A snow-covered town with a main road, buildings, and surrounding hills.

Ashby Vacations from $578

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Your Ashby Vacation

When you book a Ashby vacation package, it's easy to enjoy your escape to the fullest. Discover the sights and sounds of this vibrant city knowing that all your travel needs have been organized in advance. If a sightseeing tour is on the to-do list during your trip to Ashby, look around top attractions like Stevens Memorial Library, Trap Falls and Pearl Hill State Park. Don't delay visiting this city any longer. The perfect Ashby vacation is a few clicks away with Expedia.

The Latest Ashby Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 6 - Jan 11

    Boston Lodge and Suites + Flight

    Dorchester
    4 nights
    4.0 star property
    8.4/10 - Very good (194 reviews)
    "The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The..."
    Reviewed October 17, 2026
    Roundtrip • Los Angeles (LAX) - Boston (BOS)
    LAX - BOS • Nonstop BOS - LAX • Nonstop
    $1,284
    $578
    per traveler
    found 1 day ago
    Boston Lodge and Suites
  • Jan 31 - Feb 3

    Boston Harbor Hotel + Flight

    North End
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,000 reviews)
    "!"
    Reviewed November 10, 2026
    Roundtrip • Fort Lauderdale (FLL) - Boston (BOS)
    FLL - BOS • Nonstop BOS - FLL • 1 stop
    $1,381
    $783
    per traveler
    found 8 hours ago
    Boston Harbor Hotel
  • Jan 31 - Feb 3

    The Langham, Boston + Flight

    Downtown Boston
    3 nights
    5.0 star property
    9.6/10 - Exceptional (1,001 reviews)
    Roundtrip • Fort Lauderdale (FLL) - Boston (BOS)
    FLL - BOS • Nonstop BOS - FLL • 1 stop
    $982
    $658
    per traveler
    found 8 hours ago
    The Langham, Boston
  • Jan 27 - Jan 31

    The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat + Flight

    East Wareham
    4 nights
    3.0 star property
    10/10 - Exceptional (11 reviews)
    "We had a great experience staying in the crab house. The cottage was well maintained and had everything we needed to enjoy our stay. The staff was friendly, helpful, and genuinely care. Ken was fantastic, you can really tell he cares about ensuring guests have a great experience. 10/10 experience, would recommend this spot to anyone looking for a great stay on the cape."
    Reviewed July 27, 2026
    Roundtrip • Chicago (ORD) - Boston (BOS)
    ORD - BOS • Nonstop BOS - ORD • Nonstop
    $1,431
    $1,014
    per traveler
    found 1 day ago
    The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
  • Jan 31 - Feb 3

    Raffles Boston + Flight

    Back Bay
    3 nights
    5.0 star property
    9.6/10 - Exceptional (357 reviews)
    Roundtrip • Fort Lauderdale (FLL) - Boston (BOS)
    FLL - BOS • Nonstop BOS - FLL • 1 stop
    $1,428
    $1,024
    per traveler
    found 3 hours ago
    Raffles Boston

Where to stay near Ashby

Ashby, MA, is a haven for adventure seekers and families alike, offering stunning fall colors and scenic outdoor activities. As you plan your next getaway, explore local services and friendly atmospheres that make this charming city a delightful destination. Discover the beauty and warmth Ashby has to offer!

Fitchburg

For outdoor enthusiasts and families seeking adventure, Fitchburg is the perfect base to explore a variety of attractions. This vibrant city offers exciting experiences like the Great Wolf Lodge Waterpark for a fun-filled day and the nearby sports facility, Game On Fitchburg. Visitors can also appreciate the historic charm of Fitchburg State University. Located about 7 miles from Ashby, Fitchburg provides easy access while ensuring a memorable stay. It's an ideal choice for accommodation during your trip.

Leominster

Plan your stay in Leominster, a top-rated choice for family and adventure travelers looking for a perfect blend of excitement and relaxation. This vibrant city offers attractions like the Great Wolf Lodge Waterpark for fun-filled family days, along with the historic Fitchburg State University for culture enthusiasts. With its outdoor activities and sports facilities like Game On Fitchburg, Leominster is an excellent base for those eager to explore. Located about 11 miles from Ashby, Leominster is a smart choice for your vacation getaway.

New Ipswich

If you are a family-oriented traveler or seeking a weekend getaway, look no further than New Ipswich, New Hampshire, known for its stunning natural scenery and outdoor activities. Visitors can explore the serene Mount Watatic Reservation and enjoy the recreational opportunities at Binney Pond State Forest, perfect for a day of hiking or a picnic. With Ashby just about 5 miles away, New Ipswich makes for a smart choice for those looking to unwind while being close to family beaches and local landmarks.

Ashburnham

Immerse yourself in Ashburnham, where families and nature enthusiasts can easily access beautiful lakes, historic buildings, and thrilling activities like the Great Wolf Lodge Waterpark. This charming city, located about 5 miles from Ashby, offers a perfect blend of outdoor adventures and scenic retreats, making it ideal for a weekend getaway or a romantic escape. With activities peaking in April and summer months, Ashburnham is a smart choice for your next hotel booking.

Mason

Travelers seeking a weekend getaway or a family-friendly adventure will find Mason, New Hampshire, to be the ideal base for their vacation, featuring a charming village atmosphere and abundant outdoor activities. Visitors can enjoy attractions like the Great Wolf Lodge Waterpark and explore the scenic Russell State Forest, perfect for nature lovers. With its proximity of about 5 miles from Ashby, Mason offers easy access to local landmarks and shopping, making it a smart choice for an unforgettable stay.

Discover the most popular places to visit in Ashby

Ashby Hotel Deals

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 an Ashby vacation package cost?

You can pick up a vacation package to this popular destination from $578 on Expedia. However, how much your vacation to Ashby costs will depend on the season, hotel choice and length of stay.

What are the cheapest months to go to Ashby?

You can typically find lower rates and greater availability in December, January and February. Browse our cheap Ashby vacation packages and you could score some great off-season discounts.

How many days is enough for Ashby?

With a well-organized schedule, you can easily visit the main Ashby attractions in a handful of days. But if you want to discover hidden spots or take day trips, consider booking your Ashby vacation for longer.

Is it worth booking a vacation package to Ashby?

It's no wonder an Ashby vacation is on the must-do list of many travelers. Popular attractions like Trap Falls are just the beginning of things to see and do here.

How to find the best Ashby package deals?

Bagging a cheap Ashby package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Ashby package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.

Is it cheaper to book an Ashby vacation as a package?

You can enjoy significant savings on your next Ashby escape by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to see some great hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.

When to book a vacation package to Ashby?

If you've got your Ashby travel dates locked in, book as soon as you can to grab some outstanding deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for impromptu escapes.

Does Expedia offer Book Now, Pay Later Ashby vacation packages?

Set off on your dream escape to Ashby with help from our Book Now, Pay Later vacations. There's no need to save up or wait until the next payday — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you split the cost over 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to stay on budget and snag great deals before they disappear.

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