Kingston Vacation Packages
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Your Kingston Vacation
From its highlights to its hidden treasures, this city is best experienced with a Kingston vacation package. Look for places to stay in Plymouth Cultural District, which is great for dining, culture and history. Ready to venture out and explore? Plymouth Rock, Mayflower II and National Monument to the Forefathers are among the top-rated places to visit during your trip to Kingston. Expedia has what you need to escape the everyday. Tailor your vacation to Kingston to match your travel style, whatever that may be!
Top Kingston Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront
North End
CA $963
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (2,041 reviews)
Amazing hotel, great location right on the water. Close to Great restaurants and bakeries and easy walk to down town and all the historical location.
Reviewed on Oct 20, 2026
Boston Lodge and Suites
Dorchester
CA $964
per person
Dec 24 - Dec 27
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (190 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more.
We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of.
Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.
Reviewed on Oct 17, 2026
Four Seasons Hotel Boston
Bay Village
CA $1,851
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)
For the most high end hotel in Boston, lacked updated amenities that other newer hotels have. Rooms were severely dated.
Reviewed on Oct 20, 2026
Ready to book your vacation to Kingston?
Kingston Hotel Deals
Plymouth Bay Inn and Suites
149 Main Street Kingston MA
Fully refundableReserve now, pay when you stay
CA $134
CA $150 total
Nov 2 - Nov 3
includes taxes & fees
7.4/10 Good! (668 reviews)
"Low budget hotel/motel, appears worn and needs updating, but affordable for the area. Pool was actually in good shape and clean which the kids enjoyed and was the biggest reason we booked it. Gym is lacking, just a treadmill and a couple other machines and medicine balls. Breakfast is cheap but worked ..."
Reviewed on Oct 19, 2026
Garner Hotel Brockton - Boston by IHG
405 Westgate Dr. Brockton MA
Fully refundable
CA $151
CA $169 total
Nov 17 - Nov 18
includes taxes & fees
Hyatt Place Boston/Braintree
50 Forbes Road Braintree MA
Fully refundableReserve now, pay when you stay
CA $159
CA $178 total
Nov 15 - Nov 16
includes taxes & fees
9/10 Wonderful! (3,156 reviews)
"I like the home"
Reviewed on Oct 20, 2026
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.
Stay near popular Kingston attractions
Grays Beach Park
8.6/10 (7 reviews)
If a restful vacation is part of your travel plans, Grays Beach Park might be the perfect place to seek out during your trip to Kingston. While you're in the area, wander around the parks.
Regal Independence Mall
You can take time to visit Regal Independence Mall during your travels to Kingston. Stroll along the waterfront or experience the area's live music.
Cranberry Watershed Preserve
8.4/10 (7 reviews)
Explore the great outdoors at Cranberry Watershed Preserve, a lovely green space in Kingston. Wander the area's seaside or simply enjoy one of its seafood restaurants.
Frequently asked questions
How much does a Kingston vacation package cost?
Offering excellent value package deals from CA $963 on Expedia, you'll be thrilled with how little a vacation to Kingston costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Kingston?
Plan your trip for the off-peak season and you're likely to get cheap Kingston vacation packages. Keep in mind that school vacation periods and major festivals and events can impact prices, so do a little research before you go.
How many days is enough for Kingston?
With about 2 days, you'll have enough time to visit popular neighbourhoods such as Plymouth Cultural District and North Plymouth during your Kingston vacation. Be sure to also add Duxbury Beach Park and Plymouth Memorial Hall to your must-see list. Up for some more adventures? Consider exploring outside of Kingston on tours and day trips.
Is it worth booking a vacation package to Kingston?
Kingston is a good vacation destination with attractions like Grays Beach Park among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, a Kingston vacation promises a good time for everyone.
How to find the best Kingston package deals?
Landing a cheap Kingston package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget, add some filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Kingston package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Kingston vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component individually. And you'll still have the freedom to create a tailored Kingston vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Kingston?
Land incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Kingston adventure.
How to plan a trip to Kingston?
- Choose your dates: The things you plan to do in Kingston and your preferred season can help you decide when to get away.
- Calculate your budget: Make sure you have enough money to cover everything from meals and transportation to flights and experiences. Your accommodations will likely be the largest expense during your trip to Kingston.
- Set the duration of your trip: Start by making a list of all the sights and activities you want to experience in Kingston. Then, estimate how long you'll need at each, along with any travel time.
- Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalized Kingston vacation package.
Explore a world of travel with Expedia
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
