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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 $332, price is now $257 per person
$257
per person
Jan 18 - Jan 23
found 22 hours 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.
OYO Hotel Doswell Kings Dominion

OYO Hotel Doswell Kings Dominion

2 out of 5
Price was $433, price is now $328 per person
$328
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
The Commonwealth

The Commonwealth

4 out of 5
Save 100% on your flight
Price was $706, price is now $477 per person
$477
per person
Jan 18 - Jan 23
found 22 hours 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.
A house full of steel balls and games

A house full of steel balls and games

2.5 out of 5
Price was $450, price is now $326 per person
$326
per person
Jan 18 - Jan 23
found 22 hours 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
Price was $367, price is now $268 per person
$268
per person
Jan 18 - Jan 23
found 22 hours 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.
Hilton Richmond Hotel & Spa/Short Pump

Hilton Richmond Hotel & Spa/Short Pump

4 out of 5
Save 100% on your flight
Price was $640, price is now $480 per person
$480
per person
Jan 18 - Jan 23
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this spa hotel in Richmond. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Short Pump Town Center and Elk's Lodge are located nearby.
The Berkeley Hotel

The Berkeley Hotel

4 out of 5
Save 100% on your flight
Price was $696, price is now $528 per person
$528
per person
Jan 18 - Jan 23
found 22 hours 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.
Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort

Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort

3 out of 5
Price was $828, price is now $636 per person
$636
per person
Jan 23 - Jan 30
found 19 hours ago
Roundtrip flight included
Minneapolis (MSP) to Richmond (RIC)
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
Linden Row Inn

Linden Row Inn

3 out of 5
Price was $599, price is now $463 per person
$463
per person
Jan 18 - Jan 23
found 22 hours 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.
Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

3.5 out of 5
Price was $828, price is now $646 per person
$646
per person
Jan 23 - Jan 30
found 19 hours ago
Roundtrip flight included
Minneapolis (MSP) to Richmond (RIC)
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
Price was $877, price is now $690 per person
$690
per person
Jan 23 - Jan 30
found 19 hours ago
Roundtrip flight included
Minneapolis (MSP) 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 Williamsburg Premium Outlets and Bowlero Williamsburg are located nearby.

3-4 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
Price was $331, price is now $250 per person
$250
per person
Jan 22 - Jan 26
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
The Berkeley Hotel

The Berkeley Hotel

4 out of 5
Downtown Richmond
Save 100% on your flight
Price was $570, price is now $415 per person
$415
per person
Jan 22 - Jan 26
found 15 hours 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 $634, price is now $463 per person
$463
per person
Jan 22 - Jan 26
found 15 hours 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
Price was $436, price is now $324 per person
$324
per person
Jan 22 - Jan 26
found 15 hours 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
Price was $367, price is now $268 per person
$268
per person
Jan 18 - Jan 23
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
OYO Hotel Doswell Kings Dominion

OYO Hotel Doswell Kings Dominion

2 out of 5
Price was $433, price is now $328 per person
$328
per person
Jan 14 - Jan 19
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 $706, price is now $477 per person
$477
per person
Jan 18 - Jan 23
found 22 hours 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
Price was $450, price is now $326 per person
$326
per person
Jan 18 - Jan 23
found 22 hours 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 & 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
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
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
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
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

3 out of 5
1801 Atlantic Ave Virginia Beach VA
Book a stay at this beach hotel in Virginia Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the helpful staff ...
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
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
See all 6,741 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.