swarthmore

The Inn at Swarthmore

4 out of 5
Price was $736, price is now $647 per person
$647
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)
The Rittenhouse Philadelphia

The Rittenhouse Philadelphia

5 out of 5
Save 100% on your flight
Price was $1,662, price is now $1,293 per person
$1,293
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)
Hyatt Centric Rittenhouse Square Philadelphia

Hyatt Centric Rittenhouse Square Philadelphia

4 out of 5
Price was $1,009, price is now $791 per person
$791
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)
Hotel Anna & Bel

Hotel Anna & Bel

4 out of 5
Price was $1,206, price is now $965 per person
$965
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)
Kimpton Hotel Palomar Philadelphia by IHG

Kimpton Hotel Palomar Philadelphia by IHG

4.5 out of 5
Price was $873, price is now $705 per person
$705
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)
One Sky Loft

One Sky Loft

2 out of 5
Price was $1,214, price is now $999 per person
$999
per person
Dec 1 - Dec 4
found 17 hours ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)
AKA Rittenhouse Square

AKA Rittenhouse Square

4 out of 5
Price was $966, price is now $812 per person
$812
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)
Philadelphia Marriott Old City

Philadelphia Marriott Old City

4 out of 5
Price was $755, price is now $648 per person
$648
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)
Courtyard by Marriott Philadelphia Downtown

Courtyard by Marriott Philadelphia Downtown

4 out of 5
Price was $769, price is now $673 per person
$673
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)
Kimpton Hotel Monaco Philadelphia by IHG

Kimpton Hotel Monaco Philadelphia by IHG

4.5 out of 5
Price was $777, price is now $687 per person
$687
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)
Society Hill Hotel

Society Hill Hotel

2 out of 5
Price was $1,236, price is now $1,094 per person
$1,094
per person
Dec 1 - Dec 4
found 17 hours ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)
The Westin Philadelphia

The Westin Philadelphia

4 out of 5
Price was $909, price is now $806 per person
$806
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)

4-night Chester County vacations

Price found within the past 48 hours. Click for updated prices.
One Sky Loft

One Sky Loft

2 out of 5
Price was $790, price is now $552 per person
$552
per person
Nov 24 - Nov 28
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)
The Shawnee Inn and Golf Resort

The Shawnee Inn and Golf Resort

3 out of 5
Price was $679, price is now $594 per person
$594
per person
Nov 15 - Nov 19
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Allentown (ABE)
Slope Lodge Prime Skiing Location Indoor Pool, Hot Tub, Sauna Private Deck

Slope Lodge Prime Skiing Location Indoor Pool, Hot Tub, Sauna Private Deck

3 out of 5
Price was $803, price is now $710 per person
$710
per person
Nov 15 - Nov 19
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Allentown (ABE)
Timberline Retreat by Avantstay Forest Views & Minutes to Camelback Resort

Timberline Retreat by Avantstay Forest Views & Minutes to Camelback Resort

3 out of 5
Price was $912, price is now $809 per person
$809
per person
Nov 15 - Nov 19
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Allentown (ABE)
Sunbird Lodge by Avantstay Gated Community + Indoor Pool Access + Fitness Center + Tennis Court

Sunbird Lodge by Avantstay Gated Community + Indoor Pool Access + Fitness Center + Tennis Court

3 out of 5
Price was $921, price is now $818 per person
$818
per person
Nov 15 - Nov 19
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Allentown (ABE)
Camelback Resort

Camelback Resort

3.5 out of 5
Price was $674, price is now $600 per person
$600
per person
Nov 15 - Nov 19
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Allentown (ABE)
Aspen Hollow by Avantstay Group-friendly Stay + Deck Dining + BBQ Near Ski + Waterparks

Aspen Hollow by Avantstay Group-friendly Stay + Deck Dining + BBQ Near Ski + Waterparks

3 out of 5
Price was $920, price is now $822 per person
$822
per person
Nov 15 - Nov 19
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Allentown (ABE)
Countryside Cottages

Countryside Cottages

3 out of 5
Price was $719, price is now $642 per person
$642
per person
Nov 15 - Nov 19
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Allentown (ABE)
Valley Forge Casino Resort

Valley Forge Casino Resort

4 out of 5
Price was $717, price is now $569 per person
$569
per person
Nov 24 - Nov 28
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)
Sofitel Philadelphia at Rittenhouse Square

Sofitel Philadelphia at Rittenhouse Square

4.5 out of 5
Price was $962, price is now $776 per person
$776
per person
Nov 24 - Nov 28
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)
Kimpton Hotel Palomar Philadelphia by IHG

Kimpton Hotel Palomar Philadelphia by IHG

4.5 out of 5
Price was $736, price is now $609 per person
$609
per person
Nov 24 - Nov 28
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)
The Windsor Suites

The Windsor Suites

4 out of 5
Price was $830, price is now $697 per person
$697
per person
Nov 24 - Nov 28
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Philadelphia (PHL)

5-night Chester County vacations

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Bordentown - Trenton South by IHG

Holiday Inn Express Bordentown - Trenton South by IHG

2.5 out of 5
Price was $532, price is now $412 per person
$412
per person
Dec 10 - Dec 15
found 18 hours ago
Roundtrip flight included
Miami (MIA) to Philadelphia (PHL)
Valley Forge Casino Resort

Valley Forge Casino Resort

4 out of 5
Save 100% on your flight
Price was $831, price is now $596 per person
$596
per person
Dec 2 - Dec 7
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)
Hyatt Centric Rittenhouse Square Philadelphia

Hyatt Centric Rittenhouse Square Philadelphia

4 out of 5
Save 100% on your flight
Price was $1,266, price is now $916 per person
$916
per person
Dec 2 - Dec 7
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)
The Rittenhouse Philadelphia

The Rittenhouse Philadelphia

5 out of 5
Save 100% on your flight
Price was $1,906, price is now $1,403 per person
$1,403
per person
Dec 2 - Dec 7
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)
Kimpton Hotel Palomar Philadelphia by IHG

Kimpton Hotel Palomar Philadelphia by IHG

4.5 out of 5
Save 100% on your flight
Price was $1,008, price is now $758 per person
$758
per person
Dec 2 - Dec 7
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)
The Shawnee Inn and Golf Resort

The Shawnee Inn and Golf Resort

3 out of 5
Price was $982, price is now $760 per person
$760
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Allentown (ABE)
The Windsor Suites

The Windsor Suites

4 out of 5
Save 100% on your flight
Price was $579, price is now $453 per person
$453
per person
Dec 10 - Dec 15
found 18 hours ago
Roundtrip flight included
Miami (MIA) to Philadelphia (PHL)
Sofitel Philadelphia at Rittenhouse Square

Sofitel Philadelphia at Rittenhouse Square

4.5 out of 5
Save 100% on your flight
Price was $1,158, price is now $906 per person
$906
per person
Dec 2 - Dec 7
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)
Hotel Anna & Bel

Hotel Anna & Bel

4 out of 5
Save 100% on your flight
Price was $1,669, price is now $1,308 per person
$1,308
per person
Dec 2 - Dec 7
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)
Philadelphia Marriott Old City

Philadelphia Marriott Old City

4 out of 5
Save 100% on your flight
Price was $1,018, price is now $807 per person
$807
per person
Dec 2 - Dec 7
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)
Aloft by Marriott Philadelphia Airport

Aloft by Marriott Philadelphia Airport

3 out of 5
Price was $634, price is now $503 per person
$503
per person
Dec 2 - Dec 7
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)
Four Points By Sheraton Philadelphia Airport

Four Points By Sheraton Philadelphia Airport

3 out of 5
Price was $603, price is now $479 per person
$479
per person
Dec 2 - Dec 7
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Philadelphia (PHL)

Top places to visit in Chester County

A street lined with historic buildings, a sign for Kildogge's Pub, and a banner for West Chester Restaurant Week.
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West Chester

West Chester

Flight deals to Chester County

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

Fri, Dec 4 - Mon, Dec 7
ATL
Atlanta
PHL
Philadelphia
$53 Roundtrip, just found
$53
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Dec 4 from Atlanta to Philadelphia, returning Mon, Dec 7, priced at $53 just found
Thu, Dec 3 - Sun, Dec 13
FLL
Fort Lauderdale
TTN
Trenton
$88 Roundtrip, found 2 hours ago
$88
Roundtrip
found 2 hours ago
Select Allegiant Air flight, departing Thu, Dec 3 from Fort Lauderdale to Trenton, returning Sun, Dec 13, priced at $88 found 2 hours ago
Fri, Oct 23 - Mon, Oct 26
SJU
San Juan
PHL
Philadelphia
$104 Roundtrip, found 2 days ago
$104
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Oct 23 from San Juan to Philadelphia, returning Mon, Oct 26, priced at $104 found 2 days ago

Top rated hotels for your Chester County vacation

Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

4 out of 5
1628 Chestnut St Philadelphia PA
Free Cancellation
Reserve now, pay when you stay
33.95 mi from city center
$160 nightly
The price is $186 total per night
$186 total
Oct 18 - Oct 19
Total with taxes and fees
A stay at Club Quarters Hotel Rittenhouse Square, Philadelphia places you in the heart of Philadelphia, within a 15-minute walk of Rittenhouse Square and Pennsylvania Convention Center.
Pet friendly
Free WiFi
The Windsor Suites

The Windsor Suites

4 out of 5
1700 Ben Franklin Pkwy Philadelphia PA
33.94 mi from city center
$144 nightly
The price is $168 total per night
$168 total
Oct 28 - Oct 29
Total with taxes and fees
A stay at The Windsor Suites places you in the heart of Philadelphia, within a 10-minute walk of Pennsylvania Convention Center and Fairmount Park.
Pool
Pet friendly
Doubletree by Hilton Philadelphia Airport

Doubletree by Hilton Philadelphia Airport

4 out of 5
4509 Island Ave Philadelphia PA
Free Cancellation
Reserve now, pay when you stay
31.37 mi from city center
$114 nightly
The price is $133 total per night
$133 total
Nov 1 - Nov 2
Total with taxes and fees
Located in Philadelphia (Southwest Philadelphia), Doubletree by Hilton Philadelphia Airport is within a 10-minute drive of Citizens Bank Park and Xfinity Mobile Arena.
Pool
Free airport shuttle
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.