Longfellow's Wayside Inn Hotels in Sudbury – GayOut Guide
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Longfellow's Wayside Inn

Google (2116) 4.6
Tripadvisor (206) 4.2
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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
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Address
72 Wayside Inn Rd, Sudbury, MA 01776, USA
📞
Phone
(978) 443-1776
🌐
Website
www.wayside.org

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About this place Longfellow's Wayside Inn

Longfellow's Wayside Inn in Sudbury, Massachusetts, is one of the oldest operating inns in the United States, with parts of the building dating to 1707. Henry Wadsworth Longfellow made it famous with Tales of a Wayside Inn (1863). It's a mainstream, gay-friendly inn, not a gay venue, with a small number of antique-furnished rooms, a traditional New England restaurant, a bar and a patio. The grounds include a working grist mill and a small chapel, both popular for weddings. It's about 40 minutes' drive west of Boston. Google rating is 4.6 from more than 2,100 reviews; rooms are few, so book early.

Features

Gay-friendly (straight venue) LGBTQ+ Food served Outdoor Patio Bar (alcohol) Card payments accepted Walk-ins welcome Reservation required WiFi Evening venue Year-round Pool Gay-friendly (straight venue) Air conditioning

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Community Reviews

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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.

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20 reviews so far — add yours

Last updated on 9 November 2026

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