Deals on vacations and trips to Pittsfield

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Holiday Inn Boston - Cambridge Area, an IHG Hotel

Holiday Inn Boston - Cambridge Area, an IHG Hotel

3 out of 5
Inner Belt
per person
Feb 28 - Mar 5
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 7 conference rooms, free WiFi in public areas, and laundry service. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
per person
Apr 1 - Apr 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a rooftop terrace on site, and laundry facilities and concierge services are also offered.
935 Ocean A Beachside Inn

935 Ocean A Beachside Inn

4 out of 5
Save 100% on your flight
per person
Apr 1 - Apr 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this inn. WiFi in public areas is free. A garden, a picnic area, and express check-in are also on offer.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
per person
Mar 17 - Mar 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
per person
Apr 19 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's a 24-hour gym on site, and a 24-hour front desk and a coffee shop are also provided.

Top Pittsfield hotels deals

Steele Hill Resorts

Steele Hill Resorts

3 out of 5
516 Steele Hill Road, Sanbornton, NH
The price is $201 per night
$201
includes taxes & fees
$185 per night
Jan 23 - Jan 24
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
Comfort Inn Concord

Comfort Inn Concord

2.5 out of 5
71 Hall St, Concord, NH
Free Cancellation
Reserve now, pay when you stay
The price is $119 per night
$119
includes taxes & fees
$110 per night
Jan 29 - Jan 30
This hotel features an indoor pool and a spa 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
Hampton Inn by Hilton Concord/Bow

Hampton Inn by Hilton Concord/Bow

2.5 out of 5
515 South St, Bow, NH
Free Cancellation
Reserve now, pay when you stay
The price is $114 per night
$114
includes taxes & fees
$105 per night
Feb 9 - Feb 10
This hotel features an indoor pool and a 24-hour 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
Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford

2.5 out of 5
17 Harris Shore Road, Gilford, NH
Free Cancellation
Reserve now, pay when you stay
The price is $155 per night
$155
includes taxes & fees
$143 per night
Feb 2 - Feb 3
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free internet in public areas. Enjoy the seasonal outdoor pool and free perks like on-the-go breakfast and free self parking.
Pool
Hot Tub
The Centennial

The Centennial

4 out of 5
96 Pleasant St, Concord, NH
Free Cancellation
Reserve now, pay when you stay
The price is $144 per night
$144
includes taxes & fees
$133 per night
Feb 7 - Feb 8
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 4 conference rooms, free WiFi in public areas, and express check-out. Guests will appreciate freebies like continental breakfast and free self parking.
Breakfast included
Pet friendly
Best Western Plus Landmark Inn

Best Western Plus Landmark Inn

2.5 out of 5
480 Main Street, Laconia, NH
Free Cancellation
Reserve now, pay when you stay
The price is $115 per night
$115
includes taxes & fees
$106 per night
Jan 26 - Jan 27
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
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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.

Frequently asked questions

How much are vacation packages to Pittsfield?
With Travelocity vacation packages, you could live it up in Pittsfield from just $449. Activities, flights and hotels — we’ve got you. You’ll save loads just for bundling together your bookings. And with everything taken care of before you go, you can sit back, relax and enjoy the adventure.
Where can I get the best vacation package deals for Pittsfield?
You can lock in awesome Pittsfield package deals with Travelocity. Select from as many as 400 air carriers and 1,000,000 worldwide properties and turn those travel fantasies into reality.
Why should I book my Pittsfield vacation package with Travelocity?
The three S’s — savings, support and a stress-free booking — are just the tip of the iceberg. Enjoy a fulfilling travel experience knowing you can rely on our expert team of customer support professionals 24/7. With the Travelocity Price Match Guarantee, you know you’ll always get the best deal available.
Will I save money on my Pittsfield car rental if I bundle it with a hotel or flight?
Combining your car, hotel and flight into a Pittsfield vacation package is a great way to land the best prices. Plus, having your own wheels gives you absolute freedom to make your way to all the landmarks you can’t wait to see. Situated 65 mi from Pittsfield, Fenway Park is one place that should be on your must-do list. Fill up the tank and make a day trip of it.
Which airport is best for Pittsfield?
Portland Intl. Jetport Airport (PWM) is one of the most popular airports in Pittsfield. It’s situated 55 mi northeast of the bustling downtown area. Your other choices are Manchester-Boston Regional Airport (MHT) (25 mi away from central Pittsfield) and Lebanon Municipal Airport (LEB) (55 mi away from central Pittsfield).
Where should I stay when visiting Pittsfield?
The Vasha is a cozy pet-friendly lake house for relaxing in a secluded location. is the first choice of many travelers. Book now to avoid missing out.

Photos of local treasures

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