Whether you’re looking for a romantic weekend getaway or just a bit of pampering, escaping everyday life in Massachusetts is as easy as checking into one of these enchanting bed and breakfasts. Here are a few of the best bed and breakfasts in Massachusetts.

  1. Captain’s House Inn, Chatham

Facebook/Captain’s House Inn

Facebook/Captain’s House Inn Check into this historic 1839 Greek Revival estate in beautiful Chatham for a classic Cape Cod experience. The inn was built by a sea captain for his wife and nine children, and it offers 16 luxurious rooms and suites perfect for couples. Gourmet breakfasts are served in sunny common areas and guests are welcome to stroll through the herb garden or slip into in-room Jacuzzi tubs. Afternoon tea is also served here, adding an extra air of elegance to your stay. Captain’s House Inn is one of the best places to stay in Massachusetts. Visit the website to learn more and book your stay.

Address: 369 Old Harbor Road, Chatham, MA, 02633 369 Old Harbor Rd, Chatham, MA 02633, USA

  1. Blue, Newbury

Facebook/Blue This inn is as oceanfront as you can get. Located just a short walk from beautiful downtown Newburyport, the inn’s sweeping views can be admired through panoramic windows that look out from rooms dressed up in crisp summer whites and pops of color. Visit the website to learn more and book your stay.

Address: 20 Fordham Way, Plum Island, Newbury, 01951 20 Fordham Way, Newbury, MA 01951, USA

  1. Deerfield Inn, Deerfield

Facebook/Deerfield Inn

Facebook/The Deerfield Inn The Deerfield Inn dates back to 1884 and features 24 rooms that are each individually decorated in a traditional, cozy New England style. Warm up by your room’s fireplace and enjoy amenities like complimentary tea and cookies, a full country breakfast, and discounts on local museums. It’s one of the most magnificent getaway spots on Massachusetts. Read our previous article to learn more about Deerfield Inn.

Address: 81 Old Main Street, Deerfield, MA, 01342 81 Old Main St, Deerfield, MA 01342, USA

  1. Birchwood Inn, Lenox

Birdwood Inn Lenox isn’t lacking in quaint spots to rest and relax, and this charming inn is among the best. It’s been welcoming guests since 1766, and you’ll be wooed by the spacious book-lined library, breakfast in the sunlit dining room, and yummy homemade cookies by the fire. Visit the website for more information and book your stay.

Address: 7 Hubbard St, Lenox, MA, 01240 7 Hubbard St, Lenox, MA 01240, USA

  1. Harbor Light Inn, Marblehead

Facebook/Harbor Light Inn

Facebook/Harbor Light Inn Head to the heart of historic Marblehead to find one of the most charming bed and breakfasts in Massachusetts. Guests can expect luxurious furnishings that date back to the area’s whaling heyday, as well as art galleries, restaurants, and fine shopping all within walking distance. Visit the website to learn more and book your stay.

Address: 58 Washington St Marblehead, MA, 01945 58 Washington St Marblehead, MA 01945

  1. Centennial House Bed and Breakfast, Northfield

Facebook/Centennial House

Facebook/Centennial House Centennial House is the largest bed and breakfast in Franklin County. It specializes in delicious three-course gourmet breakfasts and helping guests explore the beautiful Berkshires and Pioneer Valley. Visit the website to learn more and book your stay.

Address: 94 Main St Northfield, MA, 01360 94 Main St, Northfield, MA 01360, USA

  1. Rookwood Inn, Lenox

Rookwood Inn/Facebook (Editor’s Note: Rookwood Inn recently reopened as The Constance. Check the website for details and updates.)

The Rookwood Inn is a gorgeous Victorian estate bursting with luxurious amenities like private pouches, canopy beds and cozy fireplaces. You’ll be within walking distance to shops and restaurants, as well as Tanglewood. It offers a country feel without sacrificing convenience and is one of the best and breakfasts in Massachusetts. Visit the website to learn more and book your stay.

Address: 11 Old Stockbridge Rd, Lenox, MA, 01240 11 Old Stockbridge Rd, Lenox, MA 01240, USA

  1. Brass Lantern Inn, Nantucket

Facebook/Brass Lantern Inn

Facebook/Brass Lantern Inn Traditional Nantucket hospitality reigns at this cozy inn at the heart of the historic district. At the Brass Lantern, you’ll find classy rooms with en-suite baths and a friendly vibe. Pets are welcome and guests are just a short walk from restaurants, shops, and the ferries. It’s one of the most perfect getaway spots in Massachusetts. Visit the website to learn more and book your stay.

Address: 11 N Water St Nantucket, MA, 02554 11 N Water St, Nantucket, MA 02554, USA

  1. Applegate Inn, Lee

Facebook/Applegate Inn

Facebook/Applegate Inn The Applegate Inn is located in Lee and is surrounded by towering pines, beautiful rose gardens, and manicured lawns. Inside, you’ll find beautiful carpets, antiques, and staff that will make you feel like royalty. The building itself was originally built as the summer house of a wealthy New York surgeon in the 1920s, so there’s a definite glamor factor. Visit the website to learn more and book your stay.

Address: 279 W Park St, Lee, MA, 01238 279 W Park St, Lee, MA 01238, USA

  1. White Porch Inn Art Hotel, Provincetown

Facebook/White Porch Inn

Facebook/White Porch Inn This inn won the “Best of Cape Cod” award in 2015 and it’s easy to see why. Housed in a historic and charming old sailing home, the inn offers first-class amenities like spa tubs, water views, and fireplaces. The decor is clean and breezy while still feeling comfy and relaxed. Visit the website to learn more and book your stay.

Address: Historic District, 7 Johnson St, Provincetown, MA, 02657 Historic District, 7 Johnson St, Provincetown, MA 02657, USA

  1. Staveleigh House, Sheffield

Facebook/Staveleigh House

Facebook/Staveleigh House The last on our list of the best bed and breakfasts in Massachusetts is the Staveleigh House. This two-story colonial in the Berkshires is charming and pet-friendly. You and your sweetheart will love exploring nearby Great Barrington and Tanglewood, as well as indulging in the delicious and free gourmet breakfast. Visit the website to learn more and book your stay.

Address: 59 Main St, Sheffield, MA, 01257 59 Main St, Sheffield, MA 01257, USA

Would you like to book a stay at one of these best bed and breakfasts in Massachusetts? If a romantic getaway is what you’re after, check out some of the most romantic spots in Massachusetts here.

Facebook/Captain’s House Inn

Facebook/Captain’s House Inn

Check into this historic 1839 Greek Revival estate in beautiful Chatham for a classic Cape Cod experience. The inn was built by a sea captain for his wife and nine children, and it offers 16 luxurious rooms and suites perfect for couples. Gourmet breakfasts are served in sunny common areas and guests are welcome to stroll through the herb garden or slip into in-room Jacuzzi tubs. Afternoon tea is also served here, adding an extra air of elegance to your stay. Captain’s House Inn is one of the best places to stay in Massachusetts. Visit the website to learn more and book your stay.

Address: 369 Old Harbor Road, Chatham, MA, 02633

369 Old Harbor Rd, Chatham, MA 02633, USA

Facebook/Blue

This inn is as oceanfront as you can get. Located just a short walk from beautiful downtown Newburyport, the inn’s sweeping views can be admired through panoramic windows that look out from rooms dressed up in crisp summer whites and pops of color. Visit the website to learn more and book your stay.

Address: 20 Fordham Way, Plum Island, Newbury, 01951

20 Fordham Way, Newbury, MA 01951, USA

Facebook/Deerfield Inn

Facebook/The Deerfield Inn

The Deerfield Inn dates back to 1884 and features 24 rooms that are each individually decorated in a traditional, cozy New England style. Warm up by your room’s fireplace and enjoy amenities like complimentary tea and cookies, a full country breakfast, and discounts on local museums. It’s one of the most magnificent getaway spots on Massachusetts. Read our previous article to learn more about Deerfield Inn.

Address: 81 Old Main Street, Deerfield, MA, 01342

81 Old Main St, Deerfield, MA 01342, USA

Birdwood Inn

Lenox isn’t lacking in quaint spots to rest and relax, and this charming inn is among the best. It’s been welcoming guests since 1766, and you’ll be wooed by the spacious book-lined library, breakfast in the sunlit dining room, and yummy homemade cookies by the fire. Visit the website for more information and book your stay.

Address: 7 Hubbard St, Lenox, MA, 01240

7 Hubbard St, Lenox, MA 01240, USA

Facebook/Harbor Light Inn

Head to the heart of historic Marblehead to find one of the most charming bed and breakfasts in Massachusetts. Guests can expect luxurious furnishings that date back to the area’s whaling heyday, as well as art galleries, restaurants, and fine shopping all within walking distance. Visit the website to learn more and book your stay.

Address: 58 Washington St Marblehead, MA, 01945

58 Washington St Marblehead, MA 01945

Facebook/Centennial House

Centennial House is the largest bed and breakfast in Franklin County. It specializes in delicious three-course gourmet breakfasts and helping guests explore the beautiful Berkshires and Pioneer Valley. Visit the website to learn more and book your stay.

Address: 94 Main St Northfield, MA, 01360

94 Main St, Northfield, MA 01360, USA

Rookwood Inn/Facebook

(Editor’s Note: Rookwood Inn recently reopened as The Constance. Check the website for details and updates.)

The Rookwood Inn is a gorgeous Victorian estate bursting with luxurious amenities like private pouches, canopy beds and cozy fireplaces. You’ll be within walking distance to shops and restaurants, as well as Tanglewood. It offers a country feel without sacrificing convenience and is one of the best and breakfasts in Massachusetts. Visit the website to learn more and book your stay.

Address: 11 Old Stockbridge Rd, Lenox, MA, 01240

11 Old Stockbridge Rd, Lenox, MA 01240, USA

Facebook/Brass Lantern Inn

Traditional Nantucket hospitality reigns at this cozy inn at the heart of the historic district. At the Brass Lantern, you’ll find classy rooms with en-suite baths and a friendly vibe. Pets are welcome and guests are just a short walk from restaurants, shops, and the ferries. It’s one of the most perfect getaway spots in Massachusetts. Visit the website to learn more and book your stay.

Address: 11 N Water St Nantucket, MA, 02554

11 N Water St, Nantucket, MA 02554, USA

Facebook/Applegate Inn

The Applegate Inn is located in Lee and is surrounded by towering pines, beautiful rose gardens, and manicured lawns. Inside, you’ll find beautiful carpets, antiques, and staff that will make you feel like royalty. The building itself was originally built as the summer house of a wealthy New York surgeon in the 1920s, so there’s a definite glamor factor. Visit the website to learn more and book your stay.

Address: 279 W Park St, Lee, MA, 01238

279 W Park St, Lee, MA 01238, USA

Facebook/White Porch Inn

This inn won the “Best of Cape Cod” award in 2015 and it’s easy to see why. Housed in a historic and charming old sailing home, the inn offers first-class amenities like spa tubs, water views, and fireplaces. The decor is clean and breezy while still feeling comfy and relaxed. Visit the website to learn more and book your stay.

Address: Historic District, 7 Johnson St, Provincetown, MA, 02657

Historic District, 7 Johnson St, Provincetown, MA 02657, USA

Facebook/Staveleigh House

The last on our list of the best bed and breakfasts in Massachusetts is the Staveleigh House. This two-story colonial in the Berkshires is charming and pet-friendly. You and your sweetheart will love exploring nearby Great Barrington and Tanglewood, as well as indulging in the delicious and free gourmet breakfast. Visit the website to learn more and book your stay.

Address: 59 Main St, Sheffield, MA, 01257

59 Main St, Sheffield, MA 01257, USA

OnlyInYourState may earn compensation through affiliate links in this article.

The OIYS Visitor Center

Best Bed And Breakfasts In Massachusetts January 17, 2022 Melissa M. What are some of the best road trips to take in Massachusetts? Take a look at our curated road trip in this article. It’s filled with fun, one-of-a-kind road trips you will absolutely love! From a Massachusetts Ice Cream Trail to a trip to Horseneck Beach State Reservation and beyond, you will find several ideas for your next adventure. What are some of the best hotels to stay at in Massachusetts? Among the best hotels in the state are the XV Beacon Hotel in Boston, the Wequesset Resort and Golf Club in Harwich, and the Wauwinet in Nantucket. What are some of the best small towns in Massachusetts? Small towns are aplenty throughout the Bay State and we have compiled a list of a few of our favorites in this post.

The OIYS Visitor Center

Best Bed And Breakfasts In Massachusetts

January 17, 2022

Melissa M.

What are some of the best road trips to take in Massachusetts? Take a look at our curated road trip in this article. It’s filled with fun, one-of-a-kind road trips you will absolutely love! From a Massachusetts Ice Cream Trail to a trip to Horseneck Beach State Reservation and beyond, you will find several ideas for your next adventure. What are some of the best hotels to stay at in Massachusetts? Among the best hotels in the state are the XV Beacon Hotel in Boston, the Wequesset Resort and Golf Club in Harwich, and the Wauwinet in Nantucket. What are some of the best small towns in Massachusetts? Small towns are aplenty throughout the Bay State and we have compiled a list of a few of our favorites in this post.

The OIYS Visitor Center

The OIYS Visitor Center

Take a look at our curated road trip in this article. It’s filled with fun, one-of-a-kind road trips you will absolutely love! From a Massachusetts Ice Cream Trail to a trip to Horseneck Beach State Reservation and beyond, you will find several ideas for your next adventure.

What are some of the best hotels to stay at in Massachusetts?

Among the best hotels in the state are the XV Beacon Hotel in Boston, the Wequesset Resort and Golf Club in Harwich, and the Wauwinet in Nantucket.

What are some of the best small towns in Massachusetts?

Small towns are aplenty throughout the Bay State and we have compiled a list of a few of our favorites in this post.