Search Wedding Hotels in Pittsfield

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Pittsfield Wedding Hotels

This weekend
Next weekend

Top Pittsfield Wedding Hotels

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (885)
"Our stay was very pleasant "
The price is 2.720.745 ₫
3.039.072 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (511)
"Great hotel, staff and restaurant!"
The price is 5.590.735 ₫
6.244.851 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Williams Inn

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1001)
"great place have stayed several times, and hope to return."
The price is 4.490.550 ₫
6.196.166 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Red Lion Inn

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (52)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
The price is 6.928.655 ₫
7.323.588 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Harbour House Inn

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (161)
"Inn was gorgeous and staff exceptional!"
Brook Farm Inn

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (547)
"Staff was so friendly and helpful. The room was small and comfortable and the grounds were well kept. "
The price is 3.645.428 ₫
4.071.942 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Constance by the Lenox Collection

The Dewey

3.5 star property
8.8 out of 10, Excellent, (325)
"Great spot. Lots of history. "
The price is 5.150.925 ₫
5.753.715 ₫ total
includes taxes & fees
28 Oct - 29 Oct
The Dewey

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (493)
"This family owned Inn is absolutely charming and the owners are so nice! I will definitely stay here again when I visit the Berkshires."
The price is 3.765.722 ₫
4.206.324 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Whistler's Inn Bed & Breakfast

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is 8.174.650 ₫
9.889.195 ₫ total
includes taxes & fees
20 Oct - 21 Oct
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

1896 House Country Inn & Motels

2.5 star property
6.6 out of 10, (445)
"Interesting cosy room, lovely seats on verandah, easy walk across bridge to Inn, easy tea and coffee maker."
1896 House Country Inn & Motels
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Pittsfield Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia