A lake surrounded by autumn-colored trees.

Find 5 Star Hotels in Southeast Massachusetts from ￥25,171

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Check availability on Southeast Massachusetts 5 Star Hotels

Tonight
Sep 11 - Sep 12
Tomorrow
Sep 12 - Sep 13
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Southeast Massachusetts 5-star hotels

A pathway leading to a beach with boats in the background and a building with a tower.
A deck with white Adirondack chairs and a small round table, overlooking a beach and ocean.
A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.
An aerial view of a beach with rows of sunbeds and umbrellas, a pier extending into the water, and a small building near the beach.

1. Chatham Bars Inn

Chatham Bars Inn
Chatham
United States
Yousuf Hussain
￥82,020
￥93,872 total
includes taxes & fees
Oct 12 - Oct 13
Chatham Bars Inn
A spacious living area with a dining table, sofas, and a view of the sea.
A resort with a swimming pool, outdoor seating, and a view of the lake.
A spacious living room with a fireplace, comfortable seating, and a staircase leading to another area.
A deck with a wicker sofa, a table with a bottle of champagne, and a tray of snacks.

2. Harbor View Hotel

Harbor View Hotel
Edgartown
United States
Sandrine
￥54,423
￥65,655 total
includes taxes & fees
Oct 12 - Oct 13
Harbor View Hotel
A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.
A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.
A dining area with tables set for two, overlooking a body of water with a sailboat.
A room with a view of the sea, featuring a sofa, two chairs, a small table with a vase and a bottle, and a patterned carpet.

3. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
Harwich
United States
Lisa
￥93,491
￥114,492 total
includes taxes & fees
Sep 21 - Sep 22
Wequassett Resort and Golf Club
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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 Southeast Massachusetts.
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA
￥22,883
￥34,964 total
Sep 20 - Sep 21
includes taxes & fees
Margaritaville Resort Cape Cod
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

135 Route 28 West Yarmouth MA
￥21,250
￥25,171 total
Oct 6 - Oct 7
includes taxes & fees
9.2/10 Wonderful! (311 reviews)
Uncommoner Hotel by Reverie Boutique Collection
Faraway Martha's Vineyard

Faraway Martha's Vineyard

23 Kelly Street Edgartown MA
￥59,054
￥69,262 total
Oct 12 - Oct 13
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Faraway Martha's Vineyard
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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 Southeast Massachusetts

Unmissable purely for its history, this region also offers spectacular coastal scenery and a rich cultural community.

See all hotels in Southeast Massachusetts
A lake surrounded by autumn-colored trees.

Top Southeast Massachusetts Hotel Reviews

Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Exceptional"
Thomas 1-night trip
Posted 1 day ago
Chatham Bars Inn

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Southeast Massachusetts?
You'll find various pricing options for a 5-star hotel in Southeast Massachusetts on Expedia. How much you'll pay will depend on when you plan to travel, length of your trip and other factors. Compare all of the available accommodations for your desired dates and make use of our pricing and other filters to discover the perfect upscale stay.
  • Search for the lowest price per night from ￥25,171
What makes a hotel 5 stars in Southeast Massachusetts?
In Southeast Massachusetts, a hotel needs to offer a specific level of high-end conveniences to earn 5 stars. These can include on-site gyms, gourmet restaurants, saunas and spas, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their outstanding standard of service. You'll enjoy things like concierge services, in-room massages and nightly turn-down services. Some may even offer extra touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Southeast Massachusetts?
Our filters are the quickest way to find exactly what you're looking for. Check the "All inclusive" and "5-star" boxes to see the most luxurious resorts in Southeast Massachusetts where your meals, room, entertainment and activities are included in the price. At these escapes, your vacation is absolute indulgence from the moment you put down your suitcase.

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