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.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,590, price is now CA $784 per person
CA $784
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.4/10 Very good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $6,916, price is now CA $4,405 per person
CA $4,405
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (474 reviews)
perfecto

Reviewed on Jun 8, 2026

Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was CA $1,350, price is now CA $885 per person
CA $885
per person
Sep 1 - Sep 4
found 6 hours ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Price was CA $10,699, price is now CA $7,024 per person
CA $7,024
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
10/10 Exceptional! (10 reviews)
It was an amazing relaxing place. Very family friendly

Reviewed on Jul 12, 2026

Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

5 out of 5
Price was CA $1,948, price is now CA $1,283 per person
CA $1,283
per person
Oct 1 - Oct 4
found 21 hours ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.2/10 Wonderful! (5 reviews)
We were in Boston for the Mammoth March in Hingham and needed a base for some sight seeing in Boston for the week. We did not have a rental car but the parking garage was easily accessible and secure. We were able to get ubers very easily from the location. The Chelsea train station was only a 5 min walk away and the trains were reliable and efficient. The support staff replied to all our messages in the chat option quickly and were very helpful. The kitchen was well stocked and set up. The apartment was clean and all the linens and towels were freshly laundred. Would recommend this place without hesitation.

Reviewed on Jun 15, 2026

Ready to book your vacation to Kingston?

 

Choose your dates

Kingston Hotel Deals

Plymouth Bay Inn and Suites

Plymouth Bay Inn and Suites

2 out of 5
149 Main Street Kingston MA
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Jul 27 to Jul 28
CA $168
CA $187 total
Jul 27 - Jul 28
includes taxes & fees
Plymouth Bay Inn and Suites
Garner Hotel Brockton - Boston by IHG

Garner Hotel Brockton - Boston by IHG

2.5 out of 5
405 Westgate Dr. Brockton MA
Fully refundable
The price is CA $138 per night from Aug 9 to Aug 10
CA $138
CA $154 total
Aug 9 - Aug 10
includes taxes & fees
8.4/10 Very good! (1,143 reviews)
"One elevator far away from the check in desk"

Reviewed on Jul 24, 2026

Garner Hotel Brockton - Boston by IHG
Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

3.5 out of 5
50 Forbes Road Braintree MA
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Aug 2 to Aug 3
CA $173
CA $193 total
Aug 2 - Aug 3
includes taxes & fees
Hyatt Place Boston/Braintree
See all 1,268 properties in Kingston
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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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.
See properties

Frequently asked questions

How much does a Kingston vacation package cost?
Offering excellent value package deals from CA $784 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?

  1. Choose your dates: The things you plan to do in Kingston and your preferred season can help you decide when to get away.
  2. 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.
  3. 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.
  4. 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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.