Boston Vacation Packages

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top Boston Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hahira Inn By OYO near Valdosta
La Quinta Inn & Suites by Wyndham Valdosta
Best Western Plus Valdosta Hotel & Suites

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Boston Hotel Deals

Best Western Plus Rose City Conference Center Inn

Best Western Plus Rose City Conference Center Inn

2.5 out of 5
133 Liberty Street, Thomasville, GA
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Sep 1 to Sep 2
CA $122
CA $149 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (806 reviews)
"Nice"

Reviewed on Aug. 18, 2025

Best Western Plus Rose City Conference Center Inn
Red Roof Inn & Suites Thomasville

Red Roof Inn & Suites Thomasville

2 out of 5
14866 US Hwy 19 South, Thomasville, GA
Fully refundableReserve now, pay when you stay
The price is CA $72 per night from Aug 31 to Sep 1
CA $72
CA $91 total
Aug 31 - Sep 1
includes taxes & fees
5.8/10 (193 reviews)
"This property does need a few updates and has had some issues with towels being stolen but the staff was all very friendly and helpful. If you're looking for super high class this is not the place for you, but it is very friendly, welcoming, and comfortable."

Reviewed on Aug. 2, 2025

Red Roof Inn & Suites Thomasville
Baymont by Wyndham Thomasville

Baymont by Wyndham Thomasville

2.5 out of 5
1470 Remington Ave, Thomasville, GA
Fully refundableReserve now, pay when you stay
The price is CA $85 per night from Sep 3 to Sep 4
CA $85
CA $105 total
Sep 3 - Sep 4
includes taxes & fees
7.2/10 Good! (744 reviews)
"Quick Trip"

Reviewed on Jun. 22, 2025

Baymont by Wyndham Thomasville
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 Boston vacation package cost?
You can grab a vacation package to this popular destination from CA $1,052 on Expedia. But how much your vacation to Boston costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Boston?
If you're looking to score a cheap Boston vacation package, consider visiting in January, February and July. You'll typically find lower prices on accommodations and flights during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Boston?
With a well-organized schedule, you can easily visit the main Boston sights in a few days. But if you'd like to venture off the beaten track or take day trips, think about booking your Boston vacation for longer.
How to find the best Boston package deals?
Start your search for a Boston package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect 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?
An Expedia vacation package could score you significant savings when compared to booking flights and stays separately. Better still, you can tailor your Boston trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Boston?
Score incredible bargains by booking your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Boston escape.
How to plan a trip to Boston?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Boston.
  2. Budget wisely: As well as the cost of your accommodations, you should consider other expenses. These include transportation, flights and food. Also, set aside some extra funds for unexpected costs that could arise during your trip to Boston.
  3. Work out your trip length: Consider how long you want to spend exploring Boston. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Combine your airfare and accommodations: Once you've settled on your dates and duration, lock in the ideal Boston vacation package for you.

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