Pittsfield Holidays

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Pittsfield Holidays

From flight tickets to accommodation and every fantastic adventure in between, ebookers can make your ultimate Pittsfield break a reality.

You'd like your dinner served hot on a rooftop garden? Too easy. With over 500 airline partners and more than 500,000 worldwide properties to look through, the world is yours for the taking.

Looking for some peace of mind? Book a Flight + Hotel package through ebookers, and if you happen to spot a better deal elsewhere within 48 hours pre check in, we'll meet it and refund the difference. That's our Price Guarantee.

Whether you're seeking a sleepless city or the stillness of a coastal escape, we can help you satisfy your wanderlust. Terms and Conditions apply.

More Pittsfield hotels

Killington area home - 4-seasons & hot tub. Sleeps 13+

Killington area home - 4-seasons & hot tub. Sleeps 13+

1.53 km from city centre
During your stay at this holiday home, you're just a quick walk from Green Mountain National Forest. Features include 1 hot tub, laundry facilities and an arcade/games room. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.
Hot tub
Kitchen
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St, Rutland, VT
The price is €112 per night
€112
includes taxes & fees
21 Apr - 22 Apr
23.23 km from city centre
Our customers tell us that they enjoy the free breakfast at Comfort Inn Rutland - Killington. During your stay, you're just a quick walk from Vermont State Fairgrounds. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool.
Pool
Hot tub
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is €327 per night
€327
includes taxes & fees
20 Apr - 21 Apr
28.87 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Woodstock Inn & Resort. During your stay, you're just a quick walk from Red Wagon Toy Company. Enjoy features like free WiFi in public areas and free valet parking, plus 4 restaurants. This property offers pet-friendly amenities, such as food and water bowls.
Pool
Hot tub
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd, Killington, VT
The price is €126 per night
€126
includes taxes & fees
23 Apr - 24 Apr
15.28 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Killington Mountain Lodge, Tapestry Collection by Hilton. During your stay, you're just a quick walk from Killington Resort. Features include free WiFi in public areas and a free ski shuttle, plus a 24-hour gym.
Hot tub
Pet-friendly
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd, Killington, VT
The price is €182 per night
€182
includes taxes & fees
28 Apr - 29 Apr
15.82 km from city centre
The free breakfast at The Mountain Inn at Killington gets high marks from our customers. During your stay, you're just a quick walk from Killington Resort. Free WiFi in public areas, free self-parking and a free ski shuttle are available.
Pool
Breakfast included
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
78 Weathervane Dr, Killington, VT
The price is €113 per night
€113
includes taxes & fees
20 Apr - 21 Apr
12.99 km from city centre
Our customers tell us that they can't get enough of the pool at North Star Lodge and Resort. During your stay, you'll be within walking distance of Killington Resort. Enjoy features like free WiFi in public areas and free self-parking, plus an outdoor pool.
Pool
Parking 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.

Other holiday destinations

^Savings based on all package bookings with Flight + Hotel made on ebookers.ie from as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.