Exclusive Chesapeake Bay Vacation Deals

Chesapeake Bay vacation package deals

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

Club Wyndham Kingsgate

3 out of 5
Price was CA $1,508, price is now CA $1,175 per person
CA $1,175
per person
Dec 23 - Dec 30
found 24 hours ago
Roundtrip flight included
Halifax (YHZ) to Richmond (RIC)
Stay at this 3-star family-friendly resort in Williamsburg. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
Warner Hall

Warner Hall

3 out of 5
Price was CA $2,810, price is now CA $2,000 per person
CA $2,000
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
Stay at this 3-star inn in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Woodville Park and White Marsh Shopping Center are located nearby.
The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Price was CA $1,901, price is now CA $1,504 per person
CA $1,504
per person
Dec 21 - Dec 28
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.
Linden Row Inn

Linden Row Inn

3 out of 5
Downtown Richmond
Price was CA $1,999, price is now CA $1,592 per person
CA $1,592
per person
Dec 21 - Dec 28
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.
Graduate by Hilton Richmond

Graduate by Hilton Richmond

4 out of 5
Downtown Richmond
Price was CA $1,738, price is now CA $1,404 per person
CA $1,404
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
Stay at this 4-star 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 Richmond Raceway are located nearby.
Westgate Williamsburg

Westgate Williamsburg

2.5 out of 5
Midtown
Price was CA $2,351, price is now CA $1,932 per person
CA $1,932
per person
Dec 23 - Dec 30
found 24 hours ago
Roundtrip flight included
Halifax (YHZ) to Richmond (RIC)
Book a stay at this business-friendly resort in Williamsburg. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.

Frequently asked questions

How much are vacation packages to Chesapeake Bay?
Travelocity offers flight and hotel vacation packages starting at an incredible CA $1,175. With such huge savings, you'll be saying hello to Chesapeake Bay before you know it.
Where can I get the best vacation package deals for Chesapeake Bay?
Travelocity has all you need to score an amazing Chesapeake Bay package deal. Select from as many as 400 air carriers and 1,000,000 hotels worldwide and craft a travel itinerary that's suited to you. With this amount of choice, it's time to start planning your next big adventure.
Why should I purchase my Chesapeake Bay vacation package with Travelocity?
Because we believe in crafting one-of-a-kind vacation experiences. From hotels and flights to car rentals and activities, everything is at your fingertips. Our customer support team is available 24/7 to ensure you'll never roam alone. We also have a Price Match Guarantee, so you can secure your trip knowing you've landed the best deal around. If you find a lower price, we'll match it!
Will I save money on my Chesapeake Bay car rental if I book it with my hotel or flight?
You certainly can with our Chesapeake Bay vacation packages. With one of these, there are lots of ways to stretch your vacation budget further. Bundle any two or more car, flight, hotel and tour bookings and watch your savings start to pile up. With your own ride, all the popular attractions in and around Chesapeake Bay are an unforgettable road trip away.
Which airport is best for Chesapeake Bay?
The most popular airports for Chesapeake Bay are Norfolk Intl. Airport (ORF) and Newport News - Williamsburg Intl. Airport (PHF).
What is there to do in Chesapeake Bay?
Chesapeake Bay has hidden gems at every turn, but be sure you visit White House and United States Capitol while you're in town. These attractions can't be missed.

Top Chesapeake Bay hotel deals

Shore Stay Suites

Shore Stay Suites

2 out of 5
26406 Lankford Hwy, Cape Charles, VA
Free cancellation
Reserve now, pay when you stay
Stay at this hotel in Cape Charles. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions Cape Charles Beach and Bay Creek Golf Club are located nearby.
Pet-friendly
Parking included
Delta Hotels by Marriott Virginia Beach Waterfront Suites

Delta Hotels by Marriott Virginia Beach Waterfront Suites

4 out of 5
2800 Shore Drive, Virginia Beach, VA
Free cancellation
Reserve now, pay when you stay
The price is CA $138 per night
CA $138
CA $161 total
Oct 28 - Oct 29
includes taxes & fees
Stay at this 4-star business-friendly hotel in Virginia Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the restaurant and the bar in our reviews. Popular attractions First Landing State Park and Marina Shores Marina are located nearby.
Pool
Pet-friendly
Onley Inn

Onley Inn

2 out of 5
25297 Lankford Hwy, Onley, VA
Free cancellation
Reserve now, pay when you stay
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. Popular attractions George N McMath Park and Hang Glide Virginia are located nearby.
Pet-friendly
Parking included
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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.

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