Main Street Historic District Vacation Packages for 2026

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Top Hotel Deals

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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection

5 out of 5
118 Woodbury Rd. Washington CT
28.74 km from Main Street Historic District
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Steep Rock Preserve and Institute for ...
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 ...
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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.

Delta
Tue, Dec 8 - Thu, Dec 17
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$279 Roundtrip, found 2 days ago
$279
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Dec 8 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Thu, Dec 17, priced at $279 found 2 days ago
Breeze Airways
Mon, Dec 7 - Thu, Dec 10
MCO
Orlando Intl.
HPN
Westchester County
$286 Roundtrip, found 5 days ago
$286
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Mon, Dec 7 from Orlando Intl. to Westchester County, returning Thu, Dec 10, priced at $286 found 5 days ago
American Airlines
Tue, Dec 8 - Thu, Dec 17
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$304 Roundtrip, found 2 days ago
$304
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Dec 8 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Thu, Dec 17, priced at $304 found 2 days ago
JetBlue Airways
Sat, Dec 5 - Tue, Dec 15
MCO
Orlando Intl.
HPN
Westchester County
$307 Roundtrip, found 5 days ago
$307
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, Dec 5 from Orlando Intl. to Westchester County, returning Tue, Dec 15, priced at $307 found 5 days ago