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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

2.5 out of 5
80 Newtown Road Danbury CT
3.47 km from Main Street Historic District
Book a stay at this business-friendly hotel in Danbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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 ...
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 ...
Extended Stay America Suites Shelton Fairfield County

Extended Stay America Suites Shelton Fairfield County

2.5 out of 5
945 Bridgeport Ave Shelton CT
30.17 km from Main Street Historic District
Book a stay at this business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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 ...
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 ...
La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury

3 out of 5
116 Newtown Road Danbury CT
4.55 km from Main Street Historic District
Book a stay at this business-friendly hotel in Danbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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 ...
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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.

Avelo Airlines
Thu, Aug 20 - Thu, Aug 27
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$136 Roundtrip, found 1 day ago
$136
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Thu, Aug 20 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Thu, Aug 27, priced at $136 found 1 day ago
Breeze Airways
Thu, Aug 13 - Tue, Aug 18
MCO
Orlando Intl.
HPN
Westchester County
$171 Roundtrip, found 2 hours ago
$171
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Thu, Aug 13 from Orlando Intl. to Westchester County, returning Tue, Aug 18, priced at $171 found 2 hours ago
JetBlue Airways
Thu, Aug 13 - Tue, Aug 18
MCO
Orlando Intl.
HPN
Westchester County
$201 Roundtrip, found 2 hours ago
$201
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Thu, Aug 13 from Orlando Intl. to Westchester County, returning Tue, Aug 18, priced at $201 found 2 hours ago
Delta
Fri, Jun 19 - Tue, Jun 23
PBI
Palm Beach Intl.
HPN
Westchester County
$219 Roundtrip, found 18 hours ago
$219
Roundtrip
found 18 hours ago
Select Delta flight, departing Fri, Jun 19 from Palm Beach Intl. to Westchester County, returning Tue, Jun 23, priced at $219 found 18 hours ago
American Airlines
Sat, Oct 31 - Tue, Nov 3
JAX
Jacksonville Intl.
HPN
Westchester County
$229 Roundtrip, found 1 day ago
$229
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 31 from Jacksonville Intl. to Westchester County, returning Tue, Nov 3, priced at $229 found 1 day ago