clock menu more-arrow no yes
Photos via resort websites unless otherwise noted

Boston road trip: 16 top hotels and resorts to visit within driving distance

From near Canada to the Cape

View as Map

Everyone knows that Massachusetts and its northern New England neighbors are chock-a-block with fantastic destinations.

Here are 16 of the best resorts and hotels within a reasonable driving distance of the Boston area for your next getaway. Each has a lot of activities for guests, never mind serene locations. (H/t Yelp and TripAdvisor for some details here.)

Go.

Read More

1. The Red Lion Inn

Copy Link
30 Main St
Stockbridge, MA 01262

The Red Lion is one of the few hotels in America that has been operating continuously since before 1800 (it dates from 1773). It’s also centrally located in one of the more quaint towns in all of New England.

2. Cranwell Spa and Golf Resort

Copy Link
55 Lee Rd
Lenox, MA 01240
(413) 637-1364
Visit Website

There is plenty of golf here (18 holes and 90-year-old fairways) and plenty of spa treatments (50). The resort also boasts several in-house restaurants.

3. Blantyre

Copy Link
16 Blantyre Rd
Lenox, MA 01240
 (413) 637-3556
Visit Website

It’s said no two rooms look the same at this Downton-esque Berkshires getaway. There is a main house, a carriage house, and a collection of cottages scattered across quiet country grounds.

4. The Equinox

Copy Link
3567 Main St
Manchester Center, VT 05255
(802) 362-4700
Visit Website

The bones of this two-building resort date from just before the American Revolution (the area was a popular hunting hub in colonial days). Guests can hike and bike to their hearts’ content—or take lessons in falconry.

5. Stowe Mountain Lodge

Copy Link
7412 Mountain Rd
Stowe, VT 05672
 (802) 282-4625 
Visit Website

Obviously, the ski resorts of Vermont are best visited during the wintry months. But! This resort at the base of Stowe Mountain does include a top-notch spa as well as a 36-hole golf course. Besides, go off-season and escape the crowds.

6. Stoweflake Mountain Resort & Spa

Copy Link
1746 Mountain Rd
Stowe, VT 05672

The 60-acre resort offers deals during the warmer months that allow visitors to take advantage of activities such as boating and hiking. And, of course, there is plenty of skiing come winter.

7. Woodstock Inn & Resort

Copy Link
14 The Green
Woodstock, VT
(802) 332-6853
Visit Website

This 142-room inn is perfectly placed to allow for exploration of the surrounding town, one of several achingly quaint ones in Vermont.

8. Omni Mount Washington Resort

Copy Link
301 Mount Washington Hotel Rd
Bretton Woods, NH 03575
(603) 278-1000
Visit Website

The spa at this resort runs to 25,000 square feet and there are two golf courses—one nine holes and one 18. There are also zip lines. Whee!

9. The White Mountain Hotel & Resort

Copy Link
2560 West Side Rd
North Conway, NH 03860
(603) 356-7100
Visit Website

This super-quaint inn includes a relatively slim amount of rooms (80) and raved-about on-site dining options. Nearby hiking opportunities abound.

10. The Captain Lord Mansion

Copy Link
6 Pleasant St
Kennebunkport, ME 04046

There are only 20 rooms at this high-end inn. And a three-course breakfast.

11. The Westin Portland

Copy Link
157 High St
Portland, ME 04101
(207) 775-5411
Visit Website

Want a home base for exploring the New England city every Bostonian dreams of relocating to? Try the Westin. It essentially drops guests in the walkable center of town.

12. Inn by the Sea

Copy Link
40 Bowery Beach Rd
Cape Elizabeth, ME 04107
(207) 799-3134  
Visit Website

This cozy spread is less than 10 miles south of Portland, so visitors can take in Maine’s metropolis during the day and retire to peak New England quaintness in the evening.

13. The Mansion at Ocean Edge Resort & Golf Club

Copy Link
2907 Main St
Brewster, MA 02631
(888) 509-4600
Visit Website

This 429-acre Cape Cod resort includes a Jack Nicklaus-designed golf course and 26 miles of hiking-slash-biking trails.

14. Wequassett Resort and Golf Club

Copy Link
2173 MA-28
East Harwich, MA 02645
(800) 225-7125
Visit Website

Golf, sailing, stuff for the kids, beaches, pools, spa treatments, etc.—the Cape Cod location has all that and an in-house tavern called Thoreau.

15. Chatham Bars Inn

Copy Link
297 Shore Rd
Chatham, MA
(800) 527-4884
Visit Website

This Cape Cod spot is more than 100 years old now, and takes a more low-key approach to the whole seaside resort concept.

Photo via TripAdvisor

16. The Harborside Hotel, Spa & Marina

Copy Link
55 West St
Bar Harbor, ME 04609
(207) 288-5033
Visit Website

The prime location of this more than century-old resort includes proximity to Acadia National Park. Note: It’s only open during the warmer months (winter in Maine is an acquired taste anyway).

1. The Red Lion Inn

30 Main St, Stockbridge, MA 01262

The Red Lion is one of the few hotels in America that has been operating continuously since before 1800 (it dates from 1773). It’s also centrally located in one of the more quaint towns in all of New England.

30 Main St
Stockbridge, MA 01262

2. Cranwell Spa and Golf Resort

55 Lee Rd, Lenox, MA 01240

There is plenty of golf here (18 holes and 90-year-old fairways) and plenty of spa treatments (50). The resort also boasts several in-house restaurants.

55 Lee Rd
Lenox, MA 01240

3. Blantyre

16 Blantyre Rd, Lenox, MA 01240

It’s said no two rooms look the same at this Downton-esque Berkshires getaway. There is a main house, a carriage house, and a collection of cottages scattered across quiet country grounds.

16 Blantyre Rd
Lenox, MA 01240

4. The Equinox

3567 Main St, Manchester Center, VT 05255

The bones of this two-building resort date from just before the American Revolution (the area was a popular hunting hub in colonial days). Guests can hike and bike to their hearts’ content—or take lessons in falconry.

3567 Main St
Manchester Center, VT 05255

5. Stowe Mountain Lodge

7412 Mountain Rd, Stowe, VT 05672

Obviously, the ski resorts of Vermont are best visited during the wintry months. But! This resort at the base of Stowe Mountain does include a top-notch spa as well as a 36-hole golf course. Besides, go off-season and escape the crowds.

7412 Mountain Rd
Stowe, VT 05672

6. Stoweflake Mountain Resort & Spa

1746 Mountain Rd, Stowe, VT 05672

The 60-acre resort offers deals during the warmer months that allow visitors to take advantage of activities such as boating and hiking. And, of course, there is plenty of skiing come winter.

1746 Mountain Rd
Stowe, VT 05672

7. Woodstock Inn & Resort

14 The Green, Woodstock, VT

This 142-room inn is perfectly placed to allow for exploration of the surrounding town, one of several achingly quaint ones in Vermont.

14 The Green
Woodstock, VT

8. Omni Mount Washington Resort

301 Mount Washington Hotel Rd, Bretton Woods, NH 03575

The spa at this resort runs to 25,000 square feet and there are two golf courses—one nine holes and one 18. There are also zip lines. Whee!

301 Mount Washington Hotel Rd
Bretton Woods, NH 03575

9. The White Mountain Hotel & Resort

2560 West Side Rd, North Conway, NH 03860

This super-quaint inn includes a relatively slim amount of rooms (80) and raved-about on-site dining options. Nearby hiking opportunities abound.

2560 West Side Rd
North Conway, NH 03860

10. The Captain Lord Mansion

6 Pleasant St, Kennebunkport, ME 04046

There are only 20 rooms at this high-end inn. And a three-course breakfast.

6 Pleasant St
Kennebunkport, ME 04046

11. The Westin Portland

157 High St, Portland, ME 04101

Want a home base for exploring the New England city every Bostonian dreams of relocating to? Try the Westin. It essentially drops guests in the walkable center of town.

157 High St
Portland, ME 04101

12. Inn by the Sea

40 Bowery Beach Rd, Cape Elizabeth, ME 04107

This cozy spread is less than 10 miles south of Portland, so visitors can take in Maine’s metropolis during the day and retire to peak New England quaintness in the evening.

40 Bowery Beach Rd
Cape Elizabeth, ME 04107

13. The Mansion at Ocean Edge Resort & Golf Club

2907 Main St, Brewster, MA 02631

This 429-acre Cape Cod resort includes a Jack Nicklaus-designed golf course and 26 miles of hiking-slash-biking trails.

2907 Main St
Brewster, MA 02631

14. Wequassett Resort and Golf Club

2173 MA-28, East Harwich, MA 02645

Golf, sailing, stuff for the kids, beaches, pools, spa treatments, etc.—the Cape Cod location has all that and an in-house tavern called Thoreau.

2173 MA-28
East Harwich, MA 02645

15. Chatham Bars Inn

297 Shore Rd, Chatham, MA
Photo via TripAdvisor

This Cape Cod spot is more than 100 years old now, and takes a more low-key approach to the whole seaside resort concept.

297 Shore Rd
Chatham, MA

16. The Harborside Hotel, Spa & Marina

55 West St, Bar Harbor, ME 04609

The prime location of this more than century-old resort includes proximity to Acadia National Park. Note: It’s only open during the warmer months (winter in Maine is an acquired taste anyway).

55 West St
Bar Harbor, ME 04609