Pittsfield Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Top Hotel Deals

Winnisquam Lake Inn

Winnisquam Lake Inn

3 out of 5
788 Laconia Rd, Tilton, NH
26.32 km from city center
Stay at this 3-star beach hotel in Tilton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
Best Western Plus Landmark Inn

Best Western Plus Landmark Inn

2.5 out of 5
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 ...
Weirs Beach Motel and Cottages

Weirs Beach Motel and Cottages

2 out of 5
396 Lakeside Ave, Laconia, NH
35.7 km from city center
Stay at this motel in Laconia. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions Bank ...
Comfort Inn Concord

Comfort Inn Concord

2.5 out of 5
71 Hall St, Concord, NH
20.79 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 Centennial

The Centennial

4 out of 5
96 Pleasant St, Concord, NH
21.25 km from city center
Stay at this 4-star business-friendly hotel in Concord. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...
Tilton Lodge Inn and Suites

Tilton Lodge Inn and Suites

2.5 out of 5
650 laconia Rd, Tilton, NH
26.26 km from city center
Book a stay at this business-friendly motel in Tilton. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Lochmere Golf & Country Club and ...
Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Dover

2 out of 5
31 Webb Pl, Dover, NH
36.49 km from city center
Book a stay at this business-friendly hotel in Dover. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Steele Hill Resorts

Steele Hill Resorts

3 out of 5
516 Steele Hill Road, Sanbornton, NH
33.99 km from city center
Stay at this 3-star spa hotel in Sanbornton. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the property condition ...
TownePlace Suites by Marriott Gilford

TownePlace Suites by Marriott Gilford

3 out of 5
14 Sawmill Road, Gilford, NH
26.8 km from city center
Stay at this 3-star spa hotel in Gilford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford

2.5 out of 5
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 breakfast and the helpful ...
The Naswa Resort

The Naswa Resort

3 out of 5
1086 Weirs Blvd, Laconia, NH
34.25 km from city center
Stay at this 3-star beach resort in Laconia. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
Hampton Inn by Hilton Concord/Bow

Hampton Inn by Hilton Concord/Bow

2.5 out of 5
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 ...
Holiday Inn Express Hotel & Suites Tilton - Lakes Region by IHG

Holiday Inn Express Hotel & Suites Tilton - Lakes Region by IHG

2.5 out of 5
75 Tilton Road, NH Route 140, Tilton, NH
25.28 km from city center
Book a stay at this business-friendly hotel in Tilton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Tru by Hilton Concord

Tru by Hilton Concord

2.5 out of 5
South Main Street, 406, Concord, NH
21.97 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 ...
Fairfield Inn & Suites by Marriott Hooksett

Fairfield Inn & Suites by Marriott Hooksett

2.5 out of 5
8 Bell Ave, Hooksett, NH
32.14 km from city center
Book a stay at this business-friendly hotel in Hooksett. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Don't see what you're looking for?
See all available properties in Pittsfield
View all properties
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.

JetBlue Airways
Tue, Sep 23 - Tue, Sep 30
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$113 Roundtrip, found 1 day ago
$113
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Sep 23 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Sep 30, priced at $113 found 1 day ago
American Airlines
Mon, Aug 18 - Tue, Aug 19
TPA
Tampa Intl.
MHT
Manchester-Boston Regional
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Aug 18 from Tampa Intl. to Manchester-Boston Regional, returning Tue, Aug 19, priced at $179 found 1 day ago
Breeze Airways
Wed, Dec 17 - Thu, Dec 25
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$270 Roundtrip, found 22 hours ago
$270
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Wed, Dec 17 from Orlando Intl. to Portsmouth Intl., returning Thu, Dec 25, priced at $270 found 22 hours ago
United
Sat, Oct 11 - Tue, Oct 21
TPA
Tampa Intl.
MHT
Manchester-Boston Regional
$383 Roundtrip, found 1 day ago
$383
Roundtrip
found 1 day ago
Select United flight, departing Sat, Oct 11 from Tampa Intl. to Manchester-Boston Regional, returning Tue, Oct 21, priced at $383 found 1 day ago