Longfellow's Wayside Inn Hotels in Sudbury – GayOut Guide
GAY-FRIENDLY
Stay at Longfellow's Wayside Inn
Check availability and book your room.
Book a Room Now
Gay Hotels LGBTQ+ Friendly

Longfellow's Wayside Inn

Google (2116) 4.6
Tripadvisor (206) 4.2
What reviewers say

Visitors often praise the inn's charming atmosphere and its suitability for special occasions, with some highlighting excellent service for events. However, a recurring complaint is that the food quality is inconsistent and often disappointing, with several reviewers describing meals as inedible or not up to standard.

88
/ 100
GayOut Score
G4.6 🦉4.2
✅ Link copied!
Address
72 Wayside Inn Rd, Sudbury, MA 01776, USA
📞
Phone
(978) 443-1776
🌐
Website
www.wayside.org
🟢
Be the first to check in
Real-time community presence
No live tips yet — share what's happening here right now.

Hotels near Longfellow's Wayside Inn

via Stay22
Hotels near Longfellow's Wayside Inn
Loading map…

About this place Longfellow's Wayside Inn

Discover a unique and inclusive travel experience at Longfellow's Wayside Inn, located in scenic Sudbury, Massachusetts. This historic establishment, dating back to 1707, offers a warm and welcoming environment for all travelers, including the LGBTQ+ community. While not a dedicated gay venue, it prides itself on being an LGBTQ+ friendly space where everyone can feel comfortable and at ease. Visitors can expect to find cozy, antique-filled rooms that transport you back in time, offering a truly unique stay. The inn features a homey restaurant perfect for enjoying a meal in a relaxed setting, and a bar where you can unwind. During warmer months, the patio provides a lovely spot to enjoy the surroundings. The Wayside Inn is a place to experience history and hospitality, providing a comfortable base for exploring the area or simply enjoying a peaceful retreat. Its commitment to being a welcoming place ensures that LGBTQ+ travelers can anticipate a pleasant and respectful visit.

Insider Tips

No tips yet — be the first to share a local secret!

Community Reviews

Write a Review

Google Reviews

Verified by Google
4.6
2,116 reviews

Based on 2,116 Google reviews.

Maruta Vitols
Maruta Vitols Jun 2026

My husband and I recently celebrated our 10 year wedding anniversary at the Wayside Inn and we couldn’t be happier with our experience. Everything was wonderful, from my interaction with Caitlin in the events office to Thomas our server the day of our dinner party. Everyone was incredibly friendly and helpful, and ridiculously accommodating (my guests had some serious food allergies and the staff went above and beyond to make sure everything was safe). My guests, my husband, and I all had a joyful and memorable evening. Thank you to everyone at the Wayside Inn for making our celebration so special! ❤️❤️❤️

Susan Farinetti
Susan Farinetti Jun 2026

Wonderful food in an historical setting. Our server Marina was gracious.

Miss Glassess
Miss Glassess Jun 2026

My bestfriend had her reception in their restaurant. The place is nice. It feels like you're in a colonial historical place. The surrounding is very relaxing. Unfortunately we didn't like the food here. Thanks to Michael our server he made it special. He has excellent service, very attentive and very friendly.

Craig Morrison
Craig Morrison Jun 2026

If you're looking for an amazing stay in a historic inn, this is the place. They have an attentive staff, high quality rooms and a restaurant that is a gotta do! The restaurant is one of the oldest in America, having opened in 1716. I thoroughly enjoyed my visit!

Betsy Palmer
Betsy Palmer Jun 2026

What i had was good

Nancy Fewell
Nancy Fewell May 2026

My favorite restaurant. Dinner was delicious! Our go-to place when we have out-of-town guests (4 this time from TX & MD.) Food was wonderful as always and we had a fabulous waiter.

David Jellison
David Jellison May 2026

Visited for lunch as a group of 14 seniors. Great food, good service, much to see and experience on the grounds. Handicapped assessible and pleanty of parking. It was a trip we'll do again.

Write a Review

Share your experience to help other LGBTQ+ travelers

Log in to write a review

Your experiences help the community find great LGBTQ+ spaces.

Log in to review

Last updated on 9 August 2026

Stay in the Loop

Get the latest LGBTQ+ events and venue openings in your inbox.

Enter your email to receive Pride event updates and new-venue alerts.

Already a subscriber? Unsubscribe

Your privacy choices. We use cookies to run GayOut and, with your consent, measure usage. Learn more