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

Tonight
Oct 23 - Oct 24
Tomorrow
Oct 24 - Oct 25
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Holliston 5-star hotels

The Charles Hotel with outdoor seating and a garden area.
A restaurant with a wooden table centerpiece, orchid plants, and a sign for Henrietta's Table.
A spacious lobby with a central staircase, bookshelves, a red sofa, and a coffee table.
A hotel with a brick facade, large windows, and a prominent entrance with a glass door.

1. The Charles Hotel

The Charles Hotel
West Cambridge
Switzerland
Andre
$330 nightly
$383 total
Nov 23 - Nov 24
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.
A modern hotel room with a curved seating area, a coffee table, and a view of the cityscape through large windows.
A hotel room with a large window offering a city view, a bed, a chair, and a small table with a tray.
A modern rooftop terrace with wicker furniture, a glass balustrade, and a view of historic buildings.

2. Four Seasons Hotel One Dalton Street, Boston

Four Seasons Hotel One Dalton Street, Boston
Fenway–Kenmore
United States
Herbert
$610 nightly
$710 total
Nov 23 - Nov 24
Total with taxes and fees
Four Seasons Hotel One Dalton Street, Boston
A lobby with a central round table, potted plants, and artwork on the walls.
An outdoor dining area with tables set for two, potted plants, and a sign for Ramsay's Kitchen by Gordon Ramsay.
A modern bar area with multiple seating options, a well-stocked bar counter, and a distinctive ceiling design.
A modern restaurant with round tables, white cushioned seating, and circular ceiling lights.

3. Mandarin Oriental, Boston

Mandarin Oriental, Boston
Back Bay
United States
Matthew
$556 nightly
$647 total
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
$241 total
Nov 22 - Nov 23
Total with taxes and fees
The Westin Copley Place, Boston, a Marriott Hotel
citizenM Boston Back Bay

citizenM Boston Back Bay

408 Newbury street Boston MA
$134 nightly
$156 total
Nov 23 - Nov 24
Total with taxes and fees
citizenM Boston Back Bay
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

575 Memorial Drive Cambridge MA
$160 nightly
$186 total
Nov 15 - Nov 16
Total with taxes and fees
Hyatt Regency Boston/Cambridge
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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 2 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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