Berkshires, Massachusetts Vacations & Adventures | Travel Deals & More

United States (40,150)
Canada (3,350)
Mexico (1,876)
Africa (3,078)
Asia (16,376)
Australia, NZ & Pacific (3,469)
Caribbean (1,589)
Central America (1,044)
Europe (33,321)
Middle East (3,061)
North America (45,376)
South America (5,233)

Canada (3,348)
Mexico (1,876)
United States (40,146)

Alabama (765)
Alaska (800)
Arizona (920)
Arkansas (585)
California (4,321)
Colorado (1,144)
Connecticut (377)
Delaware (121)
District of Columbia
Florida (3,318)
Georgia (1,564)
Hawaii (622)
Idaho (588)
Illinois (1,096)
Indiana (785)
Iowa (471)
Kansas (424)
Kentucky (584)
Louisiana (640)
Maine (587)
Maryland (736)
Massachusetts (656)
Michigan (874)
Minnesota (582)
Mississippi (399)
Missouri (706)
Montana (282)
Nebraska (243)
Nevada (349)
New Hampshire (236)
New Jersey (622)
New Mexico (417)
New York (1,256)
North Carolina (1,175)
North Dakota (117)
Ohio (964)
Oklahoma (460)
Oregon (563)
Pennsylvania (1,045)
Rhode Island (132)
South Carolina (771)
South Dakota (228)
Tennessee (941)
Texas (2,857)
Utah (437)
Vermont (211)
Virginia (1,220)
Washington (668)
Washington, D.C. (121)
West Virginia (195)
Wisconsin (702)
Wyoming (269)

Page 7 of 39

« Previous

Sort By

Seaduced Fishing Charters

Fishing Trips
Falmouth, Massachusetts - 137.3 mi away

Castafari

Fishing Trips
Vineyard Haven, Massachusetts - 139.9 mi away

Capawock Charters

Fishing Trips
Vineyard Haven, Massachusetts - 139.9 mi away

High Tides Charter

Fishing Trips
Vineyard Haven, Massachusetts - 139.9 mi away

3 Bedroom - Oak Bluffs, Martha's Vineyard

Vacation Rentals
Oak Bluffs, Massachusetts - 140.9 mi away

New Seabury Sunny Patio Home

Vacation Rentals
Mashpee, Massachusetts - 142.9 mi away

New Seabury Condo

Vacation Rentals
New Seabury, Massachusetts - 143.4 mi away

Bedrooms: 2 Sleeps: 4 Bathrooms: 1

3+ Bedroom Vacation Home in Edgartown, Martha's Vi

Vacation Rentals
Edgartown, Massachusetts - 144.6 mi away

Sea Hawk Charters

Fishing Trips
Edgartown, Massachusetts - 145.9 mi away

Agape' Bed & Breakfast

Bed & Breakfasts
Yarmouth Port, Massachusetts - 154 mi away

Cape Cod Waterfront Vacation Rental

Vacation Rentals
South Yarmouth, Massachusetts - 156.6 mi away

Captain Nickerson Inn

Bed & Breakfasts
Dennis (South), Massachusetts - 157.3 mi away

Walk to a beautiful beach - A Beach Breeze Inn

Hotels & Resorts
West Harwich, Massachusetts - 159.9 mi away

From $154

The Holden Inn

Bed & Breakfasts
Wellfleet, Massachusetts - 160.6 mi away

Oyster Cove B&B On Wellfleet Harbor

Bed & Breakfasts
Wellfleet, Massachusetts - 161.1 mi away

Jail Break Fishing Charters

Fishing Trips
Harwich Port, Massachusetts - 162.3 mi away

Helen B Charters

Fishing Trips
Harwich Port, Massachusetts - 162.3 mi away

Add Your Travel Services and Accommodations

Create a listing on RealAdventures and be seen by millions of travelers making plans for their next vacation.

Top Listings in United States (show all)

Marco Island Waterfront Fun Anglers Cove Resort

Marco Island, Florida
Vacation Rentals

From $114

Alaska's Ridgewood Wilderness Lodge

Halibut Cove, Alaska
Vacation Rentals

From $1,100

Afternoon of riding trail on horseback

Hastings, Minnesota
Horseback Riding & Dude Ranches

From $90

A& A Balloon Rides

Salem, New Hampshire
Hot Air Ballooning

From $300

Rainy Lake Houseboats premier houseboat rentals

International Falls, Minnesota
Sailing

From $260

Alaska Atv Adventures

Girdwood area, Alaska
ATV Riding & Jeep Tours

From $220

Lake Tahoe Balloons

So. Lake Tahoe, California
Hot Air Ballooning

From $399

Denton Ferry Rv Park & Cabin Rental

Cotter, Arkansas
Campgrounds & RV Parks

From $45

Dog Sledding Vacations & Dog Mushing Tours

Ely, Minnesota
Dog Sledding

From $200

Gentle Breeze Hot Air Balloon Company, Ltd

Lebanon, Ohio
Hot Air Ballooning

From $300

Top Listings in North America (show all)

Cowley's Rafter Six Ranch-trail Riding Specialists

Canmore, Alberta
Horseback Riding & Dude Ranches

From $60

Dog sledding at Auberge and Nordic Spa Beaux Reves

Sainte-Adele, Quebec
Dog Sledding

From $67

Lord's Seaside Cottages Weddings and Events

Borden-Carleton, Prince Edward Island
Vacation Rentals

From $111

Day Sailing & Custom Charters On The Schooner Olad

Camden, Maine
Sailing

From $57

Seabreeze Campground

Canso, Nova Scotia
Campgrounds & RV Parks

From $79

Old Entrance Cabins & Trail Rides Near Jasper Park

Hinton, Alberta
Horseback Riding & Dude Ranches

From $44

Hot Air Balloon Rides In Central Ohio

Columbus, Ohio
Hot Air Ballooning

From $675

Best-view Waterfront Cottages

North Rustico, Prince Edward Island
Vacation Rentals

Chicken Gold Camp and Outpost

Chicken, Alaska
Campgrounds & RV Parks

From $14

Bear Viewing In Alaska

Homer, Alaska
Eco Tours

From $475

Accommodations

Adventure Travel

Cruises

Personal Growth & Educational

Explore Over 100 Travel Categories To Find Your Next Amazing Vacation

With a diverse array of more than 100 travel categories and options, finding the ideal vacation is a breeze. Whether you are looking for a cozy cabins, luxurious resorts, thrilling adventure tours, or tranquil beach getaways, we have the perfect travel option waiting for you.

01Accommodations

02Adventure Travel

03Cruises

04Fishing & Hunting

05Health & Wellness

06Local Entertainment

07Nature & Wildlife

08Personal Growth & Educational

09Rentals

10Snow & Ski Vacations

11Tours

12Travel Services

Berkshires, Massachusetts Vacations & Adventures | Travel Deals & More

Browse the Berkshires, Massachusetts vacation travel deals, packages and specials. Make your reservations for the best Berkshires, Massachusetts adventures, tours, travel, accommodations and much more. Photo gallery, interactive maps, reviews and tips. More Within 5 mi, 10 mi, 25 mi, 50 mi, 100 mi, 250 mi, 500 mi, 1000 mi of Berkshires, Massachusetts

Get Your Free RealAdventures Travel Newsletter

Get your free travel newsletter full of inspiring travel ideas, great deals, destinations and adventures. Discover new places to explore, new adventures and new experiences. See latest edition.

Sign-Up Today »