
Book Exclusive Chesapeake Bay Vacation Packages
Chesapeake Bay flight + hotel packages
Price found within the past 48 hours. Click for updated prices.

A house full of steel balls and games
Dumbarton
per person
May 27 - Jun. 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
Book a stay at this family-friendly B&B in Richmond. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Carytown and Richmond Raceway are located nearby.

Linden Row Inn
Downtown Richmond
Save 100% on your flight
per person
May 27 - Jun. 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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
Downtown Richmond
Save 100% on your flight
per person
May 27 - Jun. 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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.

Wingate by Wyndham Richmond Short Pump
Short Pump
per person
May 27 - Jun. 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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.

Virginia Crossings Hotel, Tapestry Collection by Hilton
per person
May 27 - Jun. 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
Stay at this 3.5-star 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 Richmond Raceway and The Crossings Golf Club are located nearby.
Top Chesapeake Bay hotels deals

Washington Plaza Hotel
10 Thomas Circle NW, Washington, DC
Free cancellation
Reserve now, pay when you stay
The price is CA $168 per night
CA $168
CA $195 total
includes taxes & fees
16 Mar - 17 Mar
Book a stay at this business-friendly hotel in Washington. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions White House and Capital One Arena are located nearby.

Holiday Inn Washington Capitol - Natl Mall by IHG
550 C St SW, Washington, DC
Free cancellation
The price is CA $261 per night
CA $261
CA $303 total
includes taxes & fees
23 Mar - 24 Mar
Stay at this 3-star business-friendly hotel in Washington. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Smithsonian Institution and Capital One Arena are located nearby.
Pool
Pet-friendly

Arlo Washington DC
333 G St NW, Washington, DC
Free cancellation
The price is CA $240 per night
CA $240
CA $337 total
includes taxes & fees
16 Mar - 17 Mar
Stay at this 4-star hotel in Washington. Enjoy free WiFi, an outdoor pool, and 2 bars/lounges. Popular attractions Capital One Arena and Union Station Shopping Center are located nearby.
Pool
Pet-friendly

Crowne Plaza College Park - Washington DC by IHG
6400 Ivy Lane, Greenbelt, MD
Free cancellation
The price is CA $126 per night
CA $126
CA $143 total
includes taxes & fees
21 Mar - 22 Mar
Stay at this 3.5-star business-friendly hotel in Greenbelt. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenbelt Park and NASA Visitor Center are located nearby.
Pet-friendly
Parking included

Hotel Arboretum
1917 Bladensburg Rd, NE, Washington, DC
Free cancellation
Reserve now, pay when you stay
The price is CA $292 per night
CA $292
CA $338 total
includes taxes & fees
17 Mar - 18 Mar
Book a stay at this business-friendly hotel in Washington. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Union Station Shopping Center and Capital One Arena are located nearby.
Breakfast included
Free WiFi

Generator Hotel Washington DC
1900 Connecticut Ave NW, Washington, DC
Free cancellation
Reserve now, pay when you stay
The price is CA $176 per night
CA $176
CA $246 total
includes taxes & fees
13 Apr - 14 Apr
Stay at this hotel in Washington. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions White House and Capital One Arena are located nearby.
Pool
Pet-friendly
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.
Popular places to visit

Busch Gardens Williamsburg
5/5(3 reviews)
Enjoy the excitement at Busch Gardens Williamsburg and see why people love this amusement park in Williamsburg. Experience the entertainment choices or attend a sporting event in this family-friendly area.

White House
4/5(388 reviews)
Find out about the history of White House, one of the top monuments in Washington. Experience the area's acclaimed art scene and great live music.

Virginia Beach Boardwalk
5/5(49 reviews)
Virginia Beach Boardwalk is just one of the places to see in Virginia Beach, so why not enjoy the other things to explore during your travels? Wander the beautiful beaches and seaside in this family-friendly area.
Frequently asked questions
Photos of local treasures
Browse Chesapeake Bay vacation photos for more inspiration





Book a vacation to Chesapeake Bay
Most popular
Hotels
Hotels in Grand ForksAll Inclusive Resorts & Hotels in Southern CaliforniaHotels in MiamiHotels with smoking rooms in Northern CaliforniaAll Inclusive Resorts & Hotels in Mojave DesertHotels in Gulf CoastGolf Resorts & Hotels in Florida KeysAll Inclusive Resorts & Hotels in Gulf CoastAll Inclusive Resorts & Hotels in Appalachian MountainsHotels in Florida KeysAll Inclusive Resorts & Hotels in Northern CaliforniaAll Inclusive Resorts & Hotels in Florida KeysHotels in SeattleHotels in OrlandoHotels in New YorkHotels in Southern CaliforniaHotels in Las VegasWaterpark Hotels and Resorts in Southern California