Boston Vacations from $432

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The Latest Boston Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Kimpton Banneker Hotel, an IHG Hotel

Kimpton Banneker Hotel, an IHG Hotel

4.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Oct 29 - Oct 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
8.6/10 Excellent! (213 reviews)
We had a great experience. Thanks!

Reviewed on Sep 21, 2024

Glover Park - Georgetown

Glover Park - Georgetown

4 out of 5
Northwest
Save 100% on your flight
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
8.8/10 Excellent! (2,178 reviews)
Great location for easy walking down to Georgetown shopping without having to deal with looking for a park. Would definitely stay again!

Reviewed on Sep 26, 2024

Viceroy Washington DC

Viceroy Washington DC

4.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Dec 2 - Dec 6
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Washington (DCA)
9.2/10 Wonderful! (873 reviews)
Parking needs to free or at a lower cost

Reviewed on Sep 22, 2024

InterContinental Washington D.C. - The Wharf, an IHG Hotel

InterContinental Washington D.C. - The Wharf, an IHG Hotel

5 out of 5
Southwest
per person
Nov 27 - Dec 4
found 21 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Washington (DCA)
9.2/10 Wonderful! (999 reviews)
Great courteous staff!

Reviewed on Sep 26, 2024

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Dec 14 - Dec 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Washington (DCA)
8.8/10 Excellent! (1,002 reviews)
Great location, quiet and clean.

Reviewed on Sep 23, 2024

Boston Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
45ºF
Max Temp Summer
85ºF
Top Sights
The State Theatre, The Loft and St. Stephens Episcopal Church

Ready to book your vacation to Boston?

 

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Boston Hotel Deals

Skyland
Skyland
2 out of 5
Skyline Dr Mile 41.7 & 42.5, Luray, VA
The price is $237 per night from Oct 9 to Oct 10
$237
includes taxes & fees
$206 per night
Oct 9 - Oct 10
8.4/10 Very Good! (1,001 reviews)
"Beautiful area. Food was very good at both the lodge and motel. A bit pricey. Ask for the chil’s menu for smaller portions. Unfortunately it was foggy so not much to see from our room. Room was just ok. Nothing spectacular for the price we paid. No microwave. Bed mattress was flimsy. Room was ..."

Reviewed on Sep 24, 2024

Skyland
Mimslyn Inn Historic Hotels Of America
Mimslyn Inn Historic Hotels Of America
3 out of 5
401 W Main St, Luray, VA
The price is $140 per night from Sep 30 to Oct 1
$140
includes taxes & fees
$121 per night
Sep 30 - Oct 1
8.8/10 Excellent! (1,001 reviews)
"Beautiful amazing property. Bed linens were like sleeping in a cloud. Food in both the speakeasy and the breakfast dining room was very good. I would definietly stay there again if I travel that way again. Absolutely perfect for a honeymoon or special event. the building in itself is a beautiful ..."

Reviewed on Sep 21, 2024

Mimslyn Inn Historic Hotels Of America
Microtel Inn & Suites by Wyndham Culpeper
Microtel Inn & Suites by Wyndham Culpeper
2.5 out of 5
885 Willis Ln, Culpeper, VA
Fully refundableReserve now, pay when you stay
The price is $101 per night from Oct 3 to Oct 4
$101
includes taxes & fees
$91 per night
Oct 3 - Oct 4
8/10 Very Good! (843 reviews)
"Perfect stay."

Reviewed on Sep 20, 2024

Microtel Inn & Suites by Wyndham Culpeper
See all 670 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Boston vacation package cost?
Offering great value package deals from $432 on Expedia, you’ll be pleasantly surprised at how much a vacation to Boston costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Boston?
December, January and February are the best times to search for cheap Boston vacation packages. Traveling in quieter months means you can generally find lower prices on accommodations and flights.
How many days is enough for Boston?
Typically, a handful of days is enough to explore the top sights during your Boston vacation. However, if you’d like to have some time to rest or go on day trips, think about extending your trip.
How to find the best Boston package deals?
Use Expedia’s handy filters to find some fabulous Boston package deals. When you begin your search, just set your maximum budget and then order the results by “Price: low to high.” If you’re looking to save, plan your adventure for midweek, or search for Boston package deals in the off-peak season. Switch up your travel dates and you may land even better 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 Boston vacation as a package?
You can enjoy significant savings on your Boston break by booking a tailored vacation package. Check the “Package” heading, then enter your travel dates and destination to view 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 Boston?
Enjoy incredible discounts by booking your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Boston trip.
How to plan a trip to Boston?

  1. Choose when to travel: Check your calendar and get your bags packed. Your favorite season and the type of activities on offer will also help you decide when to vacation in Boston.
  2. Set your budget: Consider expenses like transportation, flights and meals when working out how much to set aside for your trip to Boston. Then, select a hotel that fits your budget, whether that’s a low-cost option or a high-end getaway.
  3. Use Expedia’s trip planning tool to discover Boston: Research every part of your trip to Boston with this handy planner. Invite your friends and family to collaborate on a group trip, search for hotels or things to do and make bookings.
  4. Decide how long to go away for: Now that you’re more familiar with Boston, you can work out the perfect length of your vacation. Put together a rough itinerary and give yourself enough time to cover everything you want to see.
  5. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Boston vacation package.
  6. Book any day trips or activities: Here’s the fun part — locking in everything you want to see and do. Explore some of the incredible things to do in Boston and book your tickets early to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Boston vacation packages?
Set off on your perfect trip to Boston with our Book Now, Pay Later vacations. There’s no need to save up or hold off until the next payday — we’ve teamed up with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden or late payment fees, you can easily stick to your budget and snag great deals while they last.

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