45 deals from our U.S. site*
* Taxes and fees may be additional.
Source: Devonfield Inn

Head to the Berkshires and stay at a 19th-century English-style inn that once played host to President Franklin D. Roosevelt

Travel through June 25
100% (26 ratings)
 
Source: The Westin Boston Waterfront

Enjoy savings at this hotel with views of the Boston Harbor and a short walk from the historic sights of downtown.

Select dates through June
 
Source: Cruise.com

Sail to the pink sands of Bermuda aboard Norwegian Dawn this fall.

Oct. 23; +$20 Oct. 16
 
Source: Sheraton Boston

Explore the historic Back Bay neighborhood of Boston this spring while saving big when compared to surrounding dates.

Select dates through June
 
Source: Amtrak

Amtrak’s Northeast Regional service takes passengers directly into the heart of each city

Two-week advance purchase required
 
Source: Parker's Restaurant

Experience the "grandeur and elegance of this circa-1856" restaurant (Zagat) -- the birthplace of Boston cream pie -- with dinner for less than $30 a person.

Through May 30, 2015; closed for dinner on Sundays
 
Source: Big Apple Circus

Come one, come all: See the sights under the big top for up to 50% off with this deal for Big Apple Circus in Boston.

Fridays May 1 and 8 at 6:30 p.m.
 
Source: Aragosta Bar and Bistro

Sit down at the chef's counter for a Zagat-recommended dinner with wine pairings for less than $50 a person.

Through May 31, 2015
 
Source: Zocalo Back Bay

Save more than 40% at Zocalo Back Bay -- a "standby" bistro that serves "wonderful regional Mexican fare" that Zagat rates "very good to excellent" (24).

Through May 11, 2015
 
Source: Boating in Boston

See the Boston area from a unique water-based vantage point with kayak or paddleboard rentals for half off.

Through Aug. 30, 2015
 
Source: The Butterfly Place

Plan a trip to this an indoor garden with up to 500 butterflies for 40% off.

Through Oct. 31, 2015
 
Source: Fasika Ethiopian Restaurant

Experience the "amazing" Ethiopian dishes at this "hidden gem" in Somerville (Zagat) and save 50% on dinner or lunch.

Sunday-Thursday through Aug. 19, 2015
 
Source: Odyssey Cruises - Boston

Members can save up to 40% any day of the week on a dinner cruise on the Odyssey, featuring panoramic skyline views of downtown.

Through June 30, 2015
 
Source: Black Swan Inn

Relax along the tranquil Laurel Lake in Massachusetts' Berkshires with this Travelzoo exclusive, which cuts current rates by over 45%.

Travel through June 30, 2015
 
Source: Bully Boy Distillers

Bully Boy Distillers, Boston's first craft distillery, earns a 4-star rating from Yelp users for its small-batch organic handcrafted spirits. Save 50% on tours.

Through June 30, 2015
 
Source: Downeast Cider House

Visit the New England cider house for a guided tour and tastings for less than $4 a person.

Saturday (12-5:30 p.m.) and Sunday (1-6 p.m.) through May 2, 2015
 
Source: Boston Rock Gym

Save more than 55% at Boston Rock Gym -- one of the Best Indoor Rock Climbing Facilities in the area (CBS Boston).

Through May 7, 2015
 
Source: Moksa

An innovative menu and eye-catching ambiance make Moksa one of the 100 Best Wine Restaurants in the U.S. (Wine Enthusiast). Dine for up to 50% off.

Through April 30, 2015
 
Source: Strange Brew

Learn to brew beer or wine for up to 60% off at Strange Brew, which earns an impressive 4.5-star rating from Yelp reviewers.

Through Oct. 27, 2015 (classes are available Tuesday and Sunday only)
 
Source: ECOtourz

Members can save up to 60% and explore the waters of Cape Cod on kayak with ECOtourz, which earns 4.5 stars from TripAdvisor users.

Through Oct. 16, 2015
 
Cheap Roundtrip Fares to Boston from:
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Anna Heinemann — Travel, Entertainment and Local Deal Expert
Anna Heinemann
Deal Expert, Chicago
So get your travel dates set and start planning early for the best opportunities. More