Here is the Pickwatch BetSmart Preview for the Boston Red Sox vs. New York Yankees in Game 1 of the AL Wild Card Round in the 2025 MLB Playoffs.

Boston Red Sox vs. New York Yankees Game Info

Date: Tuesday, September 30, 2025
Time: 6:08 p.m. ET
Location: Yankee Stadium — Bronx, New York
TV: ESPN

Red Sox vs. Yankees Betting Info

Spread / Run Line
- Red Sox +1.5 (-194)
- Yankees -1.5 (+160)
Moneyline
- Red Sox +118
- Yankees -138
Total (Over/Under)
- Over 7 (-124)
- Under 7 (+102)

*Odds via FanDuel

Season Betting Trends

Moneyline
- Red Sox: 89-73
- Yankees: 94-68
Run Line
- Red Sox: 82-80
- Yankees: 78-84
Totals (Over-Under)
- Red Sox: 77-81-4
- Yankees: 76-80-6

Boston Red Sox (89–73) @ New York Yankees (94–68) Preview

Boston heads into the postseason with momentum, having gone 9–4 in head-to-head matchups against the Yankees during the regular season, and beating New York in all starts by Garrett Crochet, who's on the mound today. Crochet’s dominance over New York (3–0 record vs. them, ~3.29 ERA) gives Boston a real weapon in Game 1.

New York counters with Max Fried, a strong lefty who finished 19–5 with a 2.86 ERA this season. The Yankees have home-field, depth, and a powerful lineup, including Aaron Judge, which could tilt late innings if the game stays close.

Boston’s bullpen is a relative strength — they’ve been one of the more consistent units in the league — while New York’s relievers have had uneven results ranked much lower in bullpen ERA and WAR. The betting market has priced New York as a moderate favorite at −135, but the value lies in Boston’s ability to punch above its underdog status, especially with Crochet on the mound.

Head-to-Head Stats and Analysis

The New York Yankees Cubs lead the all-time series 1,261–1,049–14 against the Boston Red Sox. Here are the last 5 matchups:

Red Sox 6, Yankees 4 — September 14, 2025
Red Sox 12, Yankees 1 — August 23, 2025
Yankees 7, Red Sox 2 — August 24, 2025
Red Sox 11, Yankees 7 — June 8, 2025
Red Sox 2, Yankees 1 — June 13, 2025

BetSmart Betting Rundown

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Arbitrage

Our Arbitrage Betting Tool is currently not identifying any arbitrage betting opportunities for guaranteed profit. The tool scans all major sportsbooks in real-time, though, so be sure to check back often as odds and lines change often, and an arbitrage opportunity could still become available before the first pitch.

Middles

Our Middle Betting Tool currently has not identified any middle betting opportunities. The tool scans all major sportsbooks in real-time, though, so be sure to check back often as odds and lines change often, and a middle bet opportunity could still become available before the first pitch.

Positive EV

Our Positive EV Betting Tool has identified 3 different positive expected value wagers, and provided data on the expected value percentrage, suggested Kelly Stake, and how often the bet has hit in the last 5, 10 and 15 games.

Player Props

Our Prop Finder Tool has identified 213 different player prop bets, and provided data on how often each player has hit the specific prop in the last 5, 10 and 15 games.

Red Sox vs. Yankees: Expert Picks

Visit our Expert Picks page to view picks and data from experts to see where the consensus is on the Red Sox vs. Yankees moneyline, run line and total.