Dorset Vacation Packages 2025/2026 from $366

Dorset flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Motel 6 Albany, NY

West End

$366

per person

Oct 11 - Oct 15

found 17 hours ago

Roundtrip flight included

Chicago (ORD) to Albany (ALB)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli is provided and the front desk is staffed around-the-clock.

Valley Craft Ales

$590

per person

Oct 11 - Oct 17

found 7 hours ago

Roundtrip flight included

Chicago (ORD) to Albany (ALB)

This lodge doesn't skimp on freebies - guests receive free WiFi and free self parking. A fireplace in the lobby and a communal living room are also provided.

The Wiltwyck

$705

per person

Oct 11 - Oct 15

found 17 hours ago

Roundtrip flight included

Chicago (ORD) to Albany (ALB)

Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.

Kimpton Taconic Hotel by IHG

Save 100% on your flight

$1,875

per person

Oct 11 - Oct 17

found 7 hours ago

Roundtrip flight included

Chicago (ORD) to Albany (ALB)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.

Hilton Garden Inn Albany Airport

$493

per person

Sep 26 - Sep 29

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Albany (ALB)

This hotel features an indoor pool, A 24-hour gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free airport shuttle. Unwind with a drink at the bar/lounge and enjoy perks like a free area shuttle.

Top Dorset hotels deals

8-bedroom vacation home just 16 minutes from Golf Club at Equinox

Get rates

A gym is featured at this vacation home, along with a garden and laundry facilities. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site.

Kitchen

Washer

The Equinox Golf Resort & Spa

3567 Main Street Route 7A, Manchester, VT

Free Cancellation

Reserve now, pay when you stay

$180 nightly

$198 total

Aug 26 - Aug 27

Total with taxes and fees

This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.

Pool

Hot Tub

Kimpton Taconic Hotel by IHG

3835 Main St., Manchester, VT

Free Cancellation

$213 nightly

$234 total

Sep 1 - Sep 2

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.

Pool

Pet friendly

Pointe at Castle Hill Resort

2940 State Route 103, Cavendish, VT

$128 nightly

$138 total

Sep 2 - Sep 3

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Pool

Hot Tub

Mount Snow Grand Summit Resort

89 Grand Summit Way, West Dover, VT

Free Cancellation

$148 nightly

$163 total

Aug 28 - Aug 29

Total with taxes and fees

This smoke-free resort features ski-in/ski-out access, a full-service spa, and a restaurant. Enjoy the outdoor pool and perks like free valet parking and a free area shuttle. You'll appreciate the gym, bar/lounge, and laundry facilities.

Pool

Spa

The Palmer House Resort, Ascend Hotel Collection

5383 Main St, Manchester Center, VT

Free Cancellation

Reserve now, pay when you stay

$150 nightly

$165 total

Aug 27 - Aug 28

Total with taxes and fees

This smoke-free hotel features a golf course, 2 outdoor tennis courts, and a restaurant. Enjoy the indoor pool and free perks like continental breakfast and free self parking. You'll appreciate the seasonal outdoor pool, bar/lounge, and free newspapers.

Pool

Hot Tub

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Dorset Playhouse

4.5/5(7 reviews)

You can enjoy a show at Dorset Playhouse during your trip to Dorset. Discover the mountain views in this quaint area.

Dorset Village Public Library

Dorset Village Public Library is just one of the places to see in Dorset, so why not enjoy the other things to explore during your travels? Amble around the area's parks or experience its theater scene.

Dorset Historical Society Museum

You can spend time exploring the galleries in Dorset Historical Society Museum in Dorset. Amble around the area's parks or experience its theater scene.

Frequently asked questions

How much are vacation packages to Dorset?

Adventures are calling in Dorset, with Travelocity vacation packages starting from just $366. In addition to flights and hotels, these amazing deals are a simple way to see every corner of the world.

How long should my Dorset vacation be?

Most travelers reserve a hotel for 2 nights in Dorset. But that doesn't mean you have to do that. How long you stay all comes down to how much you want to do during your vacation. If you hope to see every nook and cranny of this superb location, stay another night or so (or even longer!).

Where can I get the best vacation package deals for Dorset?

You'll discover a fantastic range of Dorset package deals on Travelocity. With 400 partner airlines and 1,000,000 properties across the globe, putting together your ultimate escape will be a breeze.

Why should I book my Dorset vacation package via Travelocity?

Whether you're on the hunt for the ultimate unplugged vacation or after the fun and excitement of the big city, booking everything with Travelocity saves you time, hassle and money. No need to comb through hundreds of different websites to find the best deal — our Price Match Guarantee ensures you'll never be out of pocket, and our team of customer service experts are available 24/7 should you need them.

Can I save money on my Dorset car rental if I bundle it with hotels and flights?

Definitely. And our Dorset vacation packages are the best way to do it. In just a few clicks you can save cash and time by booking everything in one place. Pick up the keys to your rental car then set your own course. Looking for things to do? Add a few tours to your package and make savings on those too.

What is there to do in Dorset?

Dorset Playhouse is one of the outstanding sights that make Dorset a popular place to visit. But leave some extra time to discover its lesser-known attractions too. This is often where the best memories are made.

Where should I stay when visiting Dorset?

If you're searching for someplace comfortable to base yourself, take a look at the Private*Views*Mt. Equinox*Skiing*Horse Show. It's the top choice for many travelers.