Deals on vacations and trips to Pittsfield
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Pittsfield flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
per person
Jul 5 - Jul 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.
Boston Harbor Hotel
North End
per person
Aug 5 - Aug 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.
Studio Allston Hotel
Brighton
Save 100% on your flight
per person
Aug 5 - Aug 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 3 conference rooms, free WiFi in public areas, and laundry service. Enjoy the free continental breakfast each morning.
The Whitney Hotel
Beacon Hill
Save 100% on your flight
per person
Aug 5 - Aug 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a garden, and a lobby fireplace are also offered.
InterContinental Boston by IHG
Downtown Boston
Save 100% on your flight
per person
Aug 5 - Aug 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and laundry facilities.
Top Pittsfield hotels deals
Best Western Plus Landmark Inn
480 Main Street, Laconia, NH
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $128 total per night
$128 total
Jun 2 - Jun 3
Total includes taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Comfort Inn Concord
71 Hall St, Concord, NH
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $119 total per night
$119 total
Jun 9 - Jun 10
Total includes taxes and fees
This hotel features an indoor pool and a hot tub. Business travelers can take advantage of the free WiFi in public areas. Enjoy the sauna and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Steele Hill Resorts
516 Steele Hill Road, Sanbornton, NH
$189 nightly
The price is $205 total per night
$205 total
Jun 1 - Jun 2
Total includes taxes and fees
A golf course, a full-service spa, and 2 indoor pools are all featured at this hotel. Bring the family and enjoy the children's pool, waterslide, and playground. Enjoy the 2 outdoor tennis courts and perks like free self parking and free WiFi.
Pool
Hot Tub
Winnisquam Lake Inn
788 Laconia Rd, Tilton, NH
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $129 total per night
$129 total
Jun 1 - Jun 2
Total includes taxes and fees
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a library, and a picnic area are also on offer.
On private beach
Breakfast included
TownePlace Suites by Marriott Gilford
14 Sawmill Road, Gilford, NH
Free Cancellation
Reserve now, pay when you stay
$140 nightly
The price is $152 total per night
$152 total
Jun 4 - Jun 5
Total includes taxes and fees
A full-service spa and an indoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like continental breakfast and free self parking.
Pool
Breakfast included
The Naswa Resort
1086 Weirs Blvd, Laconia, NH
$159 nightly
The price is $173 total per night
$173 total
Jun 1 - Jun 2
Total includes taxes and fees
This smoke-free resort features a private beach and 2 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
On private beach
Parking included
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.
Popular places to visit
Harold Conrad Square
After visiting Harold Conrad Square, make a plan to see the other sights and activities in Pittsfield.
Drake Field
After visiting Drake Field, make a plan to see the other sights and activities in Pittsfield.
Josiah Carpenter Library
Josiah Carpenter Library is just one of the places to see in Pittsfield, so why not enjoy the other things to explore during your travels?
Photos of local treasures
Browse Pittsfield vacation photos for more inspiration