Hotel & Resort

Devonfield Inn

📍85 Stockbridge Rd, Lee, Massachusetts, 01238

Refined rooms & suites in a charming B&B offering free cognac, gardens & a seasonal outdoor pool.

Venue

Addison Choate

📍49 Broadway Ave, Rockport, Massachusetts, 01966

Quaint rooms in a warm B&B offering free homemade cookies & drinks, plus a garden & a lounge.

Venue

Primavera Dreams Weddings Italy Boston

📍335 Brookline St, Newton, Massachusetts, 02459

Venue

Wicked Awesome Events: Amongst the Oaks

📍42 Burrington Rd, Charlemont, Massachusetts, 01339

Historic Estate

Chateau Douillett

📍400 Maple St, Springfield, Massachusetts, 01105

Venue

Olde World Entertainment

📍120 Northside Rd, Charlton, Massachusetts, 01507

Venue

The White Room

📍Lower Level, 138 Green St, Worcester, Massachusetts, 01604

Hotel & Resort

The Jenkins Inn

📍7 West St, Barre, Massachusetts, 01005

Elegant option featuring cozy quarters, plus free breakfast, fine dining & a lounge with fireplace.

Barn / Ranch

Gardens at Clock Barn (Private Residence)

📍453 Bedford Rd, Carlisle, Massachusetts, 01741

Venue

Phineas Wright House

📍5 Harvard Rd, Bolton, Massachusetts, 01740

Barn / Ranch

Cottage Farm of the Berkshires

📍382 Churchill St, Pittsfield, Massachusetts, 01201

Ballroom

Broadmoor Ballroom

📍1 Superior Dr, Natick, Massachusetts, 01760

Barn / Ranch

The Farmstead

📍247 Littleton County Rd, Harvard, Massachusetts, 01451

Hotel & Resort

Sea Street Inn

📍328 Sea St, Hyannis, Massachusetts, 02601

Casual rooms, most with en suite bathrooms, in a refined guesthouse featuring a veranda.

Museum & Gallery

Howarth House Bed and Breakfast

📍81 Ross St, Fitchburg, Massachusetts, 01420

Cozy B&B featuring 3 rooms with private bathrooms, plus an outdoor pool & full, hot breakfast.

Vineyard & Winery

Martha's Vineyard Weddings & Events

📍143 Old Holmes Hole Rd, West Tisbury, Massachusetts, 02575

Hotel & Resort

The Old Mill Inn

📍87 School St, Hatfield, Massachusetts, 01038

Boutique hotel in a restored mill, offering refined rooms & suites, plus a cafe & free Wi-Fi.

Ballroom

Christalight Auditorium and Event Hall

📍799 S Main St SUITE 18, Bellingham, Massachusetts, 02019

Venue

The Merchant

📍148 Washington St, Salem, Massachusetts, 01970

Boutique hotel in an 1700s redbrick building with high-end, chic rooms, a plush lounge & terrace.

Hotel & Resort

The Inn at Stockbridge

📍30 East St, Stockbridge, Massachusetts, 01262

Polished rooms & suites in a 1906 mansion with an outdoor pool, plus free wine & cheese socials.

Hotel & Resort

Hampton Terrace Inn

📍91 Walker St, Lenox, Massachusetts, 01240

Posh B&B in a Victorian mansion offering elegant rooms, an outdoor pool & complimentary liqueurs.

Hotel & Resort

Chambery Inn

📍199 Main St, Lee, Massachusetts, 01238

Elegant, French-inspired rooms & suites in a 19th-century schoolhouse offering free breakfast.

Venue

Olio | Historic Wedding & Event Venue

📍43 Main St, Peabody, Massachusetts, 01960

Hotel & Resort

Boston Yacht Haven Inn & Marina

📍87 Commercial Wharf, Boston, Massachusetts, 02110

Country-chic quarters in an upscale hotel offering a marina, harbor views & complimentary breakfast.