70 Resorts/Retreats near Orleans, MA

North Chatham, MA  
Capacity: 320
Charming Resort Inn on Pleasant Bay, set in 22 acres of pines.
Harwich Port, MA  
Capacity: 290
Private Club located on the shores of Nantucket Sound. Fully serviced private beach and pools, and on-site Boardwalk Café. Swim, exercise, and tennis programs. Club membership is not required to reserve private functions.
West Harwich, MA  
Capacity: 120
A quaint New England inn, the perfect setting for small site weddings up to 50 guests, or a perfect site for a small business meeting with great food and personal attention
South Yarmouth, MA  
Nestled in a relaxing setting with breathtaking oceanfront views, the Riviera Beach Resort boasts 125 charming rooms and suites overlooking Nantucket Sound. Catch the sun on our private ocean beach, take the plunge in Cape Cod’s wildest outdoor pool or whirlpool spa, dive into fabulous water sports
West Yarmouth, MA  
Modern Motor Lodge located 1 mile from beaches & 2-1/2 miles from Hyannis & Barnstable Municipal Airport.
Provincetown, MA  
Capacity: 300
A Historic Inn w/seaside charm, located directly on the water - 15-min walk from center of town, 3 mi from airport.
Provincetown, MA  
Capacity: 30
Sandwich, MA  
Capacity: 50
$14-$22 per person
The Scorton Room at Marshland Too in Sandwich, MA is a perfect setting for holiday parties, business events, wedding and baby showers, and medium sized events. With seating for up to fifty people, Marshland offers fine food at an affordable price with a full bar and expansive buffet or plated dinner
Nantucket, MA  
Capacity: 25
Seaside Inn dating from the late 1800s, situated on a spit of land between the bay & ocean, 8 miles from town.
East Falmouth, MA  
Capacity: 200
Secluded Waterfront property offering 31 rooms situated on over 5 acres of beautifully landscaped grounds. Perfect for weddings, reunions and corporate weekends. Complimentary use of kayaks and pedal boats. 30 ft. Grady White available for charter with licensed Captain. Close to beaches, restaurants
Plymouth, MA  
Pinehills Landowners Association, Inc. Fall Art & Craft Fair – an art & craft show and sale featuring Pinehills residents as well as local artists and crafters showcasing paintings, pottery, hand-crafted jewelry, children’s clothing, handmade soaps, doggie treats, photography, hand-knitted items, a
Onset, MA  
Capacity: 60
The Inn on Onset Bay sits atop the bluffs in the village of Onset on the west end of the Cape Cod Canal. The Inn features 23 guest rooms and a separate cottage, each as varied as the shells on the beach. We pride ourselves on offering quality lodging and spectacular views and we are one of the few
Plymouth, MA  
Capacity: 120
$590 per event
The Cold Spring Chapel is non-denominational and conveniently located in downtown Plymouth, offering the perfect setting, unlike no other on the South Shore. Consider the Cold Spring Chapel for your Christening, Funeral Service, Commitment Ceremony, Vow Renewal or Wedding Ceremony. A very fitting
Edgartown, MA  
Capacity: 50
Bed and Breakfast set in Gothic Revival-style home dating from 1865; country house ambience blends with modern comforts.
Vineyard Haven, MA  
Capacity: 170
The air is clean and crisp, the water is pure and inviting and the beaches that rim the Island are beckoning for your attention. Welcome to your Martha's Vineyard accommodations.
Overlooking South Beach in Edgartown, Winnetu Oceanside Resort is Martha's Vineyard's newest and only beachfront property. The Resort is unique in offering the quintessential Martha’s Vineyard experience - a refreshing and relaxing change of pace from today’s hectic and often stressful business envi