Main Street Historic District Vacation Packages for 2026

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Top Hotel Deals

EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
27.69 km from Main Street Historic District
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln Trumbull CT
30.88 km from Main Street Historic District
Stay at this hotel in Trumbull. Enjoy an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

3 out of 5
25 Old Stratford Rd Shelton CT
30.77 km from Main Street Historic District
Book a stay at this business-friendly hotel in Shelton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
4.95 km from Main Street Historic District
Book a stay at this business-friendly hotel in Bethel. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
The Watershed

The Watershed

3.5 out of 5
353 Main Ave Norwalk CT
28.44 km from Main Street Historic District
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff and the clean ...
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
26.77 km from Main Street Historic District
Book a stay at this business-friendly hotel in Southbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Courtyard by Marriott Norwalk

Courtyard by Marriott Norwalk

3 out of 5
474 Main Ave Norwalk CT
27.24 km from Main Street Historic District
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff ...
Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury

2 out of 5
80 Benedict Rd Bethel CT
5.35 km from Main Street Historic District
Book a stay at this business-friendly hotel in Bethel. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Hilton Garden Inn Norwalk

Hilton Garden Inn Norwalk

3 out of 5
560 Main Ave Norwalk CT
26.67 km from Main Street Historic District
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms ...
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road Danbury CT
5.61 km from Main Street Historic District
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff ...
Hyatt House Shelton

Hyatt House Shelton

3 out of 5
830 Bridgeport Ave Shelton CT
30.43 km from Main Street Historic District
Book a stay at this business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
522 Heritage Road Southbury CT
21.81 km from Main Street Historic District
Book a stay at this boutique hotel in Southbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
2.58 km from Main Street Historic District
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Delamar Westport

Delamar Westport

4 out of 5
1595 Post Rd E Westport CT
30.86 km from Main Street Historic District
Stay at this hotel in Westport. Enjoy free breakfast, free valet parking, and free train station pick-up. Popular attractions Southport Beach and Burying Hill ...
Hotel Hi-Ho - Contactless Check-In

Hotel Hi-Ho - Contactless Check-In

3 out of 5
4180 Black Rock Turnpike Fairfield CT
26.12 km from Main Street Historic District
Stay at this motel in Fairfield. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the clean rooms in our reviews. Popular ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Sat, May 9 - Mon, May 11
MCO
Orlando Intl.
HPN
Westchester County
$181 Roundtrip, found 5 hours ago
$181
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Sat, May 9 from Orlando Intl. to Westchester County, returning Mon, May 11, priced at $181 found 5 hours ago
JetBlue Airways
Tue, Jun 9 - Tue, Jun 16
MCO
Orlando Intl.
HPN
Westchester County
$191 Roundtrip, found 3 days ago
$191
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Jun 9 from Orlando Intl. to Westchester County, returning Tue, Jun 16, priced at $191 found 3 days ago
American Airlines
Tue, Jun 9 - Tue, Jun 16
MCO
Orlando Intl.
HPN
Westchester County
$200 Roundtrip, found 3 days ago
$200
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jun 9 from Orlando Intl. to Westchester County, returning Tue, Jun 16, priced at $200 found 3 days ago
Delta
Sat, May 16 - Sat, May 30
MCO
Orlando Intl.
HPN
Westchester County
$217 Roundtrip, found 13 hours ago
$217
Roundtrip
found 13 hours ago
Select Delta flight, departing Sat, May 16 from Orlando Intl. to Westchester County, returning Sat, May 30, priced at $217 found 13 hours ago
Avelo Airlines
Mon, Jun 15 - Thu, Jun 18
ORD
O'Hare Intl.
HVN
Tweed - New Haven Regional
$269 Roundtrip, found 2 days ago
$269
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Mon, Jun 15 from O'Hare Intl. to Tweed - New Haven Regional, returning Thu, Jun 18, priced at $269 found 2 days ago