Littleton Vacations from $402

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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.

The Latest Littleton vacation packages

Price found within the past 48 hours. Click for updated prices.
John Carver Inn & Spa

John Carver Inn & Spa

3 out of 5
Plymouth Cultural District
Save 100% on your flight
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip flight included
Houston (IAH) to Boston (BOS)
8/10 Very Good! (1,006 reviews)
Wonderful Visit - will stay there again. 👍👍

Reviewed on Jul 14, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Sep 21 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on Jul 14, 2025

Josiah Keith House

Josiah Keith House

2 out of 5
Save 100% on your flight
per person
Aug 23 - Aug 30
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (21 reviews)
The inn keeper was available at all times and very attentive to our stay. The history of the home given by the inn keeper was interesting and informative. Highly recommend.

Reviewed on Jun 24, 2025

Ocean Air Suites

Ocean Air Suites

2.5 out of 5
Hampton Beach
Save 100% on your flight
per person
Sep 24 - Sep 28
found 2 days ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)
9.4/10 Exceptional! (34 reviews)
location was awesome. able to see fireworks right from deck in the back. It’s definitely family friendly would definitely be coming back again next year :)

Reviewed on Sep 3, 2024

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
per person
Sep 23 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
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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

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
$156 nightly
The price is $175 total per night from Aug 14 to Aug 15
$175 total
Aug 14 - Aug 15
Total includes taxes and fees
7.8/10 Good! (2,101 reviews)
"Great stay"

Reviewed on Jul 12, 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
$105 nightly
The price is $117 total per night from Jul 16 to Jul 17
$117 total
Jul 16 - Jul 17
Total includes taxes and fees
7.2/10 Good! (326 reviews)
"Hotel was old, in the process of being redone. Pool was not open, but very nice middle area. Breakfast was set out, but then not attended to. Clean."

Reviewed on Jul 13, 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
$115 nightly
The price is $129 total per night from Jul 20 to Jul 21
$129 total
Jul 20 - Jul 21
Total includes taxes and fees
7.2/10 Good! (2,186 reviews)
"The Lakeside Inn was clean and"

Reviewed on Jul 13, 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.

Find the Best Littleton Vacation Packages

Littleton Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Manchester-Boston Regional Airport (MHT)
Population
2,800
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Nashoba Valley Ski Area, Minute Man National Historical Park and Concord Museum

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Frequently asked questions

How much does a Littleton vacation package cost?
You'll find cheap prices from $402 on Expedia for your Littleton escape. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Littleton costs.
What are the cheapest months to go to Littleton?
You're likely to find reduced prices and greater availability in June, July and December. Browse our cheap Littleton vacation packages and you could land some great off-season deals.
How many days is enough for Littleton?
With a well-planned itinerary, you can easily hit the top Littleton sights in a few days. But if you prefer to venture off the beaten track or go on day trips, consider booking your Littleton vacation for longer.
How to find the best Littleton package deals?
Bagging a cheap Littleton package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget range, add some filters and see what's available. You can customize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most economical Littleton package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Littleton vacation as a package?
Expedia vacation packages are designed to help you keep more cash 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 score a better deal than booking each component separately. And you'll still have the freedom to create a personalized Littleton vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Littleton?
Enjoy amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Littleton adventure.
Does Expedia offer Book Now, Pay Later Littleton vacation packages?
Secure your perfect escape to Littleton with our Book Now, Pay Later vacations. No need to save like crazy or wait until payday --- we've teamed up with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to budget for your trip and snap up travel deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.