Search Hotels with Restaurant in Pittsfield

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Check availability on Pittsfield Hotels with Restaurant

Tonight
3 Dec - 4 Dec
Tomorrow
4 Dec - 5 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Pittsfield Hotels with Restaurant

Front of property
The Jackson

The Jackson

4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (256)
"Very cute inn, the restaurant was a plus. Had a great dinner there and def will come back. "
United States
Jaunita
The Jackson
Room 22 | Free WiFi, bed sheets
Kedron Valley Inn

Kedron Valley Inn

3.5 star property
South Woodstock
9.0 out of 10, Wonderful, (326)
"Nice place to stay. Would stay there again & recommend it to friends and family "
United States
Deborah
The price is 5.802.500 ₫
6.382.750 ₫ total
includes taxes & fees
4 Dec - 5 Dec
Kedron Valley Inn
The Jewel | Living area | TV
The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

3.5 star property
Chittenden
9.0 out of 10, Wonderful, (95)
"Absolutely wonderful! The hotel and staff were great. We deeply appreciated the upgrade! No one wanted to leave. "
United States
Wendy
The price is 8.569.925 ₫
9.341.219 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
The Mountain Top Inn & Resort
Terrace/patio
On The River Inn

On The River Inn

4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1009)
"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."
United States
Ross
The price is 6.250.875 ₫
7.843.134 ₫ total
includes taxes & fees
5 Dec - 6 Dec
On The River Inn
Lake view
Mountain Meadows Lodge

Mountain Meadows Lodge

3.5 star property
Killington
9.4 out of 10, Exceptional, (178)
"All round fantastic place to stay "
United Kingdom
Stephen
The price is 4.322.863 ₫
5.414.524 ₫ total
includes taxes & fees
4 Dec - 5 Dec
Mountain Meadows Lodge
Lobby
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 star property
Woodstock
9.2 out of 10, Wonderful, (552)
"Highly recommend stay here"
United States
Margie
The price is 8.939.091 ₫
10.993.237 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Woodstock Inn & Resort
Exterior
Inn at Neshobe River

Inn at Neshobe River

3.0 star property
Brandon
9.4 out of 10, Exceptional, (16)
"Great little BAnd B just outside town. Shares property with a brewery and also offers a small food menu for dinner Fantastic view of the golf course 5 th hole Great hospitality and crazy good breakfast "
United States
Keith
The price is 4.984.875 ₫
5.483.363 ₫ total
includes taxes & fees
5 Dec - 6 Dec
Inn at Neshobe River
Outdoor pool
Echo Lake Inn

Echo Lake Inn

2.5 star property
Plymouth
8.6 out of 10, Excellent, (98)
"Old fashioned inn with wonderful hosts."
United States
James
The price is 7.687.258 ₫
8.379.111 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Echo Lake Inn
Fireplace
Summit Lodge

Summit Lodge

3.0 star property
Killington
8.6 out of 10, Excellent, (396)
"When we first arrived it felt really old and I was wondering what I had booked. Then, the place grew on me as I explored the hotel. I could see this as being really fun in the winter and with a group."
United States
Wendy
The price is 4.581.337 ₫
5.039.471 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Summit Lodge
Exterior
Courtyard Middlebury

Courtyard Middlebury

3.0 star property
Middlebury
8.8 out of 10, Excellent, (542)
"Great hotel, fairly centered , great staff!"
United States
Angelo
The price is 3.116.206 ₫
3.427.827 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Courtyard Middlebury
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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Top Pittsfield Hotel Reviews

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Frequently asked questions

How much do hotels with dining in Pittsfield cost?
Prepare to pay between 3.427.827 ₫ and 10.993.237 ₫ per night for hotels in Pittsfield. A perfect stay with a restaurant, or one with access to epic foodie experiences, is only a few clicks away with Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with dining in Pittsfield?
Pick from multiple hotels with dining in Pittsfield with a total average guest review rating of 9.1. Greenbrier Inn will place you near some tasty foodie experiences. This popular 2-star property also features pool sun loungers and a swimming pool. Mountain Meadows Lodge is another recommended option with dining. It has a 3.5-star rating and amenities such as a lake view and a firepit.
How many hotels with restaurants are there in Pittsfield?
There are 2 hotels with restaurants in Pittsfield. Whether you're holidaying with the family or organising a weekend escape with some pals, Expedia will help you find the ideal place.
What are the best cheap hotels with dining in Pittsfield?
With hotels with dining starting at just 3.427.827 ₫ per night, you'll have more cash in your pocket to splurge on terrific culinary experiences in Pittsfield! Greenbrier Inn is an affordable option that features amenities such as individually decorated rooms and pool sun loungers. Alternatively, taste the flavours of this destination from Mountain Sports Inn. A sauna and individually decorated rooms are among this stay's conveniences. If you want to hold on to your hard-earned cash and still see the best of Pittsfield, add a couple of awesome free attractions to your to-do list. Fire Tower and Lefferts Pond will keep you busy. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly hotels with dining in Pittsfield?
Many travellers after a family-friendly hotel with dining in Pittsfield go for Mountain Meadows Lodge. With a 3.5-star rating and amenities like complimentary breakfast and a firepit, it'll get your crew's nod of approval. North Star Lodge and Resort is a 2-star stay that will also put you within reach of some tasty food experiences. A sauna and laundry facilities help make it a comfortable base for your family holiday. After checking in and kicking back together in your comfy new digs, it's time to start sightseeing. Fire Tower and Pico Mountain at Killington Ski Resort are fun family-friendly attractions in Pittsfield.
Why book your hotel with restaurants in Pittsfield with Expedia?
Expedia makes it a cinch to find your ideal hotel with restaurants in Pittsfield. Make the most of our filters to search for properties with a restaurant on-site. If you're sticking to a budget, select how much you want to spend and the star rating of your hotel. We'll help you find the perfect fit whatever your tastes or bank balance.
How can I find cheap hotels with restaurants in Pittsfield?
Expedia can help you narrow your search for cheap hotels with restaurants in Pittsfield. Use our filter tools to lock in properties with restaurants or satisfying extras, like included breakfast and lunch. You can also choose how much you want to spend per night and your preferred hotel star rating to cut costs.