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Chesapeake Bay Vacation Packages

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Chesapeake Bay
United States of America
North America
Hotwire.com

Chesapeake Bay Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

King’s Creek Resort by Spinnaker

4 out of 5

Save 100% on your flight

Price was $439, price is now $300 per person

$300

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Richmond (RIC)

Stay at this 4-star condo in Williamsburg. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.

Linden Row Inn

3 out of 5

Save 100% on your flight

Price was $1,541, price is now $965 per person

$965

per person

Oct 22 - Oct 28

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Richmond (RIC)

Stay at this 3-star 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 Raceway are located nearby.

The Commonwealth

4 out of 5

Save 100% on your flight

Price was $668, price is now $429 per person

$429

per person

Sep 25 - Sep 28

found 1 day ago

Roundtrip flight included

Orlando (MCO) 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 Raceway are located nearby.

Landing Apartments near Virginia Union University

3.5 out of 5

Save 100% on your flight

Price was $872, price is now $588 per person

$588

per person

Sep 25 - Sep 28

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Richmond (RIC)

Stay at this 3.5-star aparthotel in Richmond. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions Broad Street and Richmond Raceway are located nearby.

The Colonies at Williamsburg

3 out of 5

Save 100% on your flight

Price was $540, price is now $373 per person

$373

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Richmond (RIC)

Stay at this 3-star 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.

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5

Price was $450, price is now $319 per person

$319

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Richmond (RIC)

Stay at this 3-star golf hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.

Club Wyndham Governor’s Green

3 out of 5

Save 100% on your flight

Price was $645, price is now $458 per person

$458

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Richmond (RIC)

Stay at this 3-star family-friendly hotel in Williamsburg. Enjoy free parking, 2 outdoor pools, and 3 hot tubs. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.

Wingate by Wyndham Richmond Short Pump

2.5 out of 5

Price was $779, price is now $556 per person

$556

per person

Oct 22 - Oct 28

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) 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.