Best skiing near Roslindale

5 ski resorts · 5 ranked · updated 2026-06-22 · off-season

Explore the best skiing near Roslindale, Massachusetts — every spot ranked by our conditions-aware Snoflo score: live conditions first, then visitor reviews and logged trips. Click a pin on the map for the score and what's driving it.

Showing the top 5 of 5 ski resorts · best 15 shown on the map
B⛰
Braintree Winter Sports Park
#1 Braintree Winter Sports Park Off-season
8 Runs4 Lifts
5.4 mi away
79°F
· Very thin · 0" — early-season cover· Calm · 6 mph· 79°F — wet, slushy snow
Braintree Winter Sports Park is a small ski resort in Massachusetts with a focus on beginner and intermediate skiers. The best trails are the Blue and Green Circle runs, which…
Why 9: resort size & terrain
9Rated
W⛰
Windblown Cross Country Skiing and Snowshoeing
#2 Windblown Cross Country Skiing and Snowshoeing Off-season
150 m Vertical
52.0 mi away
73°F
· Very thin · 0" — early-season cover· Calm · 5 mph· 73°F — wet, slushy snow
Windblown Cross Country Skiing and Snowshoeing is a quintessential New England ski resort located in southern New Hampshire. The resort boasts over 40 kilometers of groomed…
Why 14: resort size & terrain
14Rated
P⛰
Prospect Hill
#3 Prospect Hill Off-season
74 m Vertical7 Acres3 Runs2 Lifts
9.9 mi away
80°F
· Very thin · 0" — early-season cover· Calm · 6 mph· 80°F — wet, slushy snow
Prospect Hill Ski Resort in Massachusetts offers over 50 acres of skiing terrain for all levels. The best trails for advanced skiers are the "Ramp" and the "Mogul Mash," while…
Why 4: resort size & terrain
4Rated
P⛰
Punkatasset Hill
#4 Punkatasset Hill Off-season
1 Runs
17.7 mi away
79°F
· Very thin · 0" — early-season cover· Calm · 5 mph· 79°F — wet, slushy snow
Punkatasset Hill Ski Resort in Massachusetts is a small, family-friendly mountain with four trails, including two beginner runs and two intermediate runs. The best trail is the…
Why 1: resort size & terrain
1Rated
Y⛰
Yawgoo Valley Ski Area
#5 Yawgoo Valley Ski Area Off-season
36 Acres10 Runs3 Lifts
56.2 mi away
73°F
· Very thin · 0" — early-season cover· Calm · 5 mph· 73°F — wet, slushy snow
Yawgoo Valley Ski Area in Rhode Island is a small ski resort that offers 12 trails with 50% being beginner runs. The resort is perfect for beginners and families, with a great ski…
Why 5: resort size & terrain
5Rated

Skiing near Roslindale

The Roslindale area has 11 ski resorts tracked on Snoflo, from local hills to destination mountains. The largest by skiable terrain is Yawgoo Valley Ski Area (36 acres), and Windblown Cross Country Skiing and Snowshoeing has the most vertical (150 m vertical). Snoflo ranks every resort daily by live snow conditions, rider reviews, and logged trips — so the order reflects what's skiing best right now.

How we rank the best skiing near Roslindale

How are these ski resorts ranked?

Each gets a daily Snoflo score blending live conditions, visitor review ratings, and logged trips, plus terrain (vertical, acreage, runs, lifts). The order reflects what's best right now and re-ranks every day.

How often does it update?

Daily, as new conditions, reviews, and trips arrive — so "best right now" means right now.

What do the numbers on the map mean?

Each pin shows that spot's current Snoflo score; tap it for the breakdown and a link to the full report.

More skiing in Massachusetts

All Massachusetts ski resorts →