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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.
Westgate Historic Williamsburg Resort

Westgate Historic Williamsburg Resort

3.5 out of 5
per person
Jan 31 - Feb 2
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
Stay at this 3.5-star family-friendly hotel in Williamsburg. Enjoy free parking, an outdoor pool, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
Fort Magruder Historic Williamsburg, Trademark by Wyndham

Fort Magruder Historic Williamsburg, Trademark by Wyndham

3.5 out of 5
per person
Jan 31 - Feb 2
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
Stay at this 3.5-star business-friendly hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
DoubleTree by Hilton Richmond - Midlothian

DoubleTree by Hilton Richmond - Midlothian

4 out of 5
per person
Jan 19 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Richmond (RIC)
Stay at this 4-star business-friendly hotel in Richmond. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Chesterfield Towne Center and Mid-Lothian Mines Park are located nearby.
Best Western PLUS Executive Hotel

Best Western PLUS Executive Hotel

2.5 out of 5
per person
Jan 31 - Feb 2
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Shops at Willow Lawn and Robins Center are located nearby.
OYO Hotel Doswell Kings Dominion

OYO Hotel Doswell Kings Dominion

2 out of 5
per person
Jan 19 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Richmond (RIC)
Stay at this hotel in Doswell. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Kings Dominion and Meadow Event Park are located nearby.
Super 8 by Wyndham Richmond Airport VA

Super 8 by Wyndham Richmond Airport VA

2 out of 5
per person
Jan 19 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Broad Street and Virginia Aviation Museum are located nearby.
Quality Inn & Suites

Quality Inn & Suites

2.5 out of 5
per person
Jan 19 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Richmond (RIC)
Book a stay at this business-friendly hotel in Ruther Glen. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Virginia Sports Complex and Castle Glen Estates Winery are located nearby.
Hilton Vacation Club Greensprings Williamsburg

Hilton Vacation Club Greensprings Williamsburg

3 out of 5
per person
Jan 31 - Feb 2
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
Stay at this 3-star golf hotel in Williamsburg. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Jamestown Settlement and Williamsburg Premium Outlets are located nearby.

Chester Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Barsala At Sphere Apartments

Barsala At Sphere Apartments

3.5 out of 5
per person
Feb 8 - Feb 11
found 1 day ago
Roundtrip flight included
New York (LGA) to Richmond (RIC)
Linden Row Inn

Linden Row Inn

3 out of 5
Downtown Richmond
per person
Feb 8 - Feb 11
found 1 day ago
Roundtrip flight included
New York (LGA) to Richmond (RIC)
Quirk Hotel Richmond

Quirk Hotel Richmond

4 out of 5
Downtown Richmond
per person
Feb 8 - Feb 11
found 1 day ago
Roundtrip flight included
New York (LGA) to Richmond (RIC)
Homewood Suites by Hilton Richmond - Downtown

Homewood Suites by Hilton Richmond - Downtown

3 out of 5
Downtown Richmond
per person
Feb 8 - Feb 11
found 1 day ago
Roundtrip flight included
New York (LGA) to Richmond (RIC)

Top Flight Deals

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

Spirit Airlines
Wed, Jan 8 - Mon, Jan 13
FLL
Fort Lauderdale - Hollywood Intl.
RIC
Richmond Intl.
$64 Roundtrip, found 6 days ago
$64
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Wed, Jan 8 from Fort Lauderdale - Hollywood Intl. to Richmond Intl., returning Mon, Jan 13, priced at $64 found 6 days ago
Spirit Airlines
Fri, Jan 10 - Mon, Jan 13
MCO
Orlando Intl.
RIC
Richmond Intl.
$72 Roundtrip, found 5 days ago
$72
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Fri, Jan 10 from Orlando Intl. to Richmond Intl., returning Mon, Jan 13, priced at $72 found 5 days ago
Spirit Airlines
Wed, May 7 - Tue, May 13
BOS
Logan Intl.
RIC
Richmond Intl.
$142 Roundtrip, found 3 days ago
$142
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, May 7 from Logan Intl. to Richmond Intl., returning Tue, May 13, priced at $142 found 3 days ago
Spirit Airlines
Tue, May 13 - Tue, May 20
ATL
Hartsfield-Jackson Atlanta Intl.
RIC
Richmond Intl.
$151 Roundtrip, found 2 days ago
$151
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, May 13 from Hartsfield-Jackson Atlanta Intl. to Richmond Intl., returning Tue, May 20, priced at $151 found 2 days ago