Beginning of main content

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save up to 50% on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Tonight
This weekend
Sep 27 - Sep 29
Next weekend
Oct 4 - Oct 6

Featured Westbrook Historic Hotels

Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 out of 5.0 1525 Boston Post Road, Westbrook, CT
Free Cancellation
$200
4.2/5 (19 reviews)

Nice location with friendly staff. Rooms were spacious and clean

Reviewed on Apr 22, 2019
Guests of Water's Edge Resort & Spa have access to a private beach, a full-service spa, and an indoor pool. Free valet parking is included with your stay. The ...
HistoricalParkingBeach
Captain Stannard Bed and Breakfast Country Inn
Captain Stannard Bed and Breakfast Country Inn
3.5 out of 5.0 138 South Main Street, Westbrook, CT
$185
Guests of Captain Stannard Bed and Breakfast Country Inn enjoy free WiFi in public areas, conference space, and a computer station. Free parking is available ...
HistoricalGolfHiking

Uncover the Intrigue of a Westbrook Historic Hotel

Featuring a variety of historic hotels, Westbrook offers travelers a rich tapestry of one-of-a-kind local experiences. Whether you choose opulence or rustic charm, you can embrace life in a different era for a night, a weekend, or an extended stay.

Upgrades and restores
Historic hotels have often been painstakingly restored to reflect their original glory or to update them with a contemporary vibe. You can choose to rough it in humble historic accommodations, or experience the good life in the area's sophisticated restored mansions and original hotels.

Historic hotels allow you to embrace each hotel’s heyday. Sip drinks in a retro bar, relish a candlelit dinner in a lavish dining room, or enjoy a private fire in your own well-appointed suite.

Many historic hotels even feature original grand facades and modern interiors with newly renovated lobbies and rooms. Others have been meticulously restored to reflect every historic detail of the building’s past. Choose how you wish to experience the history of Westbrook!

Get a glimpse of the past at a Westbrook historic hotel
Whether you’re looking for a retro experience or you want something from a different century, a stay at a famous hotel in Westbrook offers an unforgettable escape that will take your vacation to a new and unexpected level.

Discover life in Westbrook from a different perspective with a trip back in time and book your historic hotel stay today.

Recent Historic Hotels Reviews

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.