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

5 Stars Hotels in Holliston, Massachusetts from CA $292

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Check availability on Holliston 5 Star Hotels

Tonight
Oct 7 - Oct 8
Tomorrow
Oct 8 - Oct 9
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Holliston 5-star hotels

The Charles Hotel with outdoor seating and a garden area.
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.
A staircase with a modern design, featuring a combination of brick and wood elements, and a metal railing.

1. The Charles Hotel

The Charles Hotel
West Cambridge
Switzerland
Andre
CA $588
CA $682 total
includes taxes & fees
Oct 30 - Oct 31
The Charles Hotel
A modern indoor pool area with a large window, a woman in a swimsuit, and two lounge chairs.
A modern bathroom with a large bathtub, a glass shower enclosure, and a view of a cityscape through large windows.
A modern rooftop terrace with wicker furniture, a glass balustrade, and a view of historic buildings.
A hotel room with a large window offering a city view, a bed, a chair, and a small table with a tray.

2. Four Seasons Hotel One Dalton Street, Boston

Four Seasons Hotel One Dalton Street, Boston
Fenway–Kenmore
United States
Masooda
CA $931
CA $1,084 total
includes taxes & fees
Nov 6 - Nov 7
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.
An outdoor dining area with tables set for two, potted plants, and a sign for Ramsay's Kitchen by Gordon Ramsay.
A modern lounge with two sofas, a fireplace, and a unique ceiling chandelier.
A lobby with a central round table, potted plants, and artwork on the walls.

3. Mandarin Oriental, Boston

Mandarin Oriental, Boston
Back Bay
United States
Matthew
CA $961
CA $1,119 total
includes taxes & fees
Nov 5 - Nov 6
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
CA $385
CA $507 total
Oct 30 - Oct 31
includes taxes & fees
9.2/10 Wonderful! (1,519 reviews)
The Westin Copley Place, Boston, a Marriott Hotel
citizenM Boston Back Bay

citizenM Boston Back Bay

408 Newbury street Boston MA
CA $293
CA $341 total
Nov 1 - Nov 2
includes taxes & fees
9.4/10 Exceptional! (3,254 reviews)
citizenM Boston Back Bay
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

575 Memorial Drive Cambridge MA
CA $215
CA $292 total
Nov 1 - Nov 2
includes taxes & fees
9/10 Wonderful! (2,686 reviews)
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
"Arrived early and called me with an early check in. Staff is terrific! Lovely hotel and excellent location. Will return."
Scott 1-night trip
Posted 4 days ago
The Charles Hotel

Find out more about Holliston

Luxury is the name of the game at the best 5 Stars hotels in Holliston. If you want to vacation like a true VIP, these are the places to go; from spacious resorts to boutique-inspired hot spots, the top Holliston 5 Stars hotels are dedicated to immersing you in the ultimate experience. Want to relax with a serene treatment at a designer spa? These properties offer them.

Interested in tasting delicious dishes from top chefs? The gourmet restaurants at the 5 Stars Holliston hotels have you covered. You’ll even find first-class hotels near the city’s must-see attractions and most upscale entertainment districts. Plus, when you book your trip with Expedia.ca, you’ll get access to fantastic rates and seasonal discounts, so you can take advantage of a cheap deal on 5 Stars hotels Holliston without giving up even an inch of quality. Everything your heart desires (and a few perks designed to make it skip a beat): That’s what’s on offer when you plan a trip to the hotels with 5 Stars in Holliston.

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 depends on factors such as when you want to go and the length of your break. An insider tip for landing the best deal? Use our pricing filters to check out all of the available hotels for your selected dates.
  • Search for the lowest price per night from CA $292
What makes a hotel 5 stars in Holliston?
Exemplary guest service characterizes every 5-star hotel in Holliston. From the minute you arrive, staff are at your beck and call, whether recommending activities and tours or providing a nightly turn-down service. Plus, hotels have to offer top-rate amenities to be eligible for a 5-star rating. These can include luxury bathrooms, on-site spa facilities, swimming pools, gastronomic kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Holliston?
Find an indulgent getaway that includes your lodging, meals, bar and entertainment in Holliston with the help of our filters. Search for hotels with a 5-star rating and select the "All inclusive" filter. Have a look at what's included in the upfront price. This way, you'll be ready to maximize all the perks on offer when you get there.

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