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Chesapeake Bay Vacation Packages

Chesapeake Bay Flight + Hotel Packages

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 $313, price is now $219 per person
$219
per person
Dec 30 - Jan 3
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) 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.
Holiday Inn Club Vacations Williamsburg Resort by IHG

Holiday Inn Club Vacations Williamsburg Resort by IHG

3.5 out of 5
Price was $799, price is now $660 per person
$660
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this family-friendly resort in Williamsburg. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Popular attractions Williamsburg Premium Outlets and MagiQuest are located nearby.
The Berkeley Hotel

The Berkeley Hotel

4 out of 5
Save 100% on your flight
Price was $495, price is now $309 per person
$309
per person
Dec 30 - Jan 3
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) 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.
The Commonwealth

The Commonwealth

4 out of 5
Save 100% on your flight
Price was $543, price is now $359 per person
$359
per person
Dec 30 - Jan 3
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) 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.
Graduate by Hilton Richmond

Graduate by Hilton Richmond

4 out of 5
Save 100% on your flight
Price was $566, price is now $382 per person
$382
per person
Dec 30 - Jan 3
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy free WiFi, 2 restaurants, and a rooftop terrace. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Broad Street and 1708 Gallery 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 $315, price is now $221 per person
$221
per person
Dec 30 - Jan 3
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) 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.
Omni Richmond Hotel

Omni Richmond Hotel

4 out of 5
Save 100% on your flight
Price was $578, price is now $408 per person
$408
per person
Dec 30 - Jan 3
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broad Street and Shockoe Slip are located nearby.
Hyatt Select Richmond/Chester

Hyatt Select Richmond/Chester

3 out of 5
Save 100% on your flight
Price was $451, price is now $332 per person
$332
per person
Dec 30 - Jan 3
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Point of Rocks Park and Henricus Historical Park are located nearby.
Linden Row Inn

Linden Row Inn

3 out of 5
Save 100% on your flight
Price was $502, price is now $373 per person
$373
per person
Dec 30 - Jan 3
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) 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.
Hilton Richmond Downtown

Hilton Richmond Downtown

4 out of 5
Save 100% on your flight
Price was $515, price is now $384 per person
$384
per person
Dec 30 - Jan 3
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broad Street and Richmond CenterStage are located nearby.
Hyatt Place Richmond Airport

Hyatt Place Richmond Airport

3 out of 5
Price was $436, price is now $334 per person
$334
per person
Dec 30 - Jan 3
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)
Stay at this hotel in Richmond. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broad Street and White Oak Village are located nearby.
Wingate by Wyndham Richmond Short Pump

Wingate by Wyndham Richmond Short Pump

2.5 out of 5
Price was $391, price is now $302 per person
$302
per person
Dec 26 - Dec 30
found 2 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) 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 Short Pump Town Center and Elk's Lodge are located nearby.

3-4 Night Vacations in Chesapeake Bay

Price found within the past 48 hours. Click for updated prices.
A house full of steel balls and games

A house full of steel balls and games

2.5 out of 5
Dumbarton
Price was $315, price is now $221 per person
$221
per person
Dec 30 - Jan 3
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)
Holiday Inn Club Vacations Williamsburg Resort by IHG

Holiday Inn Club Vacations Williamsburg Resort by IHG

3.5 out of 5
Price was $799, price is now $660 per person
$660
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Richmond (RIC)
Country Inn & Suites by Radisson, Ashland - Hanover, VA

Country Inn & Suites by Radisson, Ashland - Hanover, VA

3 out of 5
Price was $384, price is now $311 per person
$311
per person
Dec 26 - Dec 30
found 2 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)
Hampton Inn Richmond - South

Hampton Inn Richmond - South

2.5 out of 5
Price was $409, price is now $336 per person
$336
per person
Dec 30 - Jan 3
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) 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 $421, price is now $330 per person
$330
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
The Berkeley Hotel

The Berkeley Hotel

4 out of 5
Downtown Richmond
Price was $691, price is now $483 per person
$483
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Moxy Richmond Downtown

Moxy Richmond Downtown

2.5 out of 5
Downtown Richmond
Price was $707, price is now $538 per person
$538
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Wingate by Wyndham Richmond Short Pump

Wingate by Wyndham Richmond Short Pump

2.5 out of 5
Short Pump
Price was $599, price is now $468 per person
$468
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)

Chesapeake Bay Last Minute Hotel Deals

Onley Inn

Onley Inn

2 out of 5
25297 Lankford Hwy Onley VA
Stay at this hotel in Onley. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Onley Inn
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
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)
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
Hyatt Place Hampton Convention Center

Hyatt Place Hampton Convention Center

3 out of 5
1905 Coliseum 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 ...
Hyatt Place 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
See all 6,737 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.