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
$187 nightly
The price is $209 total per night from Oct 13 to Oct 14
$209 total
Oct 13 - Oct 14
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! (1,003 reviews)
"Check in took a long time not enough staff at front desk"

Reviewed on Oct 12, 2026

Great Wolf Lodge Boston / Fitchburg, MA
Motel 6 Leominster, MA

Motel 6 Leominster, MA

2 out of 5
48 Commercial Rd Leominster MA
$97 nightly
The price is $108 total per night from Nov 1 to Nov 2
$108 total
Nov 1 - Nov 2
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
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 Nov 1 to Nov 2
$161 total
Nov 1 - Nov 2
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
See all 183 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.
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Westminster MA
Stay at this cottage in Westminster. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Wyman Pond and Wachusett Lake are located ...
9.6/10 Exceptional! (42 reviews)
"I really loved the location of this VRBO and the overall decor and cleanliness. I was a little surprised by how small it was and that guests would have to come into a bedroom and sidestep around a trundle bed to get to the bathroom. I appreciated the extra touches like having a bottle of wine waiting ..."

Reviewed on Aug 26, 2026

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.

2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.

Fitzwilliam NH
Stay at this vacation home in Fitzwilliam. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Webb Hill and Fitzwilliam Library are ...
10/10 Exceptional! (3 reviews)
"The property was adorable, clean and had everything we needed. Even though it rained all weekend we still had the best time. Great, private location with amazing views and close to downtown Keene. The host was very responsive and made sure we were comfortable and had all the info we needed."

Reviewed on Oct 9, 2026

2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.
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 ...
9.8/10 Exceptional! (27 reviews)
"Wonderful, comfortable little house! Host very attentive to details and very welcoming!"

Reviewed on Sep 27, 2026

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

Red Apple Farm

Enjoy an outing to Red Apple Farm during your stay in Phillipston.
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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.

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