Kingston Vacations from $271

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
Save 100% on your flight
Price was $436, price is now $271 per person
$271
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (2,242 reviews)
Nice room with separate living room. We enjoyed the gym, pool and hot tub. We stayed on second floor and there is only one elevator, so you have to wait sometime. I wish there is stairs to walk down.

Reviewed on Jan 6, 2026

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $619, price is now $275 per person
$275
per person
Feb 27 - Mar 1
found 16 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.4/10 Very Good! (188 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.

Reviewed on Nov 10, 2025

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Save 100% on your flight
Price was $673, price is now $444 per person
$444
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
Amazing stay i will definitely be back!

Reviewed on Jan 7, 2026

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $594, price is now $399 per person
$399
per person
Mar 20 - Mar 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Such a warm and cozy place with great amenities!

Reviewed on Dec 31, 2025

The Cove At Yarmouth

The Cove At Yarmouth

3 out of 5
Save 100% on your flight
Price was $492, price is now $331 per person
$331
per person
Apr 8 - Apr 11
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (243 reviews)
The staff are amazing! Love the amenities - the pool, recreation center, activities for the kids such as windchime arts and crafts. The arcade is always a hit. The Loft makes it so easy to not have to stress about a place to go to for dinner. The Cove is a great place for everyone!

Reviewed on Dec 28, 2025

Don't see what you're looking for?
See all available trips from Columbus to Kingston
View all trips

Discover the most popular places to visit in Kingston

Grays Beach Park

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.

Grays Beach Park

Cranberry Watershed Preserve

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.

Cranberry Watershed Preserve

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
$97 nightly
The price is $109 total per night from Jan 15 to Jan 16
$109 total
Jan 15 - Jan 16
Total with taxes and fees
7.4/10 Good! (521 reviews)
Clean

Reviewed on Nov 30, 2025

Plymouth Bay Inn and Suites
THANKSGIVING PROMOTION - SAVE 50% FOR THE WEEK

THANKSGIVING PROMOTION - SAVE 50% FOR THE WEEK

Kingston MA
10/10 Exceptional! (4 reviews)
Beautiful property with lots of room and plenty to do! Great location and beautiful view of the Bay with Clark’s Island and Miles Standish Monument. The hosts (Daniel and Courtland) were both very attentive and helpful with any/all requests and respond right away. We very much enjoyed our stay (family ...

Reviewed on Oct 3, 2025

Get rates
THANKSGIVING PROMOTION - SAVE 50% FOR THE WEEK
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
$113 nightly
The price is $126 total per night from Jan 19 to Jan 20
$126 total
Jan 19 - Jan 20
Total with taxes and fees
9/10 Wonderful! (2,650 reviews)
Yes

Reviewed on Jan 5, 2026

Hyatt Place Boston/Braintree
See all 1,163 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.

Find the Best Kingston Vacation Packages

Kingston Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
12,200
Max Temp Winter
35ºF
Max Temp Summer
75ºF
Top Sights
Plimoth Patuxet Museums, Plymouth Long Beach and Mayflower II

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Kingston vacation package cost?
Offering excellent value package deals from $271 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.

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.