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Accommodations in Pittsfield

Enjoy your stay and find the best accommodations in Pittsfield at affordable prices

Searching for an accommodation in Pittsfield (Vermont)? You will find a various number of lodgings for your overnight stay in Pittsfield, starting from $61.33 per bed and night. Whether you are looking for a hotel, a guesthouse or an apartment, you will find an accommodation that meets your needs.

Accommodations in Pittsfield and region (20 miles)
Wintergreen 106 - Cozy and peaceful condo, conveniently located between Killington and Pittsfield in Pittsfield, USA

Wintergreen 106 - Cozy and peaceful cond...

Holiday home in Pittsfield, Vermont , 2358 Rt. 100 North
Wintergreen 106 - Cozy and peaceful condo, conveniently located between Killington and Pittsfield is set in Pittsfield, 21 km from Killington Mountain...

no reviews

from $120.00 Show details »

Perfect secluded 3 bedroom cozy getaway home Hawk Landing in Pittsfield, USA

Perfect secluded 3 bedroom cozy getaway...

Holiday home in Pittsfield, Vermont , 132 Hawk Ln
Hawk Landing offers accommodation in Pittsfield.
  • Parking

no reviews

from $322.00 Show details »

Sweet Life - Vermont Chalet - 6 person Indoor Hot Tub - 15 min to Killington in Pittsfield, USA

Sweet Life - Vermont Chalet - 6 person I...

Holiday home in Pittsfield, Vermont , Dove Drive
Located in Pittsfield, this villa is 10 km from Killington.
  • Pets allowed
  • Spa and wellness centre
  • Tea/Coffee maker
  • Shower
  • Bath

Exceptional 1 Reviews 10.0

from $252.00 Show details »

Clear River Inn and Tavern in Pittsfield, USA

Clear River Inn and Tavern

Inn in Pittsfield, Vermont , 2614 VT-100
Located in Pittsfield, Clear River Inn and Tavern features a restaurant, bar and free WiFi throughout the property.
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • TV

Fabulous 206 Reviews 8.7

from $156.80 Show details »

Silver Spring Chalet Large 4 bedroom, Pittsfield VT, 20 min to Killington Slopes in Pittsfield, USA

Silver Spring Chalet Large 4 bedroom, Pi...

Holiday home in Pittsfield, Vermont , 102 Silver Spring Hill Road City
Silver Spring Chalet Large 4 bedroom, Pittsfield VT, 20 min to Killington Slopes is located in Pittsfield, 23 km from Killington Mountain and 14 km fr...
  • Pets allowed
  • Fitness centre
  • Tea/Coffee maker
  • Shower
  • Refrigerator

no reviews

from $300.00 Show details »

Pittsfield Paradise in Pittsfield, USA

Pittsfield Paradise

Holiday home in Pittsfield, Vermont
Set in Pittsfield, 23 km from Killington Mountain, Pittsfield Paradise offers accommodation with a garden, free WiFi and an ATM.
  • Parking

Exceptional 1 Reviews 10.0

from $382.55 Show details »

Killington Area Escape with Deck, Views and Hot Tub! in Stockbridge, USA

Killington Area Escape with Deck, Views...

Holiday home in Stockbridge near Pittsfield, Vermont
Located in Stockbridge, 23 km from Killington Mountain, 15 km from Gifford Woods State Park and 18 km from Pico Peak, Killington Area Escape with Deck...
  • Parking

no reviews

from $372.00 Show details »

Cricket Hill in Killington, USA

Cricket Hill

Holiday home in Killington near Pittsfield, Vermont , 414 Cricket Hill Road
Cricket Hill is situated in Killington.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 26 Reviews 9.0

from $235.00 Show details »

Vermont Retreat - 8 Mi to Killington Ski Area in Killington, USA

Vermont Retreat - 8 Mi to Killington Ski...

Holiday home in Killington near Pittsfield, Vermont
Located 4 km from Gifford Woods State Park, 7.4 km from Pico Peak and 39 km from Mount Tom, Vermont Retreat - 8 Mi to Killington Ski Area provides acc...
  • Parking

Very good 2 Reviews 8.5

from $236.00 Show details »

Cozy Killington Retreat about 5 Mi to Ski Resort in Killington, USA

Cozy Killington Retreat about 5 Mi to Sk...

Apartment in Killington near Pittsfield, Vermont
Situated 4 km from Gifford Woods State Park, 7.4 km from Pico Peak and 39 km from Mount Tom, Cozy Killington Retreat about 5 Mi to Ski Resort features...
  • Parking

no reviews

from $232.33 Show details »

Bob's Bungalow in North Sherburne, USA

Bob's Bungalow

Holiday home in North Sherburne near Pittsfield, Vermont
Set in Killington, Bobs Bungalow features accommodation with a TV and a kitchen.
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • Shower
  • Bath

Very good 2 Reviews 8.5

from $132.33 Show details »

Rustic 3 bedroom home Moose Lodge in Killington, USA

Rustic 3 bedroom home Moose Lodge

Holiday home in Killington near Pittsfield, Vermont , 589 Barrows Towne Road
The perfect ski house!
  • Parking

no reviews

from $374.33 Show details »

Mountain Valley Retreat in Killington, USA

Mountain Valley Retreat

B&B in Killington near Pittsfield, Vermont , 1940 River Road
This bed and breakfast is nestled on 16 acres and features scenic mountain views and a homemade hot breakfast.
  • Parking
  • Kid meals
  • Electric vehicle charging station

Superb 144 Reviews 9.3

from $110.00 Show details »

Woods Village 34 in Killington, USA

Woods Village 34

Holiday home in Killington near Pittsfield, Vermont , 34 Village Circle
Woods Village 34, a property with a terrace, is set in Killington, 8.5 km from Killington Mountain, 200 metres from Gifford Woods State Park, as well ...
  • Parking
  • Indoor pool
  • Swimming pool
  • Swimming Pool
  • Tea/Coffee maker

Very good 1 Reviews 8.0

from $145.88 Show details »

Tentrr Signature Site - Sugar Shack in Rochester, USA

Tentrr Signature Site - Sugar Shack

Luxury tent in Rochester near Pittsfield, Vermont
Tentrr Signature Site - Sugar Shack is set in Rochester, 38 km from Killington Mountain, 30 km from Gifford Woods State Park, and 33 km from Pico Peak...
  • Pets allowed

no reviews

from $191.67 Show details »

Tentrr Signature Site - The Landing in Rochester, USA

Tentrr Signature Site - The Landing

Luxury tent in Rochester near Pittsfield, Vermont
Tentrr Signature Site - The Landing is situated in Rochester, 38 km from Killington Mountain, 30 km from Gifford Woods State Park, and 33 km from Pico...
  • Parking
  • Pets allowed

Very good 1 Reviews 8.0

from $191.67 Show details »

Sunrise Village in Killington, USA

Sunrise Village

Holiday home in Killington near Pittsfield, Vermont
Sunrise Village offers accommodation in Killington.
  • Parking
  • Fitness centre
  • Indoor pool
  • Outdoor pool
  • Swimming pool

no reviews

from $216.50 Show details »

Mountain Meadows Lodge in Killington, USA

Mountain Meadows Lodge

Hotel in Killington near Pittsfield, Vermont , 285 Thundering Brook Road
Set in Killington, 8.3 km from Killington Mountain, Mountain Meadows Lodge offers accommodation with a garden, free private parking, a shared lounge a...
  • Parking
  • Bar
  • Shower
  • Air conditioning
  • Hairdryer

Superb 133 Reviews 9.1

from $312.33 Show details »

Left Duplex Home Directly Across From Pico Mountain, Close to Killington, home in Killington, USA

Left Duplex Home Directly Across From Pi...

Holiday home in Killington near Pittsfield, Vermont
Situated in Killington, 12 km from Killington Mountain, 4.2 km from Pico Peak and 5.4 km from Gifford Woods State Park, Left Duplex Home Directly Acro...
  • Parking

no reviews

from $350.43 Show details »

Greenbrier Inn Killington in Killington, USA

Greenbrier Inn Killington

Inn in Killington near Pittsfield, Vermont , 2057 US 4
Located in Killington, this hotel is within a 2 km radius of restaurants and within 7 km of ski areas.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 366 Reviews 9.0

from $186.45 Show details »

Spacious 1 bedroom with loft Northside located across from Pico Mountain! in Killington, USA

Spacious 1 bedroom with loft Northside l...

Holiday home in Killington near Pittsfield, Vermont , 208 Northside Drive
Northside Condo #2 is a apartment set in Killington in the Vermont Region and is 6 km from Killington Resort.
  • Parking
  • Bath
  • TV
  • Refrigerator
  • Ironing facilities

Very good 3 Reviews 8.0

from $195.93 Show details »

Skiers! Fox Hollow 2BR 2BA Condo, Across from Pico, Minutes to Killington condo in Mendon, USA

Skiers! Fox Hollow 2BR 2BA Condo, Across...

Apartment in Mendon near Pittsfield, Vermont
Located in Mendon, 11 km from Killington Mountain, 3.9 km from Pico Peak and 5.2 km from Gifford Woods State Park, Skiers!
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $205.56 Show details »

The Mendon House - New Construction - Minutes to Pico Mountain in Killington, USA

The Mendon House - New Construction - Mi...

Holiday home in Killington near Pittsfield, Vermont , 139 U.S. 4
The Mendon House - New Construction - Minutes to Pico Mountain is located in Killington, 11 km from Killington Mountain and 4.1 km from Pico Peak, in ...
  • Parking garage
  • Fitness centre
  • Spa and wellness centre

no reviews

from $264.00 Show details »

Spacious Townhouse Great for large groups family Snow Flake in Killington, USA

Spacious Townhouse Great for large group...

Holiday home in Killington near Pittsfield, Vermont , 162 Spring Hill Road
Snow Flake is situated in Killington, 3.8 km from Gifford Woods State Park and 5.2 km from Pico Peak, in an area where skiing can be enjoyed.
  • Parking
  • Shower
  • Bath
  • Iron
  • Refrigerator

no reviews

from $305.33 Show details »

Spacious Townhouse Great for large groups family Snow Flurry in Killington, USA

Spacious Townhouse Great for large group...

Holiday home in Killington near Pittsfield, Vermont , 162 Spring Hill Road
Snow Flurry is situated in Killington, 3.8 km from Gifford Woods State Park and 5.2 km from Pico Peak, in an area where skiing can be enjoyed.
  • Parking
  • Shower
  • Bath
  • Iron
  • Refrigerator

no reviews

from $213.57 Show details »

Number of Accommodations in Pittsfield 279
Number of guest ratings 208
Average price per night $222.22
Lowest price per night $61.33
Highest price per night $1.910.43

Most popular accommodations in Pittsfield

The most popular accommodations in Pittsfield based on average guest rating (Top 10).

Cheapest accommodations in Pittsfield

The cheapest accommodations in Pittsfield based on room rate per night (Top 10).

Most booked accommodations in Pittsfield

The most booked accommodations in Pittsfield based on popularity with guests (Top 10).

Sleep & Travel in Pittsfield (Vermont)

Getting the best travel and overnight stay experience requires careful planning and attention to detail. Start by researching your destination and choosing the right accommodations for your needs and budget. Consider factors such as location, amenities, and reviews from other travelers. To make the most of your trip, take the time to explore Pittsfield and immerse yourself in the local culture. This might include trying new foods, visiting historic sites, or attending cultural events.

When booking your accommodation in Pittsfield, be sure to communicate any special requests or preferences you may have, such as a specific room type or dietary restrictions. This will help ensure that your stay is comfortable and enjoyable. Also don't forget to pack wisely and bring along any necessary travel essentials, such as comfortable shoes, sunscreen, and a camera to capture all of your memories. With careful planning and a spirit of adventure, you can have an unforgettable travel and overnight stay experience.

How to find the best accommodation in Pittsfield

To find the perfect place to stay in Pittsfield, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.

Accommodation data and pictures provided by Booking.com