The Best Park & Garden Wedding Venues in Pittsfield, MA

The Best Park & Garden Wedding Venues in Pittsfield, MA

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3 Wedding Venues in Pittsfield, MA

Parks, gardens
Quick responder
The Caboose 

5.0

  • Up to 184 guests
  • All-inclusive
  • Indoor & outdoor
  • Starts at $10,000

Welcome to The Caboose, a stunning 3,500-square-foot space steeped in Hudson Valley history, reimagined for an open, modern feel that’s both communal and cosmopolitan. With its soaring beamed ceilings and expansive cathedral windows, The Caboose is truly the best wedding venue in Hudson, NY and the perfect spot to host your next seated event, where guests can enjoy a seasonal farm-to-table menu curated by Executive Chef Nicole LoBue. After dinner, continue the fun with dancing and drinking, or simply step outside to watch the sun set on our lush private garden filled with over 14,000 perennials. Whatever you decide, The Caboose is the space to enjoy all the modern amenities you’ve come to expect from a venue like ours — including killer sound and PA systems and aesthetic finishes like warm woods, cool marbles and stone, and hand-finished metals, all accomplished without sacrificing our commitment to being 100% carbon-neutral — because we love our planet as much as we do our guests.

Why you'll love this venue

  • Both indoor and outdoor options
  • Picturesque garden backdrop
  • Has a fun and festive vibe

Venue considerations

  • Not wheelchair accessible
  • Best for events with big guest lists
  • No on-site guest accommodations
We had a roundabout journey to The Caboose, but I couldn't be happier that it's where we landed for our wedding in September '25. From the jump, we appreciated the gorgeous space, their commitment to doing right by the planet, and the affiliation with Kitty's—some of our favorite food in Hudson. The combination of a beautiful garden and stunning indoor space made us feel like we were safe no matter the weather. Every time we visited, the garden got better. We loved how lush and colorful it was for our day. We enjoyed working with Caitlin, the venue manager. She was creative and flexible and willing to work with us to do a few things a little differently (like have the ceremony in a different spot in the garden). The food was truly incredible—we still have people raving about it! We appreciated that because we were right on the edge seasonally, we were able to choose the summer menu instead of the one for fall, which felt just right for the day's weather and feeling. Because we had our tasting in February, we weren't able to try most of the items we had, but we trusted we were in good hands—and we definitely were. The kitchen team was also incredibly accommodating with our guest's dietary restrictions—everyone felt very cared for, which is what we hoped for the most! We had live music as well as a DJ and everything sounded truly great in the space. The staff working on our day was SO kind and helpful—people made mention of how warm everyone was, too. I saw many a chitchat at the bar, just because they were so lovely! Just a note, too, that while The Caboose was pricey, we were totally amazed by the value and all that they take care of. We looked at dozens of venues—from full-service spots to DIY operations—and kept coming back to the mix of creativity, value, and quality that The Caboose offered. The fact that they take care of the food, drinks, furniture rentals, lighting, sound system, and staff—and all at such a high caliber—unheard of! We truly couldn't have done it without them. Photos by the wonderful Caitlin Cooper www.caitlacoop.com
Kate, 25 days ago
Cottage Farm of the Berkshires 

5.0

Pittsfield, MA
  • Up to 50 guests
  • Raw space
  • Outdoor & indoor
  • Starts at $5,500

Nestled on 12 private acres in the foothills of the Berkshires, our property offers comfort and luxury beyond compare with some of the most breathtaking views for your incredible event. Our venue offers an elegant space with a neutral palette to meet every design aesthetic. Our private Berkshire oasis is the perfect backdrop to create memories that will last a lifetime.

Why you'll love this venue

  • Has an intimate feel for a small guest list
  • Natural elegance with open spaces
  • Rustic charm with elegance

Venue considerations

  • Not wheelchair accessible
  • Couple must handle cleanup and setup
  • Does not allow pets
This was truly the most perfect venue! The owners are lovely! They and their event coordinator, Rebecca, made everything so easy. It was such a perfect, intimate experience and I cannot recommend them enough!!
Mollie S., 2 years ago
Quick responder
The Mount 
Lenox, MA
  • Up to 250 guests
  • Raw space
  • Outdoor & indoor

Exchange vows and mingle with loved ones against the backdrop of The Mount’s colorful, award-winning formal gardens and the elegant interior of Edith Wharton’s historic mansion. Spanning nearly 50 acres, the gracious, spectacular estate is the perfect setting for an unforgettable wedding. For your ceremony location, choose from the exquisite French Flower Garden, inspired by the gardens at Versailles, or the intimate Italian Garden, inspired by renaissance architecture. After your ceremony you can host cocktails on the expansive terrace overlooking The Mount’s meticulously manicured property and the mountains beyond. With a variety of locations available, the estate and gardens can accommodate weddings of varying sizes depending on your needs. We will provide ideas, but encourage you to make creative choices to individualize your reception. [Photos by Michelle Lange]

Why you'll love this venue

  • Offers full flexibility in setup and decor
  • Accommodates more than 200 guests
  • Venue is completely outdoors

Venue considerations

  • Requires outside catering services
  • Best for events with big guest lists
  • On-site parking not available

Location flexible? Discover venues near Pittsfield, MA

About wedding venues in Pittsfield, 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.

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.

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