Pittsfield Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Pittsfield Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Lakeside Inn
Price was $745, price is now $543 per person
$543
per person
Aug 6 - Aug 11
found 18 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attraction MarketStreet Lynnfield is located nearby.
The Godfrey Hotel Boston
Downtown Boston
Save 100% on your flight
Price was $1,455, price is now $997 per person
$997
per person
Aug 6 - Aug 11
found 18 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Boston Common and New England Aquarium are located nearby.
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Save 100% on your flight
Price was $4,164, price is now $2,928 per person
$2,928
per person
Sep 1 - Sep 5
found 10 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Boston (BOS)
Book a stay at this beach guesthouse in East Wareham. Enjoy free WiFi, a private beach, and free bicycles on site. Popular attractions Onset Bay Center - Buzzards Bay Coalition and Onset Beach are located nearby.
Club Quarters Hotel Faneuil Hall, Boston
Downtown Boston
Save 100% on your flight
Price was $1,194, price is now $840 per person
$840
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Boston Common and New England Aquarium are located nearby.
Eurostars The Boxer
West End
Save 100% on your flight
Price was $1,435, price is now $1,011 per person
$1,011
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Boston Common are located nearby.
Hotel AKA Back Bay
Back Bay
Save 100% on your flight
Price was $1,425, price is now $1,018 per person
$1,018
per person
Aug 6 - Aug 11
just found
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Top Hotel Deals
Best Western Plus Landmark Inn
480 Main Street Laconia NH
27.1 km from city center
Book a stay at this business-friendly hotel in Laconia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Comfort Inn Concord South End
71 Hall St Concord NH
20.77 km from city center
Book a stay at this business-friendly hotel in Concord. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
The Naswa Resort
1086 Weirs Blvd Laconia NH
34.25 km from city center
Book a stay at this beach resort in Laconia. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
The Lake Estate on Winnisquam
725 Laconia Road Tilton NH
25.99 km from city center
Book a stay at this luxury hotel in Tilton. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Lochmere Golf & Country Club and Tanger Outlets ...
Winnisquam Lake Inn
788 Laconia Rd Tilton NH
26.32 km from city center
Stay at this hotel in Tilton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
76 Mountain Rd Epsom NH
10.99 km from city center
Stay at this cabin in Epsom. Enjoy free parking, patios, and climate control. Popular attractions James Park and Epsom Public Library are located nearby.
Steele Hill Resorts
516 Steele Hill Road Sanbornton NH
34.01 km from city center
Book a stay at this spa hotel in Sanbornton. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff in our reviews. Popular attractions ...
Best Western Concord Inn & Suites
97 Hall St Concord NH
20.88 km from city center
Stay at this hotel in Concord. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Hampton Inn by Hilton Concord/Bow
515 South St Bow NH
22.7 km from city center
Book a stay at this business-friendly hotel in Bow. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and ...
Fireside Inn & Suites Gilford
17 Harris Shore Road Gilford NH
30.95 km from city center
Book a stay at this business-friendly hotel in Gilford. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
Homewood Suites by Hilton Dover
21 Members Way Dover NH
35.7 km from city center
Stay at this hotel in Dover. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Dover ...
The Wolfeboro Inn
90 N Main St Wolfeboro NH
32.37 km from city center
Book a stay at this beach hotel in Wolfeboro. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular ...
DoubleTree by Hilton Downtown Concord
172 N Main St Concord NH
20.26 km from city center
Book a stay at this business-friendly hotel in Concord. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
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 Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Sep 5 - Thu, Sep 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$154 Roundtrip, found 1 day ago
$154
Roundtrip
found 1 day ago
Tue, Aug 11 - Wed, Aug 12
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$193 Roundtrip, found 18 hours ago
$193
Roundtrip
found 18 hours ago
Wed, Aug 12 - Wed, Sep 2
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$247 Roundtrip, just found
$247
Roundtrip
just found
Wed, Aug 12 - Wed, Sep 2
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$305 Roundtrip, just found
$305
Roundtrip
just found