Boston Vacations from $343

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Your Boston Vacation

Skip the hassle of organizing your next grand adventure with a Boston vacation package. Whether you're visiting for its food, entertainment or other highlights, there's a never-ending supply of new experiences to be had. Be sure to do some sightseeing during your trip to Boston. Richmond Mall and Rose Garden are some popular attractions to check out. Whoever you're traveling with and whatever the size of your budget, your ultimate Boston vacation is only clicks away with Expedia.

The Latest Boston vacation packages

Price found within the past 48 hours. Click for updated prices.
Homewood Suites By Hilton Newport Cincinnati

Homewood Suites By Hilton Newport Cincinnati

3 out of 5
Price was $421, price is now $343 per person
$343
per person
Dec 18 - Dec 22
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Cincinnati (CVG)
9.4/10 Exceptional! (285 reviews)
Clean room and staff was helpful.

Reviewed on Nov 13, 2025

Hyatt Regency Cincinnati

Hyatt Regency Cincinnati

4 out of 5
Downtown Cincinnati
Price was $697, price is now $490 per person
$490
per person
Jan 16 - Jan 19
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Cincinnati (CVG)
9/10 Wonderful! (1,562 reviews)
Clean room. Brandon at the front desk was gracious and very accommodating.

Reviewed on Nov 4, 2025

Belterra Casino Resort

Belterra Casino Resort

3.5 out of 5
Price was $588, price is now $425 per person
$425
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Cincinnati (CVG)
8.6/10 Excellent! (1,009 reviews)
Very nice place. Nothing around the city to do. Loved restaurants and plenty to do at Resort. Clean and staff accommodates specific requests

Reviewed on Nov 12, 2025

voco The Clair Cincinnati Downtown by IHG

voco The Clair Cincinnati Downtown by IHG

4 out of 5
Downtown Cincinnati
Price was $580, price is now $431 per person
$431
per person
Jan 16 - Jan 19
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Cincinnati (CVG)
18.4/10 Exceptional! (1,012 reviews)
The hotel was clean and the staff was very nice and accommodating. The restaurant was very nice and the food was great. The pool was refreshing as well.

Reviewed on Nov 15, 2025

Homewood Suites by Hilton Cincinnati-Downtown

Homewood Suites by Hilton Cincinnati-Downtown

3 out of 5
Downtown Cincinnati
Price was $599, price is now $491 per person
$491
per person
Jan 16 - Jan 19
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Cincinnati (CVG)
7.8/10 Good! (1,004 reviews)
Staff was helpful and very courteous.

Reviewed on Nov 2, 2025

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Boston Hotel Deals

Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70

2.5 out of 5
912 Mendleson Dr Richmond IN
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $75 total per night from Nov 16 to Nov 17
$75 total
Nov 16 - Nov 17
Total with taxes and fees
8.2/10 Very Good! (1,005 reviews)
Well kept, clean and quiet.

Reviewed on Nov 8, 2025

Baymont by Wyndham Richmond I-70
Comfort Suites

Comfort Suites

2.5 out of 5
421 Commerce Road Richmond IN
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $104 total per night from Nov 24 to Nov 25
$104 total
Nov 24 - Nov 25
Total with taxes and fees
9.4/10 Exceptional! (631 reviews)
So clean, we thought it was brand new.

Reviewed on Nov 9, 2025

Comfort Suites
Best Western Sycamore Inn

Best Western Sycamore Inn

2.5 out of 5
6 E Sycamore St, Oxford, OH
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $134 total per night from Nov 18 to Nov 19
$134 total
Nov 18 - Nov 19
Total with taxes and fees
8.4/10 Very Good! (693 reviews)
Nice hotel, great staff

Reviewed on Nov 3, 2025

Best Western Sycamore Inn
See all 124 properties in Boston
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 Boston Vacation Packages

Boston Essential Information

Language
English
Currency
U.S dollars
Top Sights
Whitewater Memorial State Park, Richmond Art Museum and Richmond Civic Theatre

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Frequently asked questions

How much does a Boston vacation package cost?
You'll find cheap prices from $343 on Expedia for your Boston escape. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Boston costs.
What are the cheapest months to go to Boston?
You can usually find reduced prices and better availability in November, December and January. Check out our cheap Boston vacation packages and you could get some excellent off-season deals.
How many days is enough for Boston?
The ideal duration of your Boston vacation depends on what you'd like to see. Generally, a few days to a week will give you enough time to go to all the top sights and discover some hidden spots along the way.
How to find the best Boston package deals?
Start your search for a Boston package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Boston package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Boston getaway off to a flying start.
Is it cheaper to book a Boston vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Boston vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Boston?
Secure incredible discounts by booking your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Boston escape.
Does Expedia offer Book Now, Pay Later Boston vacation packages?
If you're anything like us, you love discovering new places but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Boston trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.