A waterfall cascading over rocks into a calm pool surrounded by autumn foliage.

Dalton Vacations from $410

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Your Dalton Vacation

Cuisine, art, entertainment and more … There's a whole lot to discover with a Dalton vacation package. And with the ability to easily customize your city break, it's guaranteed to be one that's difficult to forget. You'll want to do a little exploring during your trip to Dalton. Carve out some time for popular attractions like Colonial Theater, Berkshire Museum and Barrington Stage Company. Browse Expedia's extensive range of travel options and start planning your perfect vacation to Dalton now.

The Latest Dalton Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 7 - Jan 10

    Albany Airport Inn + Flight

    Albany
    3 nights
    2.5 star property
    6.6/10 - (1,004 reviews)
    Roundtrip • Chicago (ORD) - Albany (ALB)
    ORD - ALB • Nonstop ALB - ORD • Nonstop
    $470
    $410
    per traveler
    found 6 hours ago
    Albany Airport Inn
  • Jan 21 - Jan 25

    The Cornell Inn, Lenox & The Berkshires + Flight

    Lenox
    4 nights
    3.5 star property
    9.4/10 - Exceptional (1,000 reviews)
    Roundtrip • San Juan (SJU) - Albany (ALB)
    SJU - ALB • 1 stop ALB - SJU • 1 stop
    $815
    $535
    per traveler
    found 1 day ago
    The Cornell Inn, Lenox & The Berkshires
  • Jan 21 - Jan 25

    Hideaway Inn Lenox + Flight

    Lenox
    4 nights
    2.0 star property
    8.0/10 - Very good (68 reviews)
    Roundtrip • San Juan (SJU) - Albany (ALB)
    SJU - ALB • 1 stop ALB - SJU • 2 stops
    $694
    $498
    per traveler
    found 1 day ago
    Hideaway Inn Lenox
  • Jan 21 - Jan 25

    The Ponds at Foxhollow + Flight

    Lenox
    4 nights
    3.0 star property
    8.4/10 - Very good (157 reviews)
    "liked it was clean . furniture is dated. Roads need repair . too many potholes"
    Reviewed November 2, 2026
    Roundtrip • San Juan (SJU) - Albany (ALB)
    SJU - ALB • 1 stop ALB - SJU • 2 stops
    $621
    $454
    per traveler
    found 1 day ago
    The Ponds at Foxhollow
  • Dec 19 - Dec 24

    Relax in Style at Historic Modern on Main With Modern Amenities & Wooded Views + Flight

    Stone Ridge
    5 nights
    3.0 star property
    10/10 - Exceptional (1 review)
    "Wonderful "
    Reviewed March 29, 2026
    Roundtrip • San Juan (SJU) - Albany (ALB)
    SJU - ALB • 1 stop ALB - SJU • 2 stops
    $1,636
    $1,373
    per traveler
    found 1 day ago
    Relax in Style at Historic Modern on Main With Modern Amenities & Wooded Views

Where to stay near Dalton

Dalton offers a perfect blend of adventure and relaxation, making it ideal for outdoor enthusiasts and families alike. Explore the scenic beauty and romantic atmosphere in nearby areas, including the charm of Columbia Falls. Plus, a trip to the vibrant city center of Boston is just a short drive away.

Lenox

Discover Lenox, a charming destination perfect for travelers seeking a blend of culture, nature, and entertainment. With attractions like the National Shrine of the Divine Mercy, The Mount, and the Norman Rockwell Museum, Lenox offers enriching experiences year-round, especially from June to August. Located about 10 miles by car from Dalton, this picturesque city makes for a convenient retreat, providing a memorable backdrop for your vacation. Booking a stay in Lenox ensures a delightful getaway filled with activity and relaxation.

Pittsfield

Experience the charm of Pittsfield, an excellent hub for travelers seeking cultural and outdoor adventures. Just a short drive from Dalton, this city offers a wealth of attractions, including the historic Hancock Shaker Village, the captivating Berkshire Museum, and the serene National Shrine of the Divine Mercy. With year-round appeal, Pittsfield caters to those looking to explore its lakes, mountains, and ski resorts, making it a smart choice for your next vacation stay.

Hancock

If you are a nature lover or adventure seeker, look no further than Hancock, which features breathtaking landscapes and thrilling outdoor activities. Known for its proximity to Mount Greylock and the Mount Greylock State Reservation, Hancock offers an ideal setting for skiing and exploring scenic trails. Families will appreciate the charming atmosphere and local attractions like Williams College. Located about 8 miles from Dalton, Hancock is a smart choice for your next getaway, providing a perfect blend of relaxation and adventure.

Lee

Immerse yourself in Lee, where families and nature lovers can easily access the scenic beauty of the Berkshires. With attractions like the National Shrine of the Divine Mercy, The Mount, and the Norman Rockwell Museum, Lee offers enriching experiences that blend culture and outdoor adventure. Located about 14 miles by car from Dalton, this charming city provides a perfect weekend getaway or romantic escape. Lee is an excellent choice for your next hotel booking, ensuring a memorable stay.

Lanesborough

Travelers visiting the area often choose Lanesborough, especially families and outdoor enthusiasts seeking adventure and relaxation. This charming city offers an array of experiences, from exploring the scenic Mount Greylock to enjoying the fascinating exhibits at the Berkshire Museum and the historic ambiance of Williams College. With its rich natural beauty, Lanesborough is a perfect base for weekend getaways year-round, just about 4 miles from Dalton. Booking a stay here ensures you’re in the heart of it all.

Discover the most popular places to visit in Dalton

Dalton 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 a Dalton vacation package cost?

You can pick up a vacation package to this popular destination from $410 on Expedia. But how much your vacation to Dalton costs will depend on the season, hotel choice and length of stay.

What are the cheapest months to go to Dalton?

If you're hoping to snag a cheap Dalton vacation package, consider visiting in November, December and January. You're likely to find lower prices on flights and hotels during these quieter months — ideal for travelers wishing to save money.

How many days is enough for Dalton?

With a well-organized travel plan, you can easily hit the top Dalton sights in a handful of days. But if you'd like to explore off the beaten track or take day trips, think about booking your Dalton vacation for longer.

How to find the best Dalton package deals?

Use Expedia's handy filters to help you find some terrific Dalton package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Dalton package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.

Is it cheaper to book a Dalton vacation as a package?

An Expedia vacation package could land you great savings when compared to arranging accommodations and flights separately. Better still, you can personalize your Dalton escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.

When to book a vacation package to Dalton?

If you have your Dalton travel dates locked in, book as early as you can to snap up some unbeatable deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for impromptu escapes.

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

Secure your dream escape to Dalton with Expedia's Book Now, Pay Later vacations. No need to save up or wait until payday — we've joined forces with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stick to your budget and snap up bargains while they last.

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