Phillipston, MA

Travel Guide

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr Fitchburg MA
Fully refundable
$171 nightly
The price is $191 total per night from Dec 2 to Dec 3
$191 total
Dec 2 - Dec 3
Total with taxes and fees
Book a stay at this family-friendly resort in Fitchburg. Enjoy 4 indoor pools, free water park access, and room service. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,006 reviews)
"Great staying over there for 2 night my family and I loved it. Looking forward at visiting this place again in the future!"

Reviewed on Nov 5, 2026

Great Wolf Lodge Boston / Fitchburg, MA
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road Gardner MA
$150 nightly
The price is $168 total per night from Dec 7 to Dec 8
$168 total
Dec 7 - Dec 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Gardner. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
The Colonial Hotel
Motel 6 Leominster, MA

Motel 6 Leominster, MA

2 out of 5
48 Commercial Rd Leominster MA
$95 nightly
The price is $106 total per night from Nov 23 to Nov 24
$106 total
Nov 23 - Nov 24
Total with taxes and fees
Stay at this motel in Leominster. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
Motel 6 Leominster, MA
See all 186 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.
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Ware MA
Stay at this vacation home in Ware. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Wilton s Children Store and Hardwick Vineyard and Winery ...
9.6/10 Exceptional! (28 reviews)
"The property was not very comfortably furnished in the living area nor recently renovated, but it was functional. The bunkbed room was difficult to maneuver for older adults as the bottom mattress was on the floor. It was not easy to find even with Waze—needed a sign at the end of the driveway. We ..."

Reviewed on Nov 3, 2026

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

Spencer MA
Stay at this vacation home in Spencer. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Buck Hill Conservation Dam and Saint Joseph's Abbey ...
10/10 Exceptional! (216 reviews)
"Nice place. Lake was beautiful."

Reviewed on Nov 6, 2026

Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
Lakefront Orange Vacation Rental - Pet Friendly!

Lakefront Orange Vacation Rental - Pet Friendly!

Orange MA
Stay at this apartment in Orange. Enjoy a beach locale, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Royalston Falls and Doane's ...
10/10 Exceptional! (33 reviews)
"The location and view was amazing!"

Reviewed on Oct 18, 2026

Lakefront Orange Vacation Rental - Pet Friendly!
See all 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.

Stay near popular Phillipston attractions

Jacobs Hill

Enjoy an outing to Jacobs Hill during your stay in Phillipston. Discover the mountain views while you're in the area.
See properties

Frequently asked questions

When is the best time to visit Phillipston?
The best time to visit Phillipston is from August through October, when it's most popular with travelers. For fewer crowds and better value, the quieter months of November through January are a good option, offering a more relaxed experience.
What is Phillipston known for?
Phillipston is known for being home to Jacobs Hill, a natural area perfect for outdoor exploration, and Red Apple Farm, which offers travelers a classic farm experience. These locations provide a glimpse into the destination's local character.
What is a good itinerary length for Phillipston?
A good itinerary length for Phillipston is one to two days to explore key attractions like Jacobs Hill and Red Apple Farm. An extended stay of three to four days allows for a more relaxed pace and deeper enjoyment of these local spots, perhaps with time to revisit your favorites.
What are the top things to do in and around Phillipston?
In Phillipston, travelers can enjoy natural landscapes and local attractions:

  • Explore Jacobs Hill, a notable landmark offering scenic views.
  • Visit Red Apple Farm, a local point of interest for a taste of the area.

Can I book a refundable hotel in Phillipston?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Phillipston by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Phillipston with Expedia?
Expedia makes it easier to plan your Phillipston trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Phillipston?
The best choice depends on your travel style. Hotels in Phillipston can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Phillipston trip on Expedia?
Once you've booked your Phillipston trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Phillipston trip?
Expedia offers customer support before, during, and after your Phillipston trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Phillipston?
If it's your first trip to Phillipston, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Phillipston hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Phillipston hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Phillipston

An owl perched on a branch amidst green leaves.

Barre

A stone wall with a rough texture, surrounded by greenery and trees.

Petersham

A dense forest with a clear sky.

Athol

Explore a world of travel with Expedia