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Posted by Massachusetts Office of Travel & Tourism

From the snow-dusted Berkshires to the serene shores of Cape Cod, Massachusetts’ wide array of accommodations offer the perfect blend of relaxation and seasonal activities. Whether you’re looking to snuggle by a fire or enjoy active winter fun, these destinations are sure to make your winter getaway unforgettable. 

Western Massachusetts 

Nestled in the heart of the Berkshires, the Red Lion Inn in Stockbridge is a quintessential New England retreat. This historic inn boasts individually decorated rooms, many with fireplaces that invite you to curl up with a good book or enjoy the famed afternoon tea. The on-site dining offers farm-to-table meals featuring local ingredients. For winter adventurers, the inn is located close to a number of Massachusetts ski areas.  

The Inn at Boltwood in Amherst combines modern luxury with classic New England charm. This boutique inn features elegant rooms, some with gas fireplaces that add an extra touch of warmth on cold nights. The inn’s location on Amherst Common puts you near the seven museums on the campus of Amherst College, the Amherst Winter Farmers’ Market, ice skating at nearby UMass Amherst, or hitting the slopes at Berkshire East. Après tip: don’t miss the chance to unwind with a craft cocktail by the fire in the inn’s library. 

Central Massachusetts 

The Brook Farm Inn is a hidden gem offering New England charm and modern comfort. This delightful bed and breakfast in Brookfield features rooms with antique furnishings and cozy fireplaces, perfect for warming up after a day exploring Central Massachusetts. Guests can enjoy a homemade breakfast each morning and recommendations for local attractions such as Tower Hill Botanic Garden and Old Sturbridge Village. The Winter Escape package includes a complimentary bottle of wine or prosecco and 50% off the third night when you stay for two. 

Situated in Worcester, the Beechwood Hotel combines boutique elegance with modern amenities and is the only AAA Four Diamond hotel in Central Massachusetts. This hotel features luxurious rooms and a welcoming winter ambiance. The Romance Package includes a chilled bottle of champagne and chocolate-covered strawberries as well as an executive continental breakfast for two. Spend your day exploring the Worcester Art Museum or take in a show at the Hanover Theatre.  

North of Boston 

Overlooking the Atlantic Ocean in Gloucester, the Harborview Inn offers an upscale yet cozy retreat for the winter season. This boutique inn features rooms with coastal charm, many with views of the harbor, creating a serene escape. Guests can enjoy personalized service, a crackling fireplace in the common area, and easy access to Gloucester’s waterfront. The Continental Breakfast features fresh fruits and pastries from around the Cape Ann area.  

Located in the Greater Merrimack Valley, The Groton Inn offers a blend of historical charm and modern amenities. Cozy up in their elegantly appointed rooms with fireplaces, or enjoy a delicious meal at Forge & Vine, the on-site restaurant known for its wood-fired cuisine. Local favorite things to do include a stroll on the Nashua River Rail Trail, a massage at the Body Mind Spirit Day Spa, or a visit to the NOA Art Gallery. 

Greater Boston 

The Inn at Hastings Park blends historical significance with modern comfort. This Relais & Châteaux property features uniquely designed rooms, some equipped with fireplaces for a cozy retreat. The inn’s Revolution 250 Package offers a unique way to learn about Lexington’s connections to the American Revolution with a Footsteps of the Revolution Tour and a $100 credit for the Town Meeting Bistro. 

The XV Beacon Hotel offers luxurious winter vibes in the heart of Boston with a unique lineup of winter packages. Are you looking for a snowy escape with your dog? Look no further than the “Dazzle Your Dog” winter hotel package that includes homemade dog biscuits, a plush dog bed, and complimentary room service breakfast for two. 

South of Boston 

Celebrating 10 years, The Mirbeau Inn & Spa is a wellness-inspired retreat in Plymouth that feels worlds away. This luxurious property offers rooms with gas fireplaces, oversized soaking tubs, and access to their award-winning spa. Upgrade your experience with a private candlelight yoga session or luxurious wine tasting. Take a walk along the Plymouth Waterfront and enjoy off-season ease at local restaurants and historic sites.  

If you’d like to feel presidential, you can stay at the Delano Homestead Bed and Breakfast in Fairhaven – once the residence of Franklin Delano Roosevelt’s mother, grandfather, and great-grandfather. It was FDR’s summer and holiday residence into his adult years and was visited by him and Eleanor, even as president and first lady. Continue your historic explorations at Fort Phoenix State Reservation, which dates to the American Revolution or head to nearby New Bedford for a visit to one of Massachusetts’ National Historic Sites. 

Cape Cod and the Islands 

Chatham’s Captain’s House Inn is the epitome of Cape Cod charm in the winter. This intimate inn features rooms with wood-burning fireplaces, four-poster beds, and a warm, inviting atmosphere. While many inns offer winter getaway packages, here you can take advantage of a Babymoon Package that includes sparkling cider, chocolates, a comfy pregnancy pillow, and an afternoon tea. It’s also the perfect base for exploring Cape Cod’s serene winter landscapes. 

The Jared Coffin House is one of the oldest inns on Nantucket. Situated in the heart of the historic district, you’ll be a short walk from the ferry to the warm and inviting common area of this Federal mansion.  Everything you’ll want for the off-season is at your fingertips – quaint bistros, cozy pubs, peaceful beaches, and a relaxed winter atmosphere. 

Located in Edgartown on Martha’s Vineyard, The Charlotte Inn is a refined hideaway that evokes the charm of a bygone era. Each room is impeccably decorated, with some offering cozy fireplaces. Guests can savor a gourmet breakfast and enjoy the inn’s peaceful grounds, even in the snow. Many specialty stores, galleries, and restaurants are open year-round so it’s an ideal time to enjoy the charm without the bustle. 

Massachusetts is a winter wonderland filled with charming inns that exude warmth, coziness, and seasonal cheer. Whether you’re seeking a roaring fireplace, a romantic ambiance, or a fun winter getaway package, these handpicked inns from across the state offer something special for everyone. 

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