A white building with a sign reading "TOWN HALL" and a rainbow flag.

Find 5 Star Hotels in Holliston, MA from $156

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Check availability on Holliston 5 Star Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Holliston 5-star hotels

The Charles Hotel with outdoor seating and a garden area.

1. The Charles Hotel

The Charles Hotel
5.0 star property
West Cambridge
9.4 out of 10, Exceptional, (1,000 reviews)
"Great location, an icon hotel"
Switzerland
Andre
$329 nightly
The price is $381
Nov 26 - Nov 27
Total with taxes and fees
The Charles Hotel
A modern indoor pool area with a large window, a woman in a swimsuit, and two lounge chairs.

2. Four Seasons Hotel One Dalton Street, Boston

Four Seasons Hotel One Dalton Street, Boston
5.0 star property
Fenway–Kenmore
9.6 out of 10, Exceptional, (460 reviews)
"Excellent Breakfast!!"
United States
Herbert
$620 nightly
The price is $722
Nov 23 - Nov 24
Total with taxes and fees
Four Seasons Hotel One Dalton Street, Boston
A modern bar area with multiple seating options, a well-stocked bar counter, and a distinctive ceiling design.

3. Mandarin Oriental, Boston

Mandarin Oriental, Boston
5.0 star property
Back Bay
9.4 out of 10, Exceptional, (465 reviews)
"Over the top nice hotel and room was amazing!"
United States
Matthew
$556 nightly
The price is $647
Nov 22 - Nov 23
Total with taxes and fees
Mandarin Oriental, Boston
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Holliston.
The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel

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
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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.

Learn more about Holliston

Explore the historic Balancing Rock and scenic trails of Holliston's conservation areas for a quintessential New England outdoor experience. Visit the charming downtown shops and Eight Arch Bridge, then ask locals about seasonal events at Goodwill Park.

See all hotels in Holliston
A white house with a green garage door, surrounded by trees and a grassy field.

Top Holliston Hotel Reviews

The Charles Hotel

The Charles Hotel

10/10 Excellent
"Friendly staff at check-in, a well-stocked room off the lobby filled with complimentary candies (and to-go bags!), and charmingly-designed rooms made this a lovely stay. The location off Harvard Square made getting to and from the hotel so easy."
Jonathan 1-night trip
Posted 7 days ago
The Charles Hotel

Find out more about Holliston

Holliston Five Star Hotel Information

If you’re searching for the celebrity treatment, the 5 star hotels in Holliston are your dreams come true. From sprawling resorts to fancy hot spots, theseHolliston 5 star hotels immerse each traveler in the most elite experience money can buy. Want to unwind with a VIP-worthy spa treatment? These hotels have the leisure you're looking for.

Interested in sampling world-class cuisine? The on-site restaurants at the 5 stars hotels in Holliston, Massachusetts, let you do just that. You’ll even be able to book a room (or perhaps a penthouse?) at first-rate hotels near the region’s can’t-miss sights and most bustling shopping centers. Plus, many globe-trotters who visit Holliston five star hotels find incredible rates and deep discounts thanks to Expedia, so you can score a deal without sacrificing an ounce of quality.

Everything you could possibly want (and a few things you didn’t know you needed): That’s what you’ll receive when you stay at Holliston 5 star hotels.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Holliston?
The amount you pay for a 5-star hotel in Holliston can vary according to the time of year you travel and how long you plan to be away, among other factors. Take advantage of our price per night filter and other search tools to land the best deal on a high-end stay.

  • Search for the lowest price per night from $156

What makes a hotel 5 stars in Holliston?
In Holliston, a hotel must offer a certain level of upscale features to earn 5 stars. These may include on-site gyms, gourmet restaurants, saunas and spas, premium bedding, luxury toiletries and more. What also sets 5-star hotels apart is their superior standard of service. You can look forward to things like concierge services, nightly turn-down services and in-room massage. Some may also offer extra touches such as a welcome gift.
Are there any 5-star all-inclusive resorts in Holliston?
Use Expedia's filters to find a luxury getaway in Holliston where most of what you need is included. From there, refine your results for resorts that have a rating of 5 stars and are deemed "All inclusive." The main thing on the to-do list at these stays? Pure enjoyment and indulgence.

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