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Chesapeake Bay Vacation Packages

Chesapeake Bay Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Ashland Studio Inn By OYO Richmond North near Kings Dominion

Ashland Studio Inn By OYO Richmond North near Kings Dominion

2.5 out of 5
Price was $372, price is now $259 per person
$259
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Stay at this motel in Ashland. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Kings Dominion and Banks Tennis Center are located nearby.
A house full of steel balls and games

A house full of steel balls and games

2.5 out of 5
Save 100% on your flight
Price was $529, price is now $348 per person
$348
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this family-friendly B&B in Richmond. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Broad Street and Shops at Willow Lawn are located nearby.
Capitol Inn by Belvilla Richmond Airport VA

Capitol Inn by Belvilla Richmond Airport VA

2.5 out of 5
Save 100% on your flight
Price was $450, price is now $297 per person
$297
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this business-friendly motel in Sandston. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Broad Street and Virginia Aviation Museum are located nearby.
The Commonwealth

The Commonwealth

4 out of 5
Save 100% on your flight
Price was $1,122, price is now $751 per person
$751
per person
Feb 8 - Feb 15
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, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broad Street and Richmond Old City Hall are located nearby.
Virginia Crossings Hotel, Tapestry Collection by Hilton

Virginia Crossings Hotel, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
Price was $648, price is now $444 per person
$444
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this golf hotel in Glen Allen. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Crossings Golf Club and Lavender Fields Herb Farm are located nearby.
OYO Palm Leaf Motel

OYO Palm Leaf Motel

2.5 out of 5
Save 100% on your flight
Price was $415, price is now $284 per person
$284
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Stay at this hotel in Ashland. Enjoy free parking, room service, and a 24-hour front desk. Popular attractions Kings Dominion and Banks Tennis Center are located nearby.
Linden Row Inn

Linden Row Inn

3 out of 5
Save 100% on your flight
Price was $895, price is now $637 per person
$637
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this historic hotel in Richmond. Enjoy free WiFi, a 24-hour front desk, and 2 meeting rooms. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broad Street and Richmond CenterStage are located nearby.
Holiday Inn Express Richmond I-64 Short Pump Area by IHG

Holiday Inn Express Richmond I-64 Short Pump Area by IHG

2.5 out of 5
Save 100% on your flight
Price was $686, price is now $500 per person
$500
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Short Pump Town Center and Elk's Lodge are located nearby.
Country Inn & Suites by Radisson, Richmond West at I-64, VA

Country Inn & Suites by Radisson, Richmond West at I-64, VA

3 out of 5
Save 100% on your flight
Price was $622, price is now $460 per person
$460
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 and the clean rooms in our reviews. Popular attractions Short Pump Town Center and Regency Square Mall are located nearby.
The Berkeley Hotel

The Berkeley Hotel

4 out of 5
Save 100% on your flight
Price was $734, price is now $549 per person
$549
per person
Jan 18 - Jan 23
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, 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.
Holiday Inn Express Hopewell - Fort Lee by IHG

Holiday Inn Express Hopewell - Fort Lee by IHG

2.5 out of 5
Save 100% on your flight
Price was $653, price is now $493 per person
$493
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Stay at this hotel in Hopewell. Enjoy free breakfast, free WiFi, and a health club. Our guests praise the helpful staff in our reviews. Popular attractions U.S. Army Women's Museum and U.S. Army Quartermaster Museum are located nearby.

3-4 Night Vacations in Chesapeake Bay

Price found within the past 48 hours. Click for updated prices.
OYO Palm Leaf Motel

OYO Palm Leaf Motel

2.5 out of 5
Price was $274, price is now $214 per person
$214
per person
Jan 23 - Jan 26
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Quality Inn & Suites Ashland near Kings Dominion

Quality Inn & Suites Ashland near Kings Dominion

2.5 out of 5
Price was $367, price is now $323 per person
$323
per person
Jan 22 - Jan 26
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Sleep Inn Richmond North

Sleep Inn Richmond North

2.5 out of 5
Price was $342, price is now $301 per person
$301
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Hermitage Hotel Richmond Virginia

Hermitage Hotel Richmond Virginia

2.5 out of 5
Sherwood Park
Price was $294, price is now $260 per person
$260
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)

5-7 Night Vacations in Chesapeake Bay

Price found within the past 48 hours. Click for updated prices.
Capitol Inn by Belvilla Richmond Airport VA

Capitol Inn by Belvilla Richmond Airport VA

2.5 out of 5
Save 100% on your flight
Price was $450, price is now $297 per person
$297
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
A house full of steel balls and games

A house full of steel balls and games

2.5 out of 5
Dumbarton
Save 100% on your flight
Price was $529, price is now $348 per person
$348
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Save 100% on your flight
Price was $1,122, price is now $751 per person
$751
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Virginia Crossings Hotel, Tapestry Collection by Hilton

Virginia Crossings Hotel, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
Price was $648, price is now $444 per person
$444
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)

Chesapeake Bay Last Minute Hotel Deals

Warner Hall

Warner Hall

3 out of 5
4750 Warner Hall Road Gloucester VA
Stay at this inn in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Woodville Park and White Marsh Shopping Center are located ...
Warner Hall
Comfort Inn Newport News - Hampton I-64

Comfort Inn Newport News - Hampton I-64

2.5 out of 5
12330 Jefferson Ave Newport News VA
Book a stay at this business-friendly hotel in Newport News. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Comfort Inn Newport News - Hampton I-64
Crown Inn Motel

Crown Inn Motel

2 out of 5
7833 George Washington Memorial Highway Yorktown VA
Stay at this motel in Yorktown. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions York Village and Hampton Roads Harley-Davidson are ...
Crown Inn Motel
Comfort Inn & Suites Hampton near Coliseum

Comfort Inn & Suites Hampton near Coliseum

3 out of 5
1551 Hardy Cash Dr Hampton VA
Book a stay at this business-friendly hotel in Hampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Comfort Inn & Suites Hampton near Coliseum
Embassy Suites by Hilton Hampton Convention Center

Embassy Suites by Hilton Hampton Convention Center

3.5 out of 5
1700 Coliseum Drive Hampton VA
Book a stay at this family-friendly hotel in Hampton. Enjoy free breakfast, room service, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Embassy Suites by Hilton Hampton Convention Center
King’s Creek Resort by Spinnaker

King’s Creek Resort by Spinnaker

4.5 out of 5
191 Cottage Cove Lane Williamsburg VA
Book a stay at this luxury condo in Williamsburg. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Busch Gardens Williamsburg and Water ...
King’s Creek Resort by Spinnaker
Comfort Suites Airport

Comfort Suites Airport

2.5 out of 5
12570 Jefferson Ave Newport News VA
Book a stay at this beach hotel in Newport News. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
Comfort Suites Airport
Sonesta Simply Suites Hampton

Sonesta Simply Suites Hampton

3 out of 5
401 Butler Farm Rd Hampton VA
Book a stay at this business-friendly hotel in Hampton. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff ...
Sonesta Simply Suites Hampton
See all 6,696 properties in Chesapeake Bay
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.