Pittsfield Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

The Wylie Inn and Conference Center at Endicott College

per person

Feb 15 - Feb 19

found 2 hours ago

Roundtrip non-stop flight included

Houston (IAH) to Boston (BOS)

Stay at this 3.5-star beach hotel in Beverly. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lynch Park and Salem Willows Beach are located nearby.

Fairmont Copley Plaza, Boston

Save 100% on your flight

per person

Mar 15 - Mar 17

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Boston (BOS)

Stay at this 4.5-star luxury hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Boston Harbor Hotel

Save 100% on your flight

per person

Mar 15 - Mar 17

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Boston (BOS)

Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions Boston Common and TD Garden are located nearby.

Sea Mist Resort by VRI Americas

per person

Feb 14 - Feb 17

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Boston (BOS)

Stay at this 3-star business-friendly aparthotel in Mashpee. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Mashpee Commons and Old Indian Meetinghouse are located nearby.

Raffles Boston

Save 100% on your flight

per person

Feb 20 - Feb 23

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Boston (BOS)

Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Boston Common and Fenway Park are located nearby.

The Cove At Salem

Save 100% on your flight

per person

Feb 15 - Feb 19

found 2 hours ago

Roundtrip non-stop flight included

Houston (IAH) to Boston (BOS)

Stay at this 3-star hotel in Salem. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Salem Common and Salem Witch Museum are located nearby.

The Beverly

per person

Feb 15 - Feb 19

found 2 hours ago

Roundtrip non-stop flight included

Houston (IAH) to Boston (BOS)

Stay at this 3-star business-friendly hotel in Beverly. Enjoy free WiFi, free parking, and an in-room coffeemaker. Our guests praise the clean rooms in our reviews. Popular attractions Dogs by Design & Cats Too and North Shore Music Theatre are located nearby.

The Inn at Hastings Park, Relais & Chateaux - Boston

per person

Mar 14 - Mar 16

found 16 hours ago

Roundtrip flight included

Houston (IAH) to Boston (BOS)

Stay at this 4-star boutique hotel in Lexington. Enjoy room service, free bicycles on site, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions Lexington Battle Green and Burlington Mall are located nearby.

Pittsfield Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.