High School Street Historic District Tours

Plan a trip to see High School Street Historic District

Price found within the past 48 hours. Click for updated prices.
Even Hotels Manchester Airport by IHG

Even Hotels Manchester Airport by IHG

3.5 out of 5
South End
Save 100% on your flight
per person
Sep 28 - Oct 5
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8.8/10 Excellent! (775 reviews)
Easy access to the highway stayed due to business, will be back!

Reviewed on Jul 15, 2025

Josiah Keith House

Josiah Keith House

2 out of 5
Save 100% on your flight
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (21 reviews)
The inn keeper was available at all times and very attentive to our stay. The history of the home given by the inn keeper was interesting and informative. Highly recommend.

Reviewed on Jun 24, 2025

John Carver Inn & Spa

John Carver Inn & Spa

3 out of 5
Plymouth Cultural District
Save 100% on your flight
per person
Oct 4 - Oct 8
found 9 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)
8/10 Very Good! (1,003 reviews)
Great location.Walkable to many notable historic sites in town and awesome bars/restaurants. Clean, recently renovated & friendly staff. Fun pool for the kids and adults will enjoy the hot tub which could use some updates. The restaurant (CJs), was closed due to an emergency renovation. I was notified about a week prior to my arrival about the restaurant being closed. It didn’t really affect anything- there are many great places to eat. Overall, a good stay.

Reviewed on Jul 17, 2025

Popular places to visit

Harrington Hospital

Though Harrington Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Southbridge while you are here.

Harrington Hospital

Walcott Street Playground

After visiting Walcott Street Playground, make a plan to see the other sights and activities in Southbridge. While in this quaint area, you can savor the restaurants and bars.

Walcott Street Playground

Upper Chapin Street Historic District

Explore the great outdoors at Upper Chapin Street Historic District, a lovely green space in Southbridge. While in this family-friendly area, you can savor the restaurants and bars.

Upper Chapin Street Historic District

Jacob Edwards Library

Jacob Edwards Library is just one of the places to see in Southbridge, so why not enjoy the other things to explore during your travels? While in this quaint area, you can savor the restaurants and bars.

Jacob Edwards Library

Joe Capillo Park

After visiting Joe Capillo Park, make a plan to see the other sights and activities in Southbridge. While in this quaint area, you can savor the restaurants and bars.

Joe Capillo Park

Henry Street Field

After visiting Henry Street Field, make a plan to see the other sights and activities in Southbridge. While in this quaint area, you can savor the restaurants and bars.

Henry Street Field

Best Lodging Options Near High School Street Historic District

Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St, Southbridge, MA
Wellsworth Hotel
Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

2.5 out of 5
277 Main Street (RT 131), Sturbridge, MA
Publick House Historic Inn and Country Motor Lodge
Scottish Inn Sturbridge

Scottish Inn Sturbridge

2 out of 5
142 Main Street, Sturbridge, MA
Scottish Inn Sturbridge
Hamilton Inn

Hamilton Inn

2.5 out of 5
172 Main Street, Sturbridge, MA
Hamilton Inn
Super 8 by Wyndham Sturbridge

Super 8 by Wyndham Sturbridge

2 out of 5
358 Main St, Sturbridge, MA
Super 8 by Wyndham Sturbridge
Comfort Inn & Suites Sturbridge - Brimfield

Comfort Inn & Suites Sturbridge - Brimfield

2.5 out of 5
83 Hall Road, Sturbridge, MA
Comfort Inn & Suites Sturbridge - Brimfield
La Quinta Inn & Suites by Wyndham Sturbridge

La Quinta Inn & Suites by Wyndham Sturbridge

3 out of 5
478 Main St, Fiskdale, MA
La Quinta Inn & Suites by Wyndham Sturbridge
Holiday Inn Express & Suites Sturbridge by IHG

Holiday Inn Express & Suites Sturbridge by IHG

2.5 out of 5
21 New Boston Road, Sturbridge, MA
Holiday Inn Express & Suites Sturbridge by IHG
Days Inn by Wyndham Sturbridge

Days Inn by Wyndham Sturbridge

2 out of 5
400 Route 15, Sturbridge, MA
Days Inn by Wyndham Sturbridge
See all 649 properties in High School Street Historic District
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.