The Best Retreat Wedding Venues in Winter Hill, MA

The Best Retreat Wedding Venues in Winter Hill, MA

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7 Wedding Venues in Winter Hill, MA

Lodges, retreats
100-150 guests
GemHidden gem
The Colonnade Hotel 

3.0

Boston, MA
  • Up to 250 guests
  • All-inclusive
  • Indoor
  • Starts at $5,000

The most memorable Boston weddings occur at The Colonnade. From intimate ceremonies to grand ballroom affairs, we’re a leading choice among Boston wedding venues. Nestled in the heart of Back Bay Boston, The Colonnade offers an inspired destination among wedding venues in Boston. Offering luxurious facilities and impeccable service, our hotel aims at delivering unforgettable celebrations so that you can enjoy the wedding your dreams are made of. Sleek, modern and elegant, our Boston venues offer a spacious and flexible arrangement for you and your guests to enjoy our flavorful full-service catering and enjoy a special first dance. When you plan weddings at The Colonnade, you’ll discover an idyllic reception site that is marked by the highest level of personal service and fine cuisine.

Why you'll love this venue

  • Multiple event spaces
  • Versatile for various event styles
  • Provides a dedicated team on-site

Venue considerations

  • Large venue, not ideal for small guest lists
  • Not wheelchair accessible
  • Not for you if you are drawn to more unconventional venues
Our wedding reception at The Colonnade was perfect!! The coordinator, Geena, is wonderful and made sure our reception ran smoothly. Chef Nick and his team are excellent. The food was incredible!! We highly recommend The Colonnade for anyone looking to get married in Boston!
Emma A., a year ago
Quick responder
Grove at Briar Barn Inn 

5.0

Rowley, MA
  • Up to 100 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $16,000

Grove at Briar Barn Inn is a distinctive farmhouse experience, a bridge to an imagined past, where the pastoral beauty and serenity of old New England lives in harmony with the best the modern world has to offer. Briar Barn Inn is designed to stir imaginations and inspire conversations. Our experienced team is here to help you craft the perfect occasion, down to the smallest detail. The rustic charm of our custom post-and-beam barn venue, Grove at Briar Barn Inn creates the picture-perfect backdrop for a memorable wedding in any season. Ideally suited for weddings of 80 to 100 guests, Grove at Briar Barn Inn includes the planning services of our dedicated team, all equipment, and our renowned catering as part of your wedding package.

Why you'll love this venue

  • All-inclusive venue packages
  • Offers full-service amenities
  • Provides event staff

Venue considerations

  • Not for you if you're looking for a sleek and contemporary space
  • Does not allow pets
  • No in-house lighting and sound packages available
Awarded Best of Zola
We cannot say enough about this place! The food was delicious and the cookies were to die for. The inn staff especially BillySue was so welcoming and kind to us. Our coordinator Julia made the day so smooth and took care of everything so that we could focus on being present on our special day. I wish we could relive this weekend over and over! Would definitely recommend to any couple that wants a barn aesthetic for their wedding. Everything was so special, well made, and unique. Thank you so much to everyone at Briar Barn for an amazing wedding. This place will always have a special place in our heart.
Kayla F., 9 months ago
Quick responder
782Wrentham 

5.0

Wrentham, MA
  • Up to 100 guests
  • Select services
  • Outdoor

Not your ordinary venue! Exclusive private venue with lawn, patio, pool, fire pits & wooden venue all yours to enjoy. We offer catering options to fit every budget. Onsite accommodations for bridal party and honeymoon suite. We offer you choices not restrictions.

Why you'll love this venue

  • Feels like a getaway
  • Venue is completely outdoors
  • Provides a dedicated team on-site

Venue considerations

  • Not wheelchair accessible
  • Does not have a dance floor
  • Not for you if you prefer a more modern aesthetic
782Wrentham was the perfect setting for our belated wedding reception. We had time to decorate and add personal touches on the morning of the event. My makeup artist (Gyna Paine) traveled to me and used the rental space as my bridal suite. The venue was spacious and comfortable, with plenty of seating and parking for 100 guests. For dinner, we all were seated under a large, well-lit tent. The vendors we hired (DJ/photo booth, dance floor, bar service, and catering) made for a unique event that wow-ed our family and friends. We’ll remember August 24th, 2024 forever.
Julia B., 8 months ago
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The Westbrook Inn 

5.0

Derry, NH
  • Up to 200 guests
  • All-inclusive
  • Indoor & outdoor

The Westbrook Inn is an historic, year-round blank canvas venue for the ultimate wedding weekend. Westbrook is conveniently located in the heart of New England only 40 minutes north of Boston. Set on an historic 1719 farm, Westbrook blends New England charm with modern elegance and every detail has been carefully crafted to elevate your wedding experience. This dream venue harnesses a signature style that is timeless. Each feature of Westbrook is custom designed to offer the essential elements of memorable entertainment and make your experience seamless. Westbrook’s blank canvas approach offers couples the rare flexibility to hand-pick vendors and bring to life their dream wedding. Luxury overnight accommodations ensure a tranquil getaway for family and friends. Partners in vision, life, and business. Westbrook is owned by the Siragusa family. The Siragusas' commitment to organic beauty and family tradition makes this one of New England’s most desired wedding venues.

Why you'll love this venue

  • Allows pets
  • Provides lighting and sound
  • Has a dance floor to dance the night away

Venue considerations

  • On-site parking not available
  • Not wheelchair accessible
  • Requires outside catering services
I couldn’t be more grateful to Marc, their staff and the entire Siragusa family for helping to create the most magical night of our lives. Marc was the best person I could ever hope to work with to create the wedding of my dreams. He was very responsive, professional, friendly and made the planning process a breeze! He coordinated with all of the vendors, made sure everyone understood the timeline and took care of all of the little details to ensure everything went smoothly. Him and his staff exceeded my expectations in creating the vision I had for our big day - it was absolutely stunning! My vision was a rustic & elegant style wedding - and they blew that out of the water, I received so many compliments on how beautifully everything was set up for our wedding! The staff were also extremely friendly and on the ball with everything, I am beyond impressed with the Westbrook Inn and their staff. The value that you get with the tent, bar, staff, chairs/tables, set up/break down, coordination and so much more is extremely rare to find around here. They recently hosted a micro wedding reception for my brother and also did a fantastic job. Needless to say, I will continue to use The Westbrook Inn for all our future special events - 10/10 would recommend!
Elizabeth R., 2 months ago
Ashworth By The Sea 

5.0

Hampton, NH
  • Up to 200 guests
  • All-inclusive
  • Indoor

The Ashworth by the Sea Hotel sits just steps from the ocean and offers full service accommodations and services. Our beautiful banquet space offers over 4,600 square feet of flexible space. We offer off-season packages and intimate wedding packages to suit almost any budget.

Why you'll love this venue

  • Feels like a getaway
  • All-inclusive venue packages
  • Dressing room available

Venue considerations

  • No in-house lighting and sound packages available
  • Not for you if you are drawn to more unconventional venues
  • Large venue, not ideal for small guest lists
The ballroom was beautiful and our event went off without a hitch. Erica was amazing to work with throughout the planning process. I would highly recommend the Ashworth for your event!
Cassie M., a year ago
The Colonial Hotel 

4.7

Gardner, MA
  • Up to 350 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $6,000

The Colonial Hotel, is one of Central Massachusetts’ most romantic hotels & wedding venues. This 112 room hotel, idealizes New England charm & quintessential hospitality. Known for their expertise in event planning, this property hosts around 100 weddings and corporate events a year. This casual venue attracts guests from Massachusetts & Southern New Hampshire on wedding weekends, and business travelers from Tyco International throughout the week. With a restaurant and catering service onsite, The Colonial Hotel provides unparalleled service & event expertise for their guests. The Colonial Grille, offers a variety of functionality from rehearsal dinners to birthday parties and everything in between. The restaurant provides a local draw from the Gardner, MA area and contributes to the property’s off-season push throughout the months of January – March.

Why you'll love this venue

  • Provides setup and cleanup
  • Multiple event spaces
  • Space for a large guest list

Venue considerations

  • Not for you if you are looking for something nontraditional
  • Large venue, not ideal for small guest lists
The Colonial Hotel was so incredibly amazing I don’t think I’ll have the right words to describe it. The coordinating team was so thoughtful, helpful, accommodating, kind .. Mary went above and beyond to answer all of my questions and make sure our day was beyond perfect. Anya and Kayleigh supported us beyond perfectly throughout the wedding day and get us where we needed to be without taking away from any of the fun we were having. The food was incredible and everyone made sure my allergies could be accommodated. The ease of having every part of our wedding in one place was exactly what we were looking for. Not to mention it’s just beautiful. Us and our families had the weekend of our lives. The Colonial Hotel is the best place to get married.
Bridget M., a year ago
Scituate Oceanside Rentals 
Scituate, MA
  • Up to 200 guests
  • Raw space
  • Indoor

Host your wedding, family reunion or company outing for up to 60 guests in our lavish oceanfront properties for less than hotel costs with spectacular ocean views just steps to the ocean. Enjoy a stress-free vacation by renting one or more of our houses today! Four Amazing Sand Hills Beach Properties for Rent If you are fantasizing about having a wedding by the ocean or hosting a glorious beach family reunion, Scituate Oceanside Rentals can make it happen. We rent fully furnished upscale houses along the coast of Scituate, MA to vacationers, companies, and anyone in need of a spectacular venue.

Why you'll love this venue

  • Raw space for complete customization
  • Multiple event spaces
  • Pets can join the celebration

Venue considerations

  • Not wheelchair accessible
  • Does not have a dance floor
  • No on-site guest accommodations

Location flexible? Discover venues near Winter Hill, MA

About wedding venues in Winter Hill, MA

Massachusetts offers an unparalleled backdrop for your wedding day with historic mansions in Boston's Beacon Hill, lighthouse-dotted shores of Cape Cod and rustic barns nestled in Western Massachusetts' Berkshire mountains. The state's rich colonial heritage gives you venues in buildings dating back to the 1700s while modern spaces showcase innovative architecture and contemporary design that can make your celebration truly unique.

What Makes Massachusetts Wedding Venues So Special?

The Bay State combines distinct regional characteristics to create unique ceremony experiences for your special day. In Boston and Greater Boston you'll find historic landmarks like Boston Public Library where you can exchange vows in elegant reading rooms then celebrate with receptions offering harbor views at the Boston Harbor Hotel. Cape Cod, Martha's Vineyard and Nantucket feature oceanfront estates like Wychmere Beach Club with direct beach access and sunset ceremony opportunities that create magical memories. Western Massachusetts offers converted tobacco barns featuring original beam architecture and mountain backdrop photography locations perfect for couples seeking rustic charm.

How Much Do Massachusetts Wedding Venues Cost?

Massachusetts wedding venues average $9,954 which typically represents about 17% of your total budget compared to the national range of $6,500-$12,000. Prices vary significantly by region; Boston and North Shore venues command premium prices while Western Massachusetts and South Shore offer more affordable options that might better fit your budget.

For a Massachusetts wedding expect total costs around $26,015 for 50 guests, $43,197 for 100 guests, $59,346 for 150 guests, $73,773 for 200 guests, $88,200 for 250 guests and $102,626 for 300 guests. Planning ahead helps you accommodate these costs in your overall wedding budget.

Which Massachusetts Venues Are Fully Accessible?

The Commons 1854 in Topsfield stands out with accessible parking ramps and a chairlift for wheelchair users accommodating up to 200 guests comfortably. Kimpton Marlowe Hotel in Cambridge offers stunning Boston skyline views while Renaissance in Haverhill provides a scenic golf course setting for your celebration. Always contact venues directly to confirm specific accessibility features that meet your needs and those of your guests.

What Budget Items Should You Consider for Your Massachusetts Wedding?

ServiceAverage Cost% of Budget (150 guests)
Florists$8,17714%
Venue$9,95417%
Bar Services$6,37111%
Catering$7,96313%
Photographers$4,9848%

When Should You Book Your Massachusetts Venue?

Massachusetts couples typically book venues 15 months before their wedding date with September bookings requiring even earlier commitment due to popularity. Boston venues frequently book earlier for prime Saturday dates while Sunday or Friday weddings offer more immediate availability if you're planning on a shorter timeline. Reaching out to venues early gives you the best chance to secure your preferred date.

Where Can You Find Outstanding Food in Massachusetts Wedding Venues?

Hampshire House in Boston offers exceptional well-plated cuisine with stunning views of Boston Public Gardens perfect for intimate weddings up to 75 guests who appreciate fine dining. The Barn at Gibbet Hill in Groton serves outstanding creatively crafted dishes with delectable hors d'oeuvres and mouthwatering main courses in a rustic yet magical setting your guests will rave about. Avenir in Walpole provides in-house catering with personalized service in an elegant ballroom setting that creates a memorable experience.

Book your tastings early and ask about seasonal menu options to experience Massachusetts' renowned culinary scene on your special day and create a menu that perfectly complements your celebration.

What types of wedding venues are in Winter Hill, MA?

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