Littleton Vacation Packages

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Your Littleton Vacation

Take the hassle out of organizing your next big adventure with a Littleton vacation package. Whether you're interested in its food, entertainment or other highlights, this city offers limitless opportunities for discovery. Nashoba Valley Ski Area, Kimball Farm and MIT Haystack Observatory are just a few of the many sights worth checking out during your trip to Littleton. Your Littleton vacation is just a few clicks away. Explore flights, accommodations and more on Expedia for a getaway that's tailored just for you.

Top Littleton Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9/10 Wonderful! (2,696 reviews)
The staff really go above and beyond in customer service no questions were left unanswered, and assistance with finding our way around Boston. Special shout out to Maya, she really was helpful and considerate of our needs. Loved the property location which made our first time in Boston so much more special. If we are ever back in the area we would not hesitate to stay here again. Thanks again

Reviewed on Aug. 4, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Wonderful high end hotel in a fantastic area. Loved being able to walk to the north end!

Reviewed on Aug. 3, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (132 reviews)
Raffles is the most service oriented hotel we have ever stayed at. This place is amazing!!

Reviewed on Aug. 2, 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
8.8/10 Excellent! (234 reviews)
We enjoyed having the bistro on site.

Reviewed on Jul. 17, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
per person
Sep 18 - Sep 21
found 10 hours ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (1,016 reviews)
Best place to stay in boston

Reviewed on Aug. 2, 2025

Ready to book your vacation to Littleton?

 

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Littleton Hotel Deals

Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham

3.5 out of 5
550 Winter Street, Waltham, MA
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Aug 24 to Aug 25
CA $172
CA $192 total
Aug 24 - Aug 25
includes taxes & fees
7.8/10 Good! (2,188 reviews)
"Awesome suite. Felt high end for what we paid! Very clean and staff was very nice. Breakfast was very good too!"

Reviewed on Aug. 2, 2025

Embassy Suites by Hilton Boston Waltham
Bedford Plaza Hotel - Boston

Bedford Plaza Hotel - Boston

2.5 out of 5
340 Great Road, Bedford, MA
Fully refundableReserve now, pay when you stay
The price is CA $145 per night from Aug 6 to Aug 7
CA $145
CA $162 total
Aug 6 - Aug 7
includes taxes & fees
7.2/10 Good! (377 reviews)
"Would definitely stay again !"

Reviewed on Aug. 1, 2025

Bedford Plaza Hotel - Boston
Lakeside Inn

Lakeside Inn

2 out of 5
595 North Ave, Wakefield, MA
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Aug 10 to Aug 11
CA $127
CA $142 total
Aug 10 - Aug 11
includes taxes & fees
7.4/10 Good! (2,167 reviews)
"Love the lake side view !"

Reviewed on Jul. 31, 2025

Lakeside Inn
See all 705 properties in Littleton
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
Family Vacations
Family Vacations

Discover the most popular places to visit in Littleton

Cataldo's Gift & Garden

Take the family on an outing to Cataldo's Gift & Garden during your trip to Littleton. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Cataldo's Gift & Garden

Frequently asked questions

How much does a Littleton vacation package cost?
You can grab a vacation package to this destination from CA $943 on Expedia. However, how much your vacation to Littleton costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Littleton?
You can usually find lower prices and better availability in March, April and September. Check out our cheap Littleton vacation packages and you could land some excellent off-season deals.
How many days is enough for Littleton?
You can visit all the top sights in Littleton in a few days, including the popular Westford Town Common. If you're after a longer Littleton vacation, look at what sort of day trips and activities are available in the area.
How to find the best Littleton package deals?
Start your search for a Littleton package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Littleton package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Littleton adventure underway.
Is it cheaper to book a Littleton vacation as a package?
An Expedia vacation package could land you great savings when compared to booking hotels and flights separately. Better still, you can personalize your Littleton escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Littleton?
If you've got your Littleton vacation dates confirmed, book early to grab some awesome deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Littleton?

  1. Pick your dates: The things you plan to do in Littleton and your preferred season can help you decide when to get away.
  2. Set a budget: Consider costs such as flights, meals and transportation when working out how much to put aside for your trip to Littleton. Then, choose a hotel that suits your budget, whether that's a low-cost option or a deluxe getaway.
  3. Decide your trip length: Think about how long you'd like to spend discovering Littleton. 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: After you've nailed down your travel dates and duration, book the ideal Littleton 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.