Deals on vacations and trips to Ashland

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Ashland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Best Western Springfield West Inn

Best Western Springfield West Inn

2.5 out of 5
Price was $411, price is now $259 per person
$259
per person
Nov 7 - Nov 9
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a 24-hour gym on site, and a 24-hour front desk and express check-out are also provided.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
Price was $730, price is now $382 per person
$382
per person
Nov 8 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was $818, price is now $547 per person
$547
per person
Nov 18 - Nov 21
found 16 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
This hotel features a restaurant, a rooftop terrace, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free continental breakfast is served.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,492, price is now $1,053 per person
$1,053
per person
Dec 15 - Dec 18
found 16 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $1,510, price is now $1,074 per person
$1,074
per person
Dec 11 - Dec 14
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Boston (BOS)
A full-service spa, 3 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and rooftop terrace.

Top Ashland hotels deals

citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
Free Cancellation
Reserve now, pay when you stay
$244 nightly
The price is $284 total per night
$284 total
Oct 19 - Oct 20
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A coffee shop, a communal living room, and express check-in are also on offer.
Free WiFi
Restaurant
Sheraton Boston, a Marriott Hotel

Sheraton Boston, a Marriott Hotel

4 out of 5
39 Dalton St, Boston, MA
Free Cancellation
Reserve now, pay when you stay
$263 nightly
The price is $306 total per night
$306 total
Oct 12 - Oct 13
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, limo/town car service, and a garden are also on offer.
Pool
Pet friendly
The Charles Hotel

The Charles Hotel

4 out of 5
One Bennett Street, Cambridge, MA
Free Cancellation
Reserve now, pay when you stay
$292 nightly
The price is $338 total per night
$338 total
Oct 30 - Oct 31
Total with taxes and fees
A full-service spa, 3 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, limo/town car service, and a snack bar/deli are also offered.
Spa
Pet friendly
Midtown Hotel

Midtown Hotel

2 out of 5
220 Huntington Avenue, Boston, MA
$237 nightly
The price is $272 total per night
$272 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel features free WiFi in public areas, laundry facilities, and self parking. There's a fireplace in the lobby and multilingual staff can provide around-the-clock assistance.
Pet friendly
Free WiFi
Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel

4 out of 5
47 Huntington Ave, Boston, MA
Free Cancellation
Reserve now, pay when you stay
$203 nightly
The price is $237 total per night
$237 total
Oct 19 - Oct 20
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking, express check-out, and luggage storage are also offered.
Free WiFi
Restaurant
The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel

4 out of 5
10 Huntington Ave, Boston, MA
$286 nightly
The price is $333 total per night
$333 total
Oct 30 - Oct 31
Total with taxes and fees
This smoke-free hotel features 4 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, limo/town car service, and a snack bar/deli are also on offer.
Pet friendly
Free WiFi
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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

Ashland State Park

You can take time to visit Ashland State Park during your travels to Ashland. While you're in the area, wander around the parks.

Ashland State Park

Frequently asked questions

How much are vacation packages to Ashland?
Your travel fantasies can all come true in Ashland for as low as $259. Our affordable package deals include flights and hotels, so you'll find booking is nice and easy. All you'll have to focus on is having a good time.
How long should my Ashland vacation be?
Most travelers spend roughly 2 nights in Ashland, but how long you stay is totally up to you. If you're hoping to explore all the exciting things this destination has to offer, why not hang around for a couple of extra nights?
Where can I get the best vacation package deals for Ashland?
It's hard to top Travelocity when it comes to piecing together your Ashland package deal. There are at least 400 air carriers and 1,000,000 properties around the world to choose from. Plan your escape now and get ready to cross another destination off your must-see list.
Why should I purchase my Ashland vacation package with Travelocity?
Because life is one big journey, and we offer all you need to get you on your way. With our high-quality service and Price Match Guarantee, you can book with confidence. What's more, you can rest easy while you're on the road knowing we're always available to chat via our 24/7 customer support.
Can I save money on my Ashland car rental if I bundle it with hotels and flights?
You certainly can — bundle your hotel, flight and car into an Ashland vacation package and you'll save a tidy sum. With so much to see and do in and around Ashland, having your own ride will make exploring easy. Once you've settled into the driver's seat, turn up the stereo and head to Plymouth Rock, an unmissable attraction approximately 45 mi from Ashland.
Which airport is best for Ashland?
Logan Intl. Airport (BOS) is one of the most popular airports in Ashland. It's around 25 mi east of the bustling downtown area. Your other options are T.F. Green Airport (PVD) (35 mi away from central Ashland) and Manchester-Boston Regional Airport (MHT) (45 mi away from central Ashland).
What is there to do in Ashland?
Ashland State Park should be on your travel schedule. After you've crossed off this famous attraction, amble through the streets of Ashland and discover what makes this exciting place tick.
Where should I stay when visiting Ashland?
Many people check in to the Warren Conference Center and Inn. It's a terrific base for your Ashland getaway.

Photos of local treasures

Browse Ashland vacation photos for more inspiration

Photo by Swetha Srinivasan
Photo by Swetha Srinivasan