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Longfellows Wayside Inn

4.6(2,124)
American Restaurant

About

Longfellow's Wayside Inn, operating since 1716, offers a historic setting with cozy, antiques-filled rooms and a warm New England atmosphere. Its restaurant serves classic regional dishes, complemented by a bar and an outdoor patio ideal for small business gatherings.

Set on a sprawling 100-acre property shaded by oak trees, the inn provides a distinctive venue for corporate dinners and meetings. The attentive service and inviting spaces make it a reliable choice for groups seeking a charming, turnkey hospitality experience outside the city.

Best for

  • Historic inn dining for client dinners
  • Quiet team lunches & small group gatherings
  • Outdoor patio meetings & casual receptions

Request a Package

Tell the venue what you're planning and they'll respond with a custom proposal within 1–2 business days.

Group Dining Event

Custom request

Perfect for team dinners, client lunches, and celebration meals. Reserve a private or semi-private space for your group with food, drinks, and AV if needed.

What's typically included

  • Private or semi-private space
  • Food & beverage
  • AV & technology

Happy Hour

Custom request

Host a relaxed evening reception for your team or clients. Reserve a space for drinks and light bites in a social, low-key setting.

What's typically included

  • Private or semi-private space
  • Food & beverage

Full Buyout

Custom request

Take over the entire restaurant for your event. Full control of the space, menu, and atmosphere — ideal for large celebrations or exclusive corporate events.

What's typically included

  • Full venue layout
  • Food & beverage
  • AV & technology

Venue Details

Standout features

Operating since 1716 in a colonial-era inn
Historic Architecture
Operating since 1716 in a colonial-era inn
One of the oldest inns in the U.S., the venue retains its original charm as a two-room family home turned inn, nestled under great oak trees on a 100+ acre property. The setting offers a tangible connection to early American history and hospitality
Patio dining under mature oak trees
Outdoor Space
Patio dining under mature oak trees
Offers a cozy outdoor seating area that complements the historic ambiance, allowing guests to enjoy New England cuisine in a relaxed, natural setting when weather permits.
Classic, homey dishes with regional roots
New England Cuisine
Classic, homey dishes with regional roots
Menu features traditional New England fare like Yankee pot roast and French onion soup, served fresh and flavorful in a setting that reflects the region’s culinary heritage.

At a glance

Rated 4.6 on Google · 2,124 reviews