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Massachusetts Thanksgiving Getaway

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Discover Massachusetts this Thanksgiving Break

Massachusetts may be a small state, but it's packed with places to discover on your Massachusetts Thanksgiving getaway. From landmarks of American history to big city culture, the most populous state in New England offers a variety of weekend experiences for solo travelers, couples, and families. Pack your jacket and get ready for the best Thanksgiving break ever!

Thanksgiving in Massachusetts: Top Accommodations

Cottage Newbury
Nov 21 - Nov 28
$351 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Family Friendly Cottage in Newbury with Wonderful Patio + Gorgeous Views

Newbury, Essex County, Massachusetts
Free cancellation
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House Sandwich
Nov 21 - Nov 28
$404 per night
House ∙ 7 guests ∙ 2 bedrooms

Pleasant Vacation Home in Sandwich with Free Parking + Water Views

5.0
Outstanding (1 rating)
Sandwich, Barnstable County, Massachusetts
Free cancellation
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House Brant Rock
Nov 21 - Nov 28
$316 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Brant Rock with Decorative Fireplace + Ocean Views

Brant Rock, Marshfield, Massachusetts
Free cancellation
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Best Thanksgiving Getaways for Families in Massachusetts

Best Thanksgiving Getaways for Families in Massachusetts

Being with family is one of the best parts of the Thanksgiving holiday. What could be better than escaping to a Massachusetts holiday and sharing it all with those you love! Check out these ideas for memorable family getaways, and don't forget to pack your camera.

  • 1. Cape Cod

    Your family will feel right at home on the rugged coast of the Atlantic, a place of quaint villages and historic lighthouses. Though it might be chilly on the beach, there is plenty to do over your long weekend in Nantucket. The Nantucket Whaling Museum features a candle factory and a real whale skeleton. Young ones will love the Cape Cod Children's Museum, where they can explore a pirate ship and discover the heavens in the indoor planetarium. Mom and Dad can relax with a craft brew at Cisco Brewery.

  • 2. Thanksgiving Dinner Train

    If your family just can't bear the thought of missing the traditional turkey dinner, plan a ride on Cape Cod Central Railroad's Thanksgiving journey. Skip the cooking and enjoy the view of the Atlantic coast while enjoying top-notch food and stellar service. The train departs from Hyannis and returns three hours later with all bellies happily full.

  • 3. Plymouth

    If you happen to be free on the weekend before Thanksgiving, check out the most historically accurate Thanksgiving parade in the nation. Plymouth's celebration holds opening ceremonies in Pilgrim Memorial Park and then heads out down Benny's Plaza Court Street. Share this special event with your family, and enjoy several events that mark the history of the very first Thanksgiving in 1621.

Best Places to Stay for Thanksgiving in Massachusetts

Apartment Boston
Nov 22 - Nov 29
$228 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in Columbus

Boston, Suffolk County, Massachusetts, United States
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Apartment Boston
Nov 22 - Nov 29
$239 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Wonderful Rental Apartment in Shawmut

4.5
Excellent (2 ratings)
Boston, Suffolk County, Massachusetts, United States
Free cancellation
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Apartment Boston
Nov 21 - Nov 28
$184 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Rental Apartment in Fairmount Hill

Boston, Suffolk County, Massachusetts, United States
Free cancellation
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Thanksgiving Weekend Shopping Destinations in Massachusetts

Thanksgiving Weekend Shopping Destinations in Massachusetts

For some travelers, shopping is the highlight of any vacation. Massachusetts is full of history, and antique collectors will find much to explore. And, of course, the long Thanksgiving weekend is the perfect time to start your Christmas shopping.

  • 1. Cambridge

    The home of Harvard University is also a great place to start your Christmas shopping on the traditional "Black Friday," the day after Thanksgiving. Harvard Square, in the heart of Cambridge, offers elegant shops and fine dining to kick off your holiday celebration in style.

  • 2. Boston

    Book lovers won't want to miss spending time in the Brattle Book Shop, founded in 1825. This is the largest used bookstore in the country, with three floors of shelves to get lost in, and even an outdoor bargain lot. Enjoy searching for that special rare volume to delight the bookworm on your shopping list.

  • 3. Amherst

    Home to poets Emily Dickinson and Robert Frost, Amherst also offers some shopping adventures for a variety of tastes. Visit The Mermaid's Tale for fashionable women's boutique items and jewelry. Antique collectors will want to spend an entire morning or afternoon in Breuer's Heirloom Furniture and Antiques, looking for that unique piece of history. Mystery Train Records is a quirky shop where you can find vintage magazines and music.

Recommended Accommodations for Thanksgiving in Massachusetts

House Plymouth
Nov 22 - Nov 29
$212 per night
House ∙ 7 guests ∙ 2 bedrooms

Vacation Home in Plymouth with Grill & Yard

Plymouth, Plymouth County, Massachusetts, United States
Free cancellation
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Cottage Plymouth
Nov 21 - Nov 28
$225 per night
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage in Plymouth with Grill

5.0
Outstanding (2 ratings)
Plymouth, Plymouth County, Massachusetts, United States
Free cancellation
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House Plymouth
Nov 22 - Nov 29
$363 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Plymouth

5.0
Outstanding (1 rating)
Plymouth, Plymouth County, Massachusetts, United States
Free cancellation
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Most Relaxing Thanksgiving Weekend Getaways in Massachusetts

Most Relaxing Thanksgiving Weekend Getaways in Massachusetts

Maybe the goal for your Massachusetts Thanksgiving getaway is simply to relax and leave all the activity of daily life behind. These vacation spots are designed for fun, sightseeing, and letting your cares drift away. Let the pace of small-town life create a relaxing holiday to remember.

  • 1. Salem

    Best known for its connection to the infamous witch trials of the late 17th century, Puritan history abounds in this quaint New England town. If you want to immerse yourself in the witchy saga, you can take a guided tour and visit Witch House, the former home of one of the trial judges. Take a relaxing stroll on your own and see the House of the Seven Gables made famous by colonial writer Nathaniel Hawthorne.

  • 2. Hyannis Port

    Six acres of waterfront property along Nantucket Sound form the Hyannis Port Historic district, home to the Kennedy Compound. Let history come alive where John F. Kennedy conducted his successful presidential campaign, and Senators Robert and Ted Kennedy lived. It's now a National Historic Site and park.

  • 3. Martha's Vineyard

    Though known as a summer colony, this island has grown into a year-round destination with a laid-back, small-town atmosphere. Iconic comedian John Belushi is buried in Chilmark, and fans frequently visit to pay tribute. Fans of the ''Jaws'' movies can visit the fishing village of Menemsha and the town of Chilmark where much of the action was filmed.

Top Offers for Thanksgiving in Massachusetts

House Pine Point
Nov 22 - Nov 29
$218 per night
House ∙ 6 guests ∙ 3 bedrooms

Beautiful House in Pine Point

Pine Point, Springfield, Massachusetts
Free cancellation
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House Salisbury
Nov 21 - Nov 28
$295 per night
House ∙ 10 guests ∙ 5 bedrooms

Rental House in Salisbury with Grill + Ocean View

Salisbury, Essex County, Massachusetts
Free cancellation
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Apartment Scituate
Nov 21 - Nov 28
$158 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Rental Apartment in Scituate

Scituate, Plymouth County, Massachusetts
Free cancellation
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Information about Massachusetts Thanksgiving Getaway

📏 Average home size 188 m²
💳 Highest rates in July
🛏️ Popular home types Apartment rental and House rental
🌡️ Hottest months 82 °F in July and August
❄️ Coldest months January and February

Frequently Asked Questions

Massachusetts Thanksgiving Getaway: What is the cost per night?

On average, you can get an incredible rental from $310 and get discounts up to 45%!

Massachusetts Thanksgiving Getaway: does HomeToGo offer a wide variety of vacation homes for groups of guests?

House rental in Massachusetts typically fits 8 guests.

Massachusetts Thanksgiving Getaway: what types of vacation homes can I find?

You can choose from 2,339 Apartment rentals and 11,314 House rentals available in Massachusetts.

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Vacation Rental Price Information in Massachusetts

Vacation Rental Availability in Massachusetts

Rental availability information in Massachusetts

Thanksgiving in Massachusetts: Top Destinations

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