Boston Vacation Packages

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Top Boston Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
8/10 Very Good! (848 reviews)
Angela and Wanda were great. We came before room was ready. They let us store luggage behind desk. While we went sight seeing. The location was convenient. There’s a gas station , McDonald’s, checkers, Target, organic market within walking distance. Our Lyft to and from the museums were between $10-$20. The area is very safe. Myself and my kids enjoyed are stay. We will definitely be back the next time we are in the DMV area . I wish they would get a pool that would be perfect. Also they are going green. So you get towels every 2 days. My family uses a different towel everyday.

Reviewed on Jul. 15, 2025

Glover Park - Georgetown

Glover Park - Georgetown

4 out of 5
Northwest
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
8.8/10 Excellent! (2,488 reviews)
This hotel is sooooo nice. Its small but really clean, smells nice. The rooms are spacious. The beds are so comfortable. Premium bedding was my favorite part. Onsite restaurant. They offer flavored water in the lobby. And the area is perfect. Safe for walking. We walked 20 minutes to Silver restaurant for brunch. It was great. Very comfortable 2 nights. Will stay there again.

Reviewed on Jul. 14, 2025

The Watergate Hotel

The Watergate Hotel

5 out of 5
Northwest
Save 100% on your flight
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
8.8/10 Excellent! (1,001 reviews)
The staff was very nice and attentive to issues, but overall the property was a bit run down, smaller for what you pay for, dog barking constantly next door, TV didn't work, and Rollaway wasn't in room as requested. The price is truly for location and history, but truly don't think worth the price when extras that would normally be included in the price of the hotel, you had to pay extra.

Reviewed on Jul. 13, 2025

The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Northwest
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
8.8/10 Excellent! (1,800 reviews)
Great location! Wonderful staff.

Reviewed on Jul. 9, 2025

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (DCA)
8.2/10 Very Good! (1,001 reviews)
Very quiet and clean.

Reviewed on Jul. 9, 2025

Boston Hotel Deals

Big Meadows Lodge

Big Meadows Lodge

3 out of 5
Mile 51.2 Skyline Drive, Luray, VA
The price is CA $130 per night from Aug 3 to Aug 4
CA $130
CA $154 total
Aug 3 - Aug 4
includes taxes & fees
7.6/10 Good! (682 reviews)
"Was a little skeptical based on other reviews, but the room was nice, clean, good AC, good running water. Beds were comfortable. A great stay in the heart of the national park."

Reviewed on Jul. 13, 2025

Big Meadows Lodge
Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5, Luray, VA
The price is CA $196 per night from Jul 17 to Jul 18
CA $196
CA $236 total
Jul 17 - Jul 18
includes taxes & fees
8.4/10 Very Good! (1,015 reviews)
"Welcoming staff - nicely upgraded rooms with Starbucks coffee in room. All the necessities - even 3 sets of towels laid out for our party. Easy to walk around property - easy to park. Fabulous stay"

Reviewed on Jul. 13, 2025

Skyland
Quality Inn

Quality Inn

2.5 out of 5
410 W Main St, Luray, VA
Fully refundableReserve now, pay when you stay
The price is CA $93 per night from Aug 6 to Aug 7
CA $93
CA $108 total
Aug 6 - Aug 7
includes taxes & fees
7.2/10 Good! (1,008 reviews)
"Our first room was stinks like cigarettes.So the staff transfer us to another room. I like all amenities inside the room. Will be back again"

Reviewed on Jul. 13, 2025

Quality Inn
See all 660 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

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Frequently asked questions

How much does a Boston vacation package cost?
You'll find cheap prices from CA $448 on Expedia for your Boston getaway. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Boston costs.
What are the cheapest months to go to Boston?
January, February and November are great times to look for cheap Boston vacation packages. Travelling in quieter months means you can generally find reduced prices on flights and accommodations.
How many days is enough for Boston?
The ideal length for your Boston vacation depends on what you'd like to do. Generally, a handful of days to a week will give you enough time to hit all the main attractions and explore some hidden gems along the way.
How to find the best Boston package deals?
Bagging a cheap Boston package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most affordable Boston package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
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 flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component individually. And you'll still have the freedom to create a personalized Boston vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Boston?
Secure fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Boston adventure.
How to plan a trip to Boston?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Boston.
  2. Set your budget: Factor in expenses such as flights, food and transportation when calculating how much to set aside for your trip to Boston. Then, pick a property that suits your budget, whether that's an economical option or a swankier retreat.
  3. Set the duration of your trip: Start by listing all the activities and attractions you'd like to get to in Boston. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalized Boston vacation package.

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