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10 Classic New England Hotels and Resorts That Are Perfect for a Late-Fall Getaway


Classic New England towns are still charming after the fall colors begin to fade and before the first snows fly. So why not take advantage of the shoulder-season prices and lighter crowds to enjoy a quintessential New England weekend trip? Cozy fire places and crisp fall weather await.

Where to Enjoy a Classic New England Getaway This Fall

For a last-minute New England getaway, head to these 10 classic resorts and hotels.

Hotel Salem in Salem, Massachusetts

(Photo: TripAdvisor, LLC)

Book a stay at this brand new property, located in the coastal town on the North Shore of Massachusetts most famously known for the 1692 Witch Trials. Hotel Salem is on the pedestrian mall in Salem Village and features its own restaurant, Counter.

Don’t Miss: Lofted suites and micro-room options for budget travelers.

Book it: Get prices for Hotel Salem and other Salem hotels

Kennebunkport Inn in Kennebunkport, Maine

(Photo: TripAdvisor, LLC)

Head to sleepy Kennebunkport to get into the holiday spirit and shop the Dock Square stores. Or, relax at a spa or snow shoe if there’s a preseason dusting. There’s plenty to do in Kennebunkport year-round, and the Kennebunkport Inn is at the heart of it all.

Don’t Miss: The Burleigh Restaurant inside the inn. Order the Lobster Mac & Cheese and come early for the daily happy hour from 3:00 to 5:00 p.m.

Book it: Get prices for Kennebunkport Inn and other Kennebunkport hotels

Ale House Inn in Portsmouth, New Hampshire

(Photo: TripAdvisor, LLC)

Once home to a brewery in the pre-Prohibition era, the Ale House Inn shines a unique light into Portsmouth’s history. Portsmouth is known for its restaurants, bars, and breweries. This hotel is the perfect complement to its home city.

Don’t Miss: Ask the front desk for an exclusive discount at the Stonewall Kitchen Cooking School.

Book it: Get prices for Ale House Inn and other Portsmouth hotels

Hotel Vermont in Burlington, Vermont

(Photo: TripAdvisor, LLC)

Located a few blocks from popular Church Street, Burlington’s boutique Hotel Vermont overlooks the shores of Lake Champlain and serves farm-to-table food at its restaurant and bar, Juniper. When the weather gets chilly, Vermonters like to cozy up indoors with warm meals and beer.

Don’t Miss: Ask for the hotel’s beer concierge to find out about new brewery openings, recommendations, and a schedule for informational tastings.

Book it: Get prices for Hotel Vermont and other Burlington hotels

The Ocean House in Watch Hill, Rhode Island

(Photo: TripAdvisor, LLC)

Catch early winter storms rolling in at this iconic ocean-side property in Watch Hill, known for its high-class service, spa, and restaurant. There’s no better time than fall to enjoy this famous resort—without the crowds or the high season price tag.

Don’t Miss: Take a wine and culinary arts class, and explore seasonal offerings, with the resort’s sommelier and food forager.

Book it: Get prices for the Ocean House and other Watch Hill area hotels

Devonfield Inn in Lee, Massachusetts

(Photo: TripAdvisor, LLC)

If you’re looking for a quintessential New England inn getaway, then head to the Berkshires. Located near both Stockbridge and Lenox, the Devonfield Inn has just 11 updated rooms, but plenty of charm.

Don’t Miss: The daily fireside gourmet breakfast that’s accompanied by classical music.

Book it: Get prices for Devonfield Inn and other Lee hotels

Topnotch Resort in Stowe, Vermont

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If you’re bringing the kids along for a New England getaway, Topnotch Resort is the perfect spot to do it. Located about five minutes from Stowe’s main strip, the resort offers plenty of entertaining activities and dining options onsite. Plus, the property has childcare services so you can enjoy a day at the spa or a romantic night out on the town.

Don’t Miss: Cooking s’mores at the outdoor fire pit.  

Book it: Get prices for Topnotch Resort and other Stowe hotels

Winvian in Morris, Connecticut

(Photo: Winvian)

This luxurious “resort experience” is home to a five-star farm-to-table restaurant, spa, and organic gardens set on 113 acres of woodlands and meadows. The real highlight here is the 18 themed cottages you can chose from that offer a private and distinctive experience.

Don’t Miss: The treehouse cottage, complete with a full bar, steam shower, and Jacuzzi.

Book it: Get prices for Winvian and other Morris hotels

Woodstock Inn and Resort in Woodstock, Vermont

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Local shops, a luxurious spa, and exquisite onsite restaurants are at your fingertips at the Woodstock Inn and Resort. Just a half-mile from the resort is Billings Farm & Museum, with free admission to Woodstock Inn & Resort guests. If there’s snow, you can take a horse-drawn sleigh ride through the farm fields.

Don’t Miss: Ask for a copy of the recipe for the property’s delicious fondue.

Book it: Get prices for the Woodstock Inn and Resort and other Woodstock hotels

Hotel on North in Pittsfield, Massachusetts

(Photo: TripAdvisor, LLC)

A boutique hotel in the Berkshires, Hotel on North offers exceptional cuisine at its onsite restaurant, an art gallery, and historic charm, perfect for a New England getaway. Located right in the middle of the Berkshires, most of the region’s major attractions are no more than 30 to 40 minutes away. 

Don’t Miss: Sip on a cocktail in a vintage birdcage elevator in the hotel’s lounge area.

Book it: Get prices for Hotel on North and other Pittsfield hotels

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