A marina with boats docked at sunset.

Kingston Vacations from $496

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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!

The Latest Kingston Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 11 - Dec 14

    Boston Lodge and Suites + Flight

    Dorchester
    3 nights
    4.0 star property
    8.4/10 - Very good (194 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..."
    Reviewed October 17, 2026
    Roundtrip • Austin (AUS) - Boston (BOS)
    AUS - BOS • Nonstop BOS - AUS • Nonstop
    Save 100% on your flight
    $1,017
    $496
    per traveler
    found 1 day ago
    Boston Lodge and Suites
  • Jan 28 - Feb 2

    Eurostars The Boxer + Flight

    West End
    5 nights
    4.0 star property
    8.8/10 - Excellent (1,635 reviews)
    "We would consider staying here again, but for the price there are probably better options nearby. It was conveniently located near the train station and room views were neat!"
    Reviewed November 7, 2026
    Roundtrip • Austin (AUS) - Boston (BOS)
    AUS - BOS • Nonstop BOS - AUS • Nonstop
    $878
    $589
    per traveler
    found 1 day ago
    Eurostars The Boxer
  • Dec 23 - Dec 26

    Mandarin Oriental, Boston + Flight

    Back Bay
    3 nights
    5.0 star property
    9.4/10 - Exceptional (468 reviews)
    "Overall Excellent! clean room, very nice staff"
    Reviewed November 4, 2026
    Roundtrip • Austin (AUS) - Boston (BOS)
    AUS - BOS • Nonstop BOS - AUS • 2 stops
    $1,828
    $1,272
    per traveler
    found 1 day ago
    Mandarin Oriental, Boston
  • Dec 10 - Dec 13

    The Newbury Boston + Flight

    Back Bay
    3 nights
    5.0 star property
    9.4/10 - Exceptional (747 reviews)
    "Beautiful hotel and the staff was wonderful. They gave us a corner room with a great view of the city. The room was spacious with a comfortable seating area."
    Reviewed November 7, 2026
    Roundtrip • Austin (AUS) - Boston (BOS)
    AUS - BOS • Nonstop BOS - AUS • Nonstop
    $1,650
    $1,153
    per traveler
    found 1 day ago
    The Newbury Boston
  • Dec 21 - Dec 26

    Ashworth by the Sea + Flight

    Hampton Beach
    5 nights
    3.0 star property
    8.4/10 - Very good (1,441 reviews)
    Roundtrip • Austin (AUS) - Boston (BOS)
    AUS - BOS • Nonstop BOS - AUS • 2 stops
    $858
    $614
    per traveler
    found 1 day ago
    Ashworth by the Sea

Where to stay near Kingston

Kingston offers a delightful blend of outdoor adventures and scenic beauty, perfect for families and romantic getaways. Explore the charming Kingston city center and surrounding districts, or take a short trip to downtown Plymouth for vibrant entertainment options—all conveniently located for a memorable vacation experience.

Plymouth

Discover Plymouth, a welcoming destination perfectly suited for families and leisure travelers who will appreciate its rich history and vibrant outdoor scene. Just a short drive from Kingston, Plymouth offers access to beautiful beaches, historic landmarks like Plymouth Rock, and recreational activities such as golf and concerts. With something for everyone, Plymouth is a smart choice for your stay, providing a perfect base to explore the picturesque coastline and enjoy family-friendly attractions.

North Plymouth

Experience the charm of North Plymouth, an excellent hub for family and outdoor travelers who want to enjoy beautiful beaches and scenic landscapes. With attractions like Plymouth Harbor, the historic Plymouth Rock, and the vibrant Plymouth Memorial Hall nearby, there's plenty to explore. Located about 3 miles by car from Kingston, North Plymouth offers a delightful mix of relaxation and adventure, making it a smart choice for your stay.

South Duxbury

Families and nature enthusiasts will love South Duxbury, known for its serene beaches and abundant outdoor activities. This charming neighborhood offers easy access to Plymouth Harbor and Plymouth Rock, perfect for a day of exploration, while the nearby park provides a great spot for relaxation and recreation. Located about 3 miles by car from Kingston, South Duxbury is a smart choice for those looking to immerse themselves in nature and create lasting memories.

Plympton

Immerse yourself in Plympton, where family-oriented travelers can easily access beautiful outdoor spaces and scenic beaches. This charming city is ideal for those seeking budget-friendly options while exploring attractions like Bridgewater State University, Plymouth Harbor, and the historic Plymouth Rock. With its inviting atmosphere, Plympton is just about a 4-mile drive from Kingston, making it a smart choice for your vacation stay. Experience the perfect blend of nature and history in this delightful destination.

Plymouth Cultural District

Travelers seeking a rich cultural experience will find Plymouth Cultural District to be the ideal base for their vacation. This vibrant neighborhood, about 4 miles by car from Kingston, offers a delightful mix of history and outdoor activities. Explore iconic sites like Plymouth Harbor and Plymouth Rock, and enjoy family-friendly venues such as Plymouth Memorial Hall. With a variety of music concerts and scenic beaches nearby, Plymouth Cultural District is a smart choice for your stay, ensuring an unforgettable getaway.

Discover the most popular places to visit in Kingston

Kingston Hotel Deals

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.

Frequently Asked Questions

How much does a Kingston vacation package cost?

Offering excellent value package deals from $496 on Expedia, you'll be thrilled with how little a vacation to Kingston costs! Expedia's packages make travel planning easier and your savings go further.

What are the cheapest months to go to Kingston?

If you're looking to score a cheap Kingston vacation package, consider traveling in November, December and January. You'll usually find better rates on flights and hotels during these quieter months — perfect for budget-conscious travelers.

How many days is enough for Kingston?

Typically, a handful of days is enough to visit the top attractions during your Kingston vacation. But if you want to have more time to relax or take day tours, consider extending your itinerary.

Is it worth booking a vacation package to Kingston?

It's no wonder a Kingston vacation is on the to-do list of many travelers. Well-known attractions like Grays Beach Park are just the start of things to keep you busy here.

How to find the best Kingston package deals?

Use Expedia's filter tool to find some of the best Kingston package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Kingston package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.

Is it cheaper to book a Kingston vacation as a package?

You can enjoy significant savings on your next Kingston break by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to see some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.

When to book a vacation package to Kingston?

If you're planning an impromptu Kingston getaway, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find incredible deals on your hotels and flights by booking well in advance.

Does Expedia offer Book Now, Pay Later Kingston vacation packages?

Your Kingston trip is meant to be a relaxing escape from your busy life, not a source of money worries. So to give you a little more flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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