
Pittsfield Holidays from AU$3,122
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The Latest Pittsfield Holiday Deals
Price found within the past 48 hours. Click for updated prices.

The Beverly
Price was AU$3,604, price is now AU$3,122 per person
AU$3,122
per person
27 Dec - 2 Jan
found 16 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
8.4/10 Very Good! (343 reviews)
Clean room Easy check in. Walkable to Salem Nice hotel overall. Will definitely stay again
Reviewed on 3 Oct 2025

Raffles Boston
Back Bay
Price was AU$5,908, price is now AU$4,422 per person
AU$4,422
per person
27 Dec - 2 Jan
found 19 hours ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.8/10 Exceptional! (160 reviews)
Best hotel in Boston without question! The staff are exceptional, very friendly and attentive. The masseuses at the spa, especially (I believe her name was) Paula are very skilled and helpful with sore muscles and joints after traveling. La Padrona, Amar, and The Long Bar all have delicious food. I will definitely be back!
Reviewed on 15 Sept 2025

Boston Harbor Hotel
North End
Price was AU$5,527, price is now AU$4,572 per person
AU$4,572
per person
27 Dec - 2 Jan
found 19 hours ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Easy access to mass transit and to all the downtown areas of interest.
Reviewed on 4 Oct 2025

Lakeside Inn
Price was AU$3,895, price is now AU$3,232 per person
AU$3,232
per person
27 Dec - 2 Jan
found 16 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
7.4/10 Good! (2,176 reviews)
My only complaint is my bathroom door would not latch and you have to use you entire body to open the door to enter.
Reviewed on 4 Oct 2025

The Wylie Inn and Conference Center at Endicott College
Price was AU$3,748, price is now AU$3,163 per person
AU$3,163
per person
27 Dec - 2 Jan
found 16 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
9.2/10 Wonderful! (1,092 reviews)
Clean room. Easy walk to Endicott College.
Reviewed on 3 Oct 2025
Pittsfield Holiday
Pittsfield Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | Manchester-Boston Regional Airport (MHT) |
Population | 1,600 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Alton Town Beach, New Hampshire International Speedway and Bow Lake |
Our pick of the best Pittsfield Hotel Deals

Winnisquam Lake Inn
788 Laconia Rd, Tilton, NH
Fully refundableReserve now, pay when you stay
The price is AU$123 per night from 23 Oct to 24 Oct
AU$123
23 Oct - 24 Oct
includes taxes & fees
6.6/10 (761 reviews)
"I had a very small room. It’s was clean but didn’t have the lake view but didn’t expect one for the price. The price was very reasonable as I didn’t have much money to spend on a room so it worked just fine for me. I’m sure I will look at staying again once the weather gets cold. I hope you will ..."
Reviewed on 26 Sept 2025

The Centennial
96 Pleasant St, Concord, NH
Fully refundableReserve now, pay when you stay
The price is AU$348 per night from 25 Oct to 26 Oct
AU$348
25 Oct - 26 Oct
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Loved Concord and it’s fine buildings"
Reviewed on 3 Oct 2025

Hampton Inn by Hilton Concord/Bow
515 South St, Bow, NH
Fully refundableReserve now, pay when you stay
The price is AU$138 per night from 2 Nov to 3 Nov
AU$138
2 Nov - 3 Nov
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
"The hotel is nice and convenient to get to. The room is clean and spacy. Staff are friendly and helpful. Just one minor thing - the air conditioner in the room is noisy. It is a bit annoying at night when everywhere is so quiet that the conditioner noise tends to be more irritating."
Reviewed on 4 Oct 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.