Holliston, MA

Travel Guide

A white building with a sign reading "TOWN HALL" and a rainbow flag.
A town hall with a sign above the entrance, a set of stairs leading up to the doors, and two potted trees on either side.
A white house with a green garage door, surrounded by trees and a grassy field.
Arcadian Hotel

Arcadian Hotel

3.5 out of 5
1200 Beacon St Brookline MA
$117 nightly
The price is $131 total per night from Dec 6 to Dec 7
$131 total
Dec 6 - Dec 7
Total with taxes and fees
Stay at this hotel in Brookline. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our ...
8.2/10 Very Good! (4,473 reviews)
"Staff were not very helpful, and did not follow through on their promise to update me when my room was ready, we were sitting in the lobby for awhile before I followed up and was told the room was ready to check in. Room did not look like the pictures on the website, and the beds were uncomfortable ..."

Reviewed on Nov 6, 2026

Arcadian Hotel
The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel

4 out of 5
10 Huntington Ave Boston MA
$207 nightly
The price is $241 total per night from Nov 22 to Nov 23
$241 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy 5 restaurants, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
9.2/10 Wonderful! (1,503 reviews)
"Great"

Reviewed on Nov 5, 2026

The Westin Copley Place, Boston, a Marriott Hotel
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street Boston MA
$116 nightly
The price is $135 total per night from Nov 23 to Nov 24
$135 total
Nov 23 - Nov 24
Total with taxes and fees
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square are located ...
citizenM Boston Back Bay
See all 2,140 properties in Holliston
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.
Crescent Suites Hotel

Crescent Suites Hotel

3 out of 5
287 Crescent Street Waltham MA
Book a stay at this business-friendly aparthotel in Waltham. Enjoy a fitness center, a business center, and a garden. Our guests praise the helpful staff and ...
9.6/10 Exceptional! (1,347 reviews)
"Honestly loved this place. The room is huge. There’s a desk, a full kitchen with a dining table, and a separate bedroom, so it feels like a little apartment instead of a hotel room. The bathroom is giant and so clean. I was super impressed. The neighborhood felt really safe too. I walked a few blocks ..."

Reviewed on Nov 6, 2026

Crescent Suites Hotel
Maverick Suites at 89 Marion

Maverick Suites at 89 Marion

2 out of 5
89 Marion St Brookline MA
Stay at this aparthotel in Brookline. Enjoy free WiFi, parking (surcharge), and laundry facilities. Our guests praise the clean rooms in our reviews. Popular ...
8.4/10 Very Good! (355 reviews)
"Great location and well prepared before coming in! Loved the service and seemed more private rather than your normal hotel with a lot of rooms. Felt more like a personal apartment rather than a hotel with other hotels rooms. Loved that! Pretty small room but perfect for a single or couples traveling! ..."

Reviewed on Nov 4, 2026

Maverick Suites at 89 Marion
Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway

3 out of 5
28 Fenway Boston MA
Stay at this apartment in Boston. Enjoy free WiFi, laundry facilities, and concierge services. Popular attractions Fenway Park and Copley Square are located ...
8.6/10 Excellent! (474 reviews)
"When I arrived the code to my room didn’t work. It took 45 minutes for me to gain access to my room. Other guests I met in two other rooms had the same problem. The room is clean and small as pictured. The bed is extremely uncomfortable and the pillows are thin and hard. There is nowhere to sit other ..."

Reviewed on Nov 6, 2026

Maverick Suites at 28 Fenway
See all properties in Holliston
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 Holliston attractions

Pinecrest Golf Club

6.0/10 (1 review)
Enjoy a round of golf in Holliston at Pinecrest Golf Club. Attend a sporting event or simply enjoy the lively bars while you're in the area.
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Frequently asked questions

Is Holliston worth visiting?
Holliston is worth visiting for its local dining scene, featuring North American and Asian cuisine. Travelers can also enjoy outdoor recreation at specific spots like Pinecrest Golf Club, perfect for golf enthusiasts, and Stoddard Park, offering green spaces for relaxation.
When is the best time to visit Holliston?
The best time to visit Holliston is from May through September, when the climate is most pleasant for travelers. For fewer crowds and better value, the quieter months of December through March are a good option, offering cooler temperatures and a different experience.
What is Holliston known for?
Holliston is known for its outdoor recreation, with travelers enjoying the greens at Pinecrest Golf Club and the open spaces of Stoddard Park. Another popular spot is Pleasure Point. The city also has a unique historical connection, being named after Thomas Hollis.
What is a good itinerary length for Holliston?
A good itinerary length for Holliston is one to two days to enjoy outdoor spots like Stoddard Park and Pleasure Point, or play a round at Pinecrest Golf Club. For a more relaxed trip, two to three days allows travelers to explore these areas at a leisurely pace and try the local North American, Asian, or European cuisine.
What are the top things to do in and around Holliston?
Holliston offers travelers outdoor activities including golf, parks, and relaxing by the water:

  • Play a round at Pinecrest Golf Club.
  • Explore Stoddard Park, a natural area with a beach.
  • Relax at Pleasure Point, another natural spot featuring a beach.

How do I plan a trip to Holliston?
To plan your trip to Holliston, search for places to stay and book flights and rental cars in advance. Explore attractions like Pinecrest Golf Club, Stoddard Park, and Pleasure Point. When planning outdoor activities, have indoor alternatives ready for weather changes, ensuring a smooth and enjoyable visit.
What cuisines can you find in Holliston?
In Holliston, travelers can find Japanese cuisine, offering popular dishes such as sushi, ramen, and tempura. Beyond Japanese, you can also explore a range of North American options, alongside European and Italian fare, providing a diverse culinary experience.
Can I book a refundable hotel in Holliston?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Holliston 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 Holliston with Expedia?
Expedia makes it easier to plan your Holliston 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 Holliston?
The best choice depends on your travel style. Hotels in Holliston 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 Holliston trip on Expedia?
Once you've booked your Holliston 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 Holliston trip?
Expedia offers customer support before, during, and after your Holliston 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 Holliston?
If it's your first trip to Holliston, 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 Holliston 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 Holliston hotel.

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

Cities near Holliston

A stone building with a large arched entrance labeled "Memorial Hall" and a turret with a clock.

Milford

A suburban area with a fire station, residential houses, and a large industrial building.

Millis

A historic building with "QUINCY MARKET" sign, surrounded by modern buildings and a clock tower.

Boston

A river winding through a forest with autumn foliage.

Ashland

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