Quaint New England Towns Road Trip

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Amazing Experience

Overview

  • Trace the Freedom Trail in Boston and uncover the city’s revolutionary spirit and timeless charm.
  • Wander through Salem’s historic streets and coastal towns where art, legend and harbor views meet.
  • Follow Maine’s rugged coastline to Acadia National Park and its iconic lighthouses and seafood shacks.
  • Breathe in mountain air in New Hampshire’s White Mountains and Vermont’s rolling Green Mountain valleys.
  • Explore Connecticut’s seaside towns and Rhode Island’s elegant Newport before relaxing on Cape Cod’s shores.

 

Trip Includes

  • 12 days Intermediate Car Rental with unlimited mileage (Mazda 3 or similar)
  • Detailed day-by-day itinerary
  • 2 nights moderate accommodation in Boston
  • 1 night moderate accommodation in Kennebunkport
  • 1 night moderate accommodation in Belfast
  • 1 night moderate accommodation in Ellsworth
  • 1 night moderate accommodation in Gorham
  • 1 night moderate accommodation in North Conway
  • 1 night moderate accommodation in Rutland
  • 1 night moderate accommodation in Lenox
  • 1 night moderate accommodation in Mystic
  • 1 night moderate accommodation in Hyannis

 

Trip Excludes

  • Car Rental Insurance
  • Travel insurance
  • International and domestic airfare & airfare taxes
  • Meals and beverages not explicitly listed as included
  • Gratuities
  • Optional excursions
  • Items of a personal nature
  • Passport & Visa fees, if applicable

 

Summary

Terms and Conditions

Prices are "from" per person based on twin/double share accommodation and for travel in low season. Seasonal surcharges and blackout dates may apply. Limited seat/spaces and all pricing is subject to change and availability. Rates for single or triple travellers are available on request. Additional terms and conditions apply for car rental - please inquire.

 

Pick Up: Boston Logan International Airport

Drop Off: Boston Logan International Airport

 

Boston

Arrive at Boston International Airport and pick up your car rental. Depending on your time of arrival you might be able to explore a little of the city known the cradle of American liberty. Maybe a stroll along the Freedom Trail walking route, including Beacon Hill, a delightful area with steep cobbled streets and lined with a mix of buildings, including Victorian brick houses, lit by antique lanterns. The Massachusetts State House, resplendent with a gold dome, yet also site of the Boston Massacre, is near Charles Street with its chic boutiques and antique shops. Also consider the city's historic North End, fashionable Newbury Street, a visit to Fenway Park which is home to the Boston Red Socks and the Esplanade. Overnight Boston

 

Your Accommodation

The Westin Copley Place

Step into a AAA Four-Diamond hotel in the celebrated Back Bay neighborhood of Boston, MA which is a short stroll from fine dining destinations and upscale clothing stores at Copley Place shopping mall. Boston Symphony Hall, Fenway Park and other downtown attractions are within easy reach of The Westin Copley Place, Boston. Explore with ease and return to family-friendly accommodations and amenities. Exercise at our 24-hour Westin. WORKOUT Fitness Studio with Pelotons, eat at delicious on-site restaurants and sip on handcrafted cocktails at our welcoming lobby bar. In the evening, relax in a beautifully appointed, pet-friendly hotel room or suite with stylish décor, a signature Westin Heavenly Bed and a spacious bathroom. Our impressive 57,493 square feet of contemporary event space makes us a leading conference, wedding and event destination in downtown Boston, MA. We look forward to meeting you, providing for you and helping you hit your targets at The Westin Copley Place, Boston.

The Westin Copley Place

Boston - Kennebunkport (144 km / 90 miles)

Head north along the scenic New England coast through Massachusetts. Infamous for the Salem Witch Trials of 1692, Salem is a colorful city with a rich maritime heritage, Victorian architecture and fascinating stories that span nearly 400 years. Continue through Manchester-By-The-Sea, made famous by the award-winning 2016 movie of the same name and historic Rockport, an inspiration to painters since legendary American painter Winslow Homer spent two summers in this area. After exploring charming Rockport, head to Portsmouth, New Hampshire, settled in 1623, boasting a strong cultural and historic past. It's also a gateway to New Castle, one of New Hampshire's smallest towns and home of the Fort Constitution Historic Site. After exploring the fort, depart for Maine, where your first stop is Ogunquit, named by the Abenaki tribe, meaning 'beautiful place by the sea'. Enjoy the vintage feel of this lovely place, stroll among quaint buildings, or explore the Marginal Way Ocean path. The final stop today is Kennebunkport, Maine located by the Atlantic Ocean and Kennebunk River. Settled in the 1600s and a long-time ship building centre, the city's resident sea captains built fine mansions here, some of which have been transformed into lovely inns. Overnight Kennebunkport Area.

 

Your Accommodation

Holiday Inn Express Biddeford

Situated in Biddeford, Maine off Interstate 95 at exit 32 and near to all southern Maine’s vacation destinations along Route l, including Ogunquit, York, Kennebunkport, Old Orchard Beach & just 15 miles from the Portland Jetport, this hotel conveniently located accommodations make any commute a breeze. Business travelers find themselves in close proximity to companies like Soleras, Fiber Materials, GWI, General Dynamics, University of New England and the Shops at Biddeford Crossing. You'll stay productive whether you are preparing for a seminar in this hotel's well-appointed 24-hour business center with free Wi-Fi or relaxing while on a leisure get away in our spacious and modern guest rooms. Since the hotel is near Portland's Maine Mall, guests can enjoy great shopping just across the street at the largest and busiest mall in the state. The hotel is also only minutes away from Portland's best attractions and activities. Whether you tour the Portland Museum of Art, watch the AHL Portland Pirates play hockey at Cumberland County Civic Center, or visit the Portland Head Light in Cape Elizabeth on the shores of Fort Williams Park, this hotel's spot in South Portland, Maine is close to it all! And after a long day of meetings and tours, relax in our heated, indoor pool or recharge at the fitness center. Stay Smart in Biddeford, Maine, and reserve a room today to enjoy free Wi-Fi and the hotel's complimentary Express Start Breakfast Bar.

Holiday Inn Express Biddeford

Kennebunkport - Camden (196 km / 122 miles)

Today's first stop is Old Orchard Beach. Here, you can enjoy seven miles (11 kilometers) of sandy beach and Old Orchard Beach Pier, stretching more than 500 feet (150 meters) over the Atlantic Ocean. Continue north to the historic seacoast city of Portland with its funky galleries, one-of-a-kind shops, diverse restaurants, and many lighthouses (six within 30 minutes' drive of the city, among them, Portland Head Light, one of the most photographed in the USA). Take your time to explore the Arts District and Old Port historic district. As you continue through the mid-coast region of Maine, past quaint New England cottages and quiet coves, be sure to stop at Pemaquid Point Lighthouse in Bristol. The lighthouse itself is beautiful and the unusual rock formations bordering the structure make this a fabulous photo spot as well. Rockland, known as the 'Gateway to Penobscot Bay', is a classic working harbour town and home to galleries, craft shops, fine dining, and the Maine Lighthouse Museum with its fine collection. The final stop today is in Camden, where locals say, 'the mountains meet the sea'. A culinary mecca, Camden features charming little streets, huge schooners, and locally owned art galleries, making it the perfect destination to overnight. Overnight Belfast.

 

Your Accommodation

Fireside Inn Suites Ocean's Edge

Discover the history of Belfast with Museum in the Streets or explore the Belfast Rail Trail on the Passagassawaukeag. Hint: the locals call it the Passy. The rail-trail follows the route of the Belfast & Moosehead Lake Railroad, a passenger and freight line which operated from 1871 to 2007 between Belfast and Burnham Junction. The trail begins in downtown Belfast. From there, the crushed-stone, tree-lined trail heads northwest paralleling the river ending at the Belfast & Moosehead Lake Railroad. The train still operates on the weekends throughout the summer.

Fireside Inn Suites Ocean's Edge

Camden - Bar Harbor (128 km / 80 miles)

Follow the scenic shoreline of Penobscot Bay to Lincolnville in the heart of the Maine coast. This off-the-beaten-path place is a perfect spot to enjoy breathtaking views of the bay. Next, visit the picturesque town of Blue Hill to enjoy a laid-back and charming getaway. In addition to its historical architecture and shipbuilding roots, Blue Hill is also a gateway to Acadia National Park. Today's final stop is Bar Harbor on Mount Desert Island, featuring elegant Victorian architecture, and situated between the blue waters of Frenchman Bay and the woodlands of Acadia National Park. Overnight Ellsworth

 

Your Accommodation

Colonial Inn Ellsworth

The Colonial Inn Ellsworth, a Magnuson Hotels affiliate, is ideally located near Mount Desert Island in a peaceful suburban residential area just outside the city center, within easy distance of Hancock County - Bar Harbor Airport and Ellsworth's main commercial district, where guests can find a number of great dining and shopping venues. The hotel offers easy access to all the main tourist attractions in and around the city, including the Woodlawn Museum, Old Hancock County Jail, Stanwood Homestead Museum and Birdsacre Wildlife Sanctuary, and Ellsworth Waterfront. In addition, Ellsworth acts as the gateway to the Acadia National Park, while attractions such as Birdscare, Great Maine Lumberjack Show, Kisma Preserve, and Seacoast Fun Park are all just a short drive away. Visitors to the area can either catch a classic film or show at the Grand Theatre or listen to one of the many concerts offered in Ellsworth. The area is home to some of the best lake trout or smallmouth bass fishing and outfitters like Eagle Mountain Guide Service can get you to those areas. Guests at the Colonial Inn Ellsworth can enjoy superb amenities during their stay, with a choice of 67 spacious rooms, complete with air conditioning, color TV with Cable, fitness center and free Wi-Fi broadband internet, while cots and cribs available for those with young children, and dogs are welcome with a $25 fee per night. The Colonial Inn Ellsworth provides a restaurant. The Colonial Inn is a 100% nonsmoking facility.

Colonial Inn Ellsworth

Bar Harbor - Bethel (296 km / 184 miles)

Before travelling inland, take the morning to explore Acadia National Park, known for its rugged beauty. Expect to see glorious mountains and abundant wildlife and hear the thunder of crashing waves. Steep slopes rise above the rocky shore, including Cadillac Mountain, which at 1,529 feet (465 metres) is the highest peak on the U.S. Atlantic Coast. Travel east to Bethel, one of Maine's popular mountain villages, and a hub of outdoor activities from skiing in winter to hiking and biking in summer. The walkable city centre has everything visitors need. Overnight Gorham Area.

 

Your Accommodation

Town & Country Inn

Located in the White Mountains of New Hampshire, The Town & Country Inn and Resort is the perfect place for your next getaway. The NH resort hotel, located in the heart of the best the White Mountains, offers hiking, biking, ATV, snowmobile and cross-country ski trails leading directly from our destination resort hotel. After a fun day outdoors be ready to relax in our comfortable & clean rooms, lounge by our pool and hot tub, and enjoy a delicious dinner in our on-site restaurant.

Town & Country Inn

Bethel - North Conway (80 km / 50 miles)

Take a full day to explore the White Mountains of New Hampshire, joining Highway 15, also known as Three Rivers Scenic Drive which takes you past Mount Washington and the mountain pass known as Pinkham Notch. Adventurous visitors might want to stop to take the cog railway or drive to the summit of Mount Washington, home of the 'World's worst weather' to visit the weather station and Extreme Mount Washington museum. Outdoor lovers won't want to miss Pinkham Notch, a stunning natural landmark created by glaciers, erosion, and rivers, and separating three mountain ranges. Take the opportunity to hike trails that accommodate all skill levels or relax on a Gondola ride and enjoy the views in Wildcat Mountain Ski Area. The journey ends in North Conway in the heart of Mt. Washington Valley, home to nearly 100 stores, fine art galleries, locally made crafts, restaurants, pubs, and live entertainment. Overnight North Conway Area.

 

Your Accommodation

Omni Bretton Arms Inn at Mount Washington

Nestled in the shadow of the magnificent Presidential Range of New Hampshire's White Mountains, Omni Bretton Arms Inn at Mount Washington is a beautifully restored historic B&B and just a short walk to the landmark Omni Mount Washington Hotel. With picturesque perennial gardens and access to a variety of activities including skiing, snowboarding, horseback riding, golf, tennis and a canopy tour, the Omni Bretton Arms Inn is the perfect retreat for your next adventure.

Omni Bretton Arms Inn at Mount Washington

North Conway - Londonderry (296 km / 184 miles)

From North Conway, explore more of the White Mountains, taking the scenic Kancamagus Highway with a terrific photo opportunity at Albany Covered Bridge along the way. Next, stop at Flume Bridge, a covered bridge open to cars, on your way to spectacular Franconia Notch State Park with its many trails, aerial tramway, wildlife watching and other recreational activities. Journey through Hanover, New Hampshire, home to Dartmouth College, and on to Woodstock, Vermont, which is full of quintessential New England charm, with a village green, covered bridge and historic architecture. Continue to Londonderry at the gateway to the Green Mountains towards Rutland. Overnight Londonerry Area.

 

Your Accommodation

Killington Mountain Lodge, Tapestry Collection by Hilton

The mountain lodge is located on the 6th hole of Killington Golf Course, less than two miles from Killington Ski Area. In addition to the slopes, hike and bike trails for all skill levels can be found nearby, as well as plenty of local restaurants within a mile. After a busy day, dine in front of the cozy fireplace or soothe your muscles in the 20-person hot tub.

Killington Mountain Lodge, Tapestry Collection by Hilton

Londonderry - Stockbridge (165 km / 103 miles)

Today, explore Vermont's Green Mountains National Forest, beautiful in all seasons. Autumn is the most colorful time of year here, due to the brilliance of the changing foliage, but this area has something for outdoor enthusiasts year-round. Enjoy pastoral views as you travel along Route 7a through Manchester and Bennington, Vermont, where you should stop to photograph the beautiful, covered bridges before arriving in North Adams, Massachusetts for lunch. Continue to Stockbridge, home to the Norman Rockwell Museum, well worth a visit for its extensive collection of the beloved American illustrator's original works. Overnight Stockbridge Area.

 

Your Accommodation

Howard Johnson by Wyndham Lenox

Welcome to our Howard Johnson Express Inn - Lenox hotel, surrounded by the scenic Berkshire Mountains of Western Massachusetts. Our Lenox location near Bousquet Ski Area is conveniently located on Routes 20 and 7, just minutes from the Massachusetts Turnpike. You will be carving the fresh powder in no time from our affordable hotel.

Howard Johnson by Wyndham Lenox

Stockbridge - Mystic (220 km / 137 miles)

From Stockbridge, travel south to the Connecticut coast and Westport. The waterfront has a row of attractive red brick buildings, and the area enjoys some of the prettiest scenery in the state, making this a good stop for a picnic or a stroll through town. Further along the coast, stop at Old Saybrook, famous for being the home of Katharine Hepburn (now home to The Katharine Hepburn Cultural Arts Center). Filled with impressive architecture and many remarkable buildings, including historic manor houses and the Saybrook Breakwater Lighthouse, this is a perfect stop for lunch. Continue to Mystic, an attractive seaside village with a rich heritage. Originally one of the area's most important seaports, its history has been preserved at the Mystic Seaport, one of the country's largest maritime museums. Visit Main Street, with its many delicious seafood restaurants, quaint shops, and the famous Mystic Pizza restaurant, made famous in the 1988 movie 'Mystic Pizza'. Overnight Mystic.

 

Your Accommodation

Spark by Hilton Mystic Groton

Located off I-95, the hotel is nestled in the historic maritime town of Mystic. It is within two miles of downtown, the Mystic Bascule Drawbridge, and plenty of shopping and dining. The Mystic Aquarium, Mystic Seaport Museum and Olde Mistick Village, are only one mile away. Enjoy the outdoor pool, free WiFi and the complimentary Coffee & Bagel Bar.

Spark by Hilton Mystic Groton

Mystic - Cape Cod (207 km / 129 miles)

Take Highway 1 to Narragansett, Rhode Island, known for its sandy beaches, and continue on Highway 1a along the coast and across the Jamestown Bridge to Newport, one of the USA's original playgrounds for the rich and famous. Newport retains a luxurious charm and many of its Gilded Age mansions are open to the public for tours. If you are tennis fan, also check out the International Tennis Hall of Fame in Newport. Next, drive to charming Cape Cod, where your day's journey ends. Overnight Hyannis.

 

Your Accommodation

Holiday Inn Cape Cod - Hyannis

A Newly Renovated Hotel in Hyannis, Cape Cod! Stylish and contemporary, our Holiday Inn® Cape Cod Hyannis Hotel is conveniently located in the center of Cape Cod, and offers easy access to breathtaking beaches, historic charm, fine dining, and entertainment. While in the area, visit one of the many attractions including the JFK Museum, vibrant Main Street, the Hyannis waterfront district, and a myriad of beaches. While staying in Hyannis Cape Cod, hotel guests can enjoy taking a short ferry ride to Martha's Vineyard and Nantucket or a day trip to Provincetown and the National Seashore. World class whalewatching awaits courtesy of Hyannis Whale Watcher Cruises departing from nearby Barnstable Harbor.

Holiday Inn Cape Cod - Hyannis

Cape Cod - Boston (131 km / 82 miles)

You might want to do a little research ahead of time to select which of Cape Cod's beach towns you wish to see. Your choices include the bustle and fun of Falmouth on the Lower Cape, the flower-adorned cottages of Orleans, or the dune-swept beaches of Eastham and Truro on the Outer Cape. Busy Provincetown, an LGBT-friendly city at the tip of the Outer Cape, offers eclectic shops, galleries, and restaurants, as well as natural beaches and stellar whale watching. The Cape's scenic out islands - Martha's Vineyard and Nantucket - can be reached via ferry or small plane. Summer is high season on Cape Cod, and the shoulder seasons of spring and autumn offer quieter experiences. After your visit to Cape Cod, drive to Plymouth, 'America's hometown', where the Pilgrims landed in 1620 in search of a home and religious freedom. Plimoth Plantation is a must-visit, a fascinating, interactive view of the life of the early American colonists in a harsh land. Depart Plymouth and continue your drive to Boston. Overnight Boston.

 

Your Accommodation

The Westin Copley Place

Step into a AAA Four-Diamond hotel in the celebrated Back Bay neighborhood of Boston, MA which is a short stroll from fine dining destinations and upscale clothing stores at Copley Place shopping mall. Boston Symphony Hall, Fenway Park and other downtown attractions are within easy reach of The Westin Copley Place, Boston. Explore with ease and return to family-friendly accommodations and amenities. Exercise at our 24-hour Westin. WORKOUT Fitness Studio with Pelotons, eat at delicious on-site restaurants and sip on handcrafted cocktails at our welcoming lobby bar. In the evening, relax in a beautifully appointed, pet-friendly hotel room or suite with stylish décor, a signature Westin Heavenly Bed and a spacious bathroom. Our impressive 57,493 square feet of contemporary event space makes us a leading conference, wedding and event destination in downtown Boston, MA. We look forward to meeting you, providing for you and helping you hit your targets at The Westin Copley Place, Boston.

The Westin Copley Place

Make your way to Boston's Logan International Airport for your flight home unless you plan to extend your stay in New England.

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