Phillipston Vacations from $332

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Your Phillipston Vacation

When a city adventure is calling, answer it with a vacation package to Phillipston. With all your travel needs taken care of before you leave, all you have to do here is concentrate on having the time of your life. Ready to venture out and explore? Ellinwood Country Club, Millers River and Millers River Environmental Center are among the leading places to visit during your trip to Phillipston. Stop dreaming and start doing. Browse the range of options on Expedia today and put your Phillipston vacation plans into motion!

The Latest Phillipston vacation packages

Price found within the past 48 hours. Click for updated prices.
Trainmasters Inn

Trainmasters Inn

3 out of 5
Price was $350, price is now $332 per person
$332
per person
Feb 6 - Feb 8
found 1 day ago
Roundtrip flight included
Denver (DEN) to Worcester (ORH)
9.6/10 Exceptional! (381 reviews)
Unique property. Similar to a bed and breakfast. They own the restaurant a block away. Steaming Tender. I a restored train station. Absolutely beautiful. With your stay you preferential dinner reservations and a free dessert.

Reviewed on Dec 17, 2025

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Phillipston Hotel Deals

Wild Blueberry Farmhouse: Your Fall Escape!

Wild Blueberry Farmhouse: Your Fall Escape!

Phillipston MA
Quiet Retreat
We wanted a quiet weekend away, and that is what we had. We enjoyed walks, going to Red Apple Farm, a hike around the pond at Dunn State Park, and just relaxing at the house. It was very nice.

Reviewed on Nov 3, 2024

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Wild Blueberry Farmhouse: Your Fall Escape!
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr Fitchburg MA
$179 nightly
The price is $200 total per night from Jan 4 to Jan 5
$200 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.4/10 Very Good! (1,008 reviews)
Nice place

Reviewed on Dec 18, 2025

Great Wolf Lodge Boston / Fitchburg, MA
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road Gardner MA
$144 nightly
The price is $161 total per night from Jan 5 to Jan 6
$161 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
Parking is convenient and free. Staff were friendly. My room was clean and comfortable. The pool and fitness area were clean and well kept. There's also a mini arcade area with air hockey and a few games. Overall, I had a pleasant stay and look forward to my next visit.

Reviewed on Dec 20, 2025

The Colonial Hotel
See all 165 properties in Phillipston
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 Phillipston Vacation Packages

Phillipston Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Worcester Regional Airport (ORH)
Population
1,650
Top Sights
Doanes Falls, Royalston Falls and Rutland Brook Wildlife Sanctuary

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Frequently asked questions

How much does a Phillipston vacation package cost?
Offering great value package deals from $332 on Expedia, you'll be surprised at how little a vacation to Phillipston costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Phillipston?
December, January and February are great times to search for cheap Phillipston vacation packages. Choosing to travel in quieter periods means you can usually find better prices on hotels and flights.
How many days is enough for Phillipston?
With a well-planned itinerary, you can easily visit the most popular Phillipston attractions in a handful of days. But if you want to explore off the beaten track or go on day trips, consider booking your Phillipston vacation for longer.
How to find the best Phillipston package deals?
Landing a cheap Phillipston package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most economical Phillipston package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Phillipston vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still get the flexibility to create a customized Phillipston vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Phillipston?
If you have your Phillipston vacation dates locked in, book as early as you can to bag some awesome deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Phillipston vacation packages?
Secure your ideal getaway to Phillipston with Expedia's Book Now, Pay Later vacations. No need to save up or hold off until the next payday — we've teamed up with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no hidden or late payment fees, it's easy to budget for your trip and snag great deals before they sell out.

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