Fall Season in Western Massachusetts

Search and Rent Western Massachusetts Condos

Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Western Massachusetts condo rentals

Lobby

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,406 reviews)
"Property is great and stay was great"
United States
Isha
$129 nightly
The price is $144
Jun 24 - Jun 25
Total with taxes and fees
Vacation Village in the Berkshires
Pool

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Hancock
9.6 out of 10, Exceptional, (4 reviews)
"Excellent communication with our host and property exactly as described. Easy check in/check out."
United States
Jillian G.
$361 nightly
The price is $404
Jun 30 - Jul 1
Total with taxes and fees
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Outdoor dining

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Hancock
7.6 out of 10, Good, (13 reviews)
"Great location, right on the mountain's property "
United States
J S.
$336 nightly
The price is $375
Jun 24 - Jun 25
Total with taxes and fees
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Beach

Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover
9.2 out of 10, Wonderful, (52 reviews)
"Fire place was awesome! Great place to stay! Had everything in the kitchen we needed. All the beds were comfy! "
United States
Susan S.
$248 nightly
The price is $280
Jun 29 - Jun 30
Total with taxes and fees
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Lobby

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Dover
$279 nightly
The price is $315
Jun 24 - Jun 25
Total with taxes and fees
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
TV

Hartford Home w/ Skyline Views near Bushnell Park!

Hartford Home w/ Skyline Views near Bushnell Park!
Downtown Hartford
8.4 out of 10, Very Good, (7 reviews)
"Clean with and spacious apartment; great for a stay in downtown Hartford!"
United States
Sean L.
$245 nightly
The price is $277
Jul 5 - Jul 6
Total with taxes and fees
Hartford Home w/ Skyline Views near Bushnell Park!
Interior

Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)

Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Great location, comfortable and spacious living room and bedrooms. "
United States
Emma C.
$547 nightly
The price is $618
Jun 24 - Jun 25
Total with taxes and fees
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Pool

Seasons Condo- Ski-on/off

Seasons Condo- Ski-on/off
Dover
$667 nightly
The price is $705
Jun 24 - Jun 25
Total with taxes and fees
Seasons Condo- Ski-on/off
Terrace/patio

2BR Loft With Views | Ski-In Access

2BR Loft With Views | Ski-In Access
West Dover
$511 nightly
The price is $564
Jun 24 - Jun 25
Total with taxes and fees
2BR Loft With Views | Ski-In Access
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Western Massachusetts Hotel Reviews

The Red Lion Inn

The Red Lion Inn

8/10 Good
"I did not stay in the main building but had a room in a separate building on the same block. I quite liked my room away from the inn. It was roomy, quiet, across the street from a church, easy walk to the cafe, and there was a bunny 🐰 eating grass outside each night. I think I will request such a room away from the hubbub when I return. The food at the Red Lion's Inn's 'Widow's' tavern was delicious. Just know the buildings are indeed OLD so if you are seeking great water pressure or modern vibe, this is not your place. Love the history of this place!"
Tina 5-night trip
Posted 4 hours ago
The Red Lion Inn

Find out more about Western Massachusetts

Western Massachusetts Condo Rentals information

Number of reviews
2,406
Accommodation
51 Condo Rentals
Lowest Price
$144
Highest Price
$144

Frequently asked questions

How much do condos in Western Massachusetts cost?
Condos in Western Massachusetts range from $144 to $144 per night. These properties offer loads of space for your whole crew at a price that won't stretch the budget. 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.
How many condos are there in Western Massachusetts?
Western Massachusetts has 51 condos to pick from. Enter your destination and travel dates and book your perfect stay today.
Why book your condo in Western Massachusetts with Expedia?
Booking a condo in Western Massachusetts is as easy as working out your travel dates and choosing a place that meets your needs. In search of something luxurious or low cost, or a stay that also comes with a kitchen? Use Expedia's search filters to narrow your results even further and find your ideal match.
How can I find cheap condos in Western Massachusetts?
Expedia can help you narrow your search for cheap condos in Western Massachusetts. To lock in a fantastic stay in a couple of quick clicks, try out the filter tool to tailor your search results by amenities, budget and star rating.
What is there to do in Western Massachusetts near my condo?
The best accessory to take on your Western Massachusetts adventure is a good itinerary! Titanic Museum, Springfield Armory and Springfield City Library are among the leading things to do if you're heading to Springfield. West Springfield also has lots of fantastic attractions, such as Big E. Want to explore more? Find time for Eastern States Exposition and Olympia Ice Center too.

Explore a world of travel with Expedia