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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.
Hermitage Hotel Richmond Virginia

Hermitage Hotel Richmond Virginia

2.5 out of 5
Price was $404, price is now $348 per person
$348
per person
Apr 30 - May 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Broad Street and Arthur Ashe Athletic Center are located nearby.
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
Price was $787, price is now $635 per person
$635
per person
May 28 - Jun 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Richmond (RIC)
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free parking, an outdoor pool, and free water park access. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Bowlero Williamsburg and Williamsburg Premium Outlets are located nearby.
Club Wyndham Kingsgate

Club Wyndham Kingsgate

3 out of 5
Price was $783, price is now $639 per person
$639
per person
May 28 - Jun 3
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Richmond (RIC)
Book a stay at this family-friendly resort in Williamsburg. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
Griffin Hotel, an official Colonial Williamsburg Hotel

Griffin Hotel, an official Colonial Williamsburg Hotel

3 out of 5
Price was $811, price is now $663 per person
$663
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this spa hotel in Williamsburg. Enjoy 3 outdoor pools, a full-service spa, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
The Berkeley Hotel

The Berkeley Hotel

4 out of 5
Price was $889, price is now $741 per person
$741
per person
May 28 - Jun 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broad Street and Shockoe Slip are located nearby.
Wedmore Place

Wedmore Place

3.5 out of 5
Price was $661, price is now $560 per person
$560
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this spa hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Busch Gardens Williamsburg and Jamestown Settlement are located nearby.
Royal INN

Royal INN

2.5 out of 5
Price was $463, price is now $395 per person
$395
per person
May 10 - May 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Stay at this motel in Richmond. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Rockwood Park and Southside Speedway are located nearby.

Chester Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
Price was $511, price is now $426 per person
$426
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Griffin Hotel, an official Colonial Williamsburg Hotel

Griffin Hotel, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Price was $811, price is now $663 per person
$663
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Club Wyndham Kingsgate

Club Wyndham Kingsgate

3 out of 5
Price was $701, price is now $580 per person
$580
per person
May 21 - May 24
found 19 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Richmond (RIC)
Wedmore Place

Wedmore Place

3.5 out of 5
Price was $661, price is now $560 per person
$560
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)

Chester Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
Price was $787, price is now $635 per person
$635
per person
May 28 - Jun 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Richmond (RIC)
Griffin Hotel, an official Colonial Williamsburg Hotel

Griffin Hotel, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Price was $1,212, price is now $990 per person
$990
per person
Apr 25 - May 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Richmond (RIC)
Club Wyndham Kingsgate

Club Wyndham Kingsgate

3 out of 5
Price was $783, price is now $639 per person
$639
per person
May 28 - Jun 3
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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, Apr 8 - Tue, Apr 14
FLL
Fort Lauderdale - Hollywood Intl.
RIC
Richmond Intl.
$134 Roundtrip, found 4 hours ago
$134
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Wed, Apr 8 from Fort Lauderdale - Hollywood Intl. to Richmond Intl., returning Tue, Apr 14, priced at $134 found 4 hours ago
JetBlue Airways
Tue, May 12 - Tue, May 19
MCO
Orlando Intl.
RIC
Richmond Intl.
$157 Roundtrip, found 1 day ago
$157
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, May 12 from Orlando Intl. to Richmond Intl., returning Tue, May 19, priced at $157 found 1 day ago
Spirit Airlines
Mon, Apr 20 - Thu, Apr 23
ATL
Hartsfield-Jackson Atlanta Intl.
RIC
Richmond Intl.
$174 Roundtrip, found 3 days ago
$174
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Mon, Apr 20 from Hartsfield-Jackson Atlanta Intl. to Richmond Intl., returning Thu, Apr 23, priced at $174 found 3 days ago
Frontier Airlines
Thu, Apr 16 - Thu, Apr 30
LGA
LaGuardia
RIC
Richmond Intl.
$182 Roundtrip, found 14 hours ago
$182
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Thu, Apr 16 from LaGuardia to Richmond Intl., returning Thu, Apr 30, priced at $182 found 14 hours ago